CITRONELLAL
Synonym: citronella
CASRN: 106-23-0
For other data, click on the Table of Contents

Human Health Effects:

Human Toxicity Excerpts:

RELATIVELY MILD IRRITANT.
[Patty, F. (ed.). Industrial Hygiene and Toxicology: Volume II: Toxicology. 2nd ed. New York: Interscience Publishers, 1963. 1979]**PEER REVIEWED**

The low molecular weight aldehydes, the halogenated aliphatic aldehydes, and the unsaturated aldehydes are particularly irritating. The mucus membranes of the nasal and oral passages and the upper respiratory tract are affected, producing a burning sensation, an increased ventilation rate, bronchial constriction, choking, and coughing. The eyes tear, and a burning sensation is noted on the skin of the face. During low exposures, the initial discomfort may abate after 5 to 10 minutes but will recur if exposure is resumed after an interruption. /Aldehydes/
[Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982. 2633]**PEER REVIEWED**

 

Probable Routes of Human Exposure:

NIOSH (NOES Survey 1981-1983) has statistically estimated that 2162 workers are potentially exposed to citronellal in the USA(1). The general population will be exposed to citronellal via ingestion pf and dermal contact with food(2,3) and other products containing isovaleraldehyde(SRC). Occupational exposure may be through inhalation, ingestion, and dermal contact with the compound(SRC).
[(1) NIOSH; National Occupational Exposure Survey (1983) (2) Wilson CW, Shaw PE; J Agric Food Chem 32: 399-401 (1984) (3) Furia TE, Bellanca, N; Fenaroli Hdbk Flavor Ingred 2nd ed Cleveland, OH: The Chemical Rubber Co. Vol 2, p. 102 (1975)]**PEER REVIEWED**

 

Emergency Medical Treatment:

 

 

Emergency Medical Treatment:

 

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The following Overview, *** LEMON GRASS OIL ***, is relevant for this HSDB record chemical.

Life Support:
  o   This overview assumes that basic life support measures
      have been instituted.                           
Clinical Effects:
  SUMMARY OF EXPOSURE
    o   The primary effect seen of this oil is irritation,
        especially contact or allergic dermatitis.  Systemic
        symptoms in humans are unusual.
  HEENT
    o   May be irritating to the mucous membranes of the mouth
        and throat.
  NEUROLOGIC
    o   Citral (the main constituent of lemon grass oil) may
        have a sedative effect.
  HEPATIC
    o   Citral has caused a 25% increase in liver enzyme
        activity in laboratory animals.
  DERMATOLOGIC
    o   Citral is a primary skin irritant and sensitizing agent
        in concentrations of greater than 8%.                 
Laboratory:
  o   There are no useful laboratory measures.     
Treatment Overview:
  ORAL/PARENTERAL EXPOSURE
    o   Lemon grass oil may be an aspiration risk.  Emesis is
        NOT recommended.  Gastric decontamination is probably
        not necessary for amounts less than 1 mL/kg.  For
        amounts in excess of 1 mL/kg, activated charcoal may be
        considered.
    o   ACTIVATED CHARCOAL:  Administer charcoal as slurry (240
        mL water/30 g charcoal).  Usual dose:  25 to 100 g in
        adults/adolescents, 25 to 50 g in children (1 to 12
        years), and 1 g/kg in infants less than 1 year old.
    o   SEDATION - Although CNS depression has been reported in
        both man and animals, serious coma has not yet been
        seen.  If coma ensues, respiratory support may be
        necessary.
  EYE EXPOSURE
    o   DECONTAMINATION:  Irrigate exposed eyes with copious
        amounts of tepid water for at least 15 minutes.  If
        irritation, pain, swelling, lacrimation, or photophobia
        persist, the patient should be seen in a health care
        facility.
  DERMAL EXPOSURE
    o   Irrigate all areas contacted by lemon grass oil with
        cool water.  Warm or hot water may increase the
        incidence and severity of dermal reactions.
Range of Toxicity:
  o   Therapeutic Dose - 500 mcg/kg is an acceptable daily
      intake for citral.
  o   A human toxic dose for citral has not been established.


[Rumack BH: POISINDEX(R) Information System. Micromedex, Inc., Englewood, CO, 2001; CCIS Volume 110, edition exp November, 2001. Hall AH & Rumack BH (Eds):TOMES(R) Information System. Micromedex, Inc., Englewood, CO, 2001; CCIS Volume 110, edition exp November, 2001.] **PEER REVIEWED**

 

Animal Toxicity Studies:

 

 

Non-Human Toxicity Excerpts:

CITRONELLAL INJECTED INTO WHITE LEGHORN EMBRYOS (0.1-0.2M) CAUSED DOSE-DEPENDENT TERATOGENESIS. MORPHOLOGICAL MALFORMATION OCCURRED MAINLY IN THE CRANIOFACIAL AREA.
[ABRAMOVICI A; ADV EXP MED BIOL 27 161 (1972)]**PEER REVIEWED**

CITRONELLAL WHEN INHALED BY RABBITS EXHIBITED THE MOST SIGNIFICANT BRONCHOMUCOTROPIC ACTIVITY.
[BOYD EM ET AL; PHARMACOLOGY 6 (2): 65 (1971)]**PEER REVIEWED**

CITRONELLAL INHIBITED THE ACTIVITY OF RUMEN MICROBES FROM BOTH SHEEP AND DEER.
[OH HK ET AL; APPL MICROBIOL 15 (4): 777 (1967)]**PEER REVIEWED**

CITRONELLAL INHIBITED EMBRYONIC DEVELOPMENT OF YELLOW FEVER MOSQUITO A AEGYPTI EGGS DEPOSITED ON WATER.
[SAXENA KN, SHARMA RN; J ECON ENTOMOL 65 (6): 1588 (1973)]**PEER REVIEWED**

The effect of cyclophosphamide on the adjuvant and 24 hour occlusive patch times 2 (AP2) test was examined. The AP2 test method for detecting contact hypersensitivity in guinea-pigs. Hartley guinea pigs were injected intraperitoneally with 200 mg/kg cyclophosphamide 3 days before performing the AP2 test using the strong skin sensitizers bromostyrol, citronellal, p-phenylenediamine, and formaldehyde and the weak sensitizers benzyl-salicylate and p-aminobenzoic acid ethyl ester as test compounds. The results were compared with those obtained by the regular AP2 test, the guinea-pig maximization test, and the cumulative contact enhancement test. Administering cyclophosphamide before the AP2 test resulted in a lOO% rate of positivity after the first challenge with all test agents except p-aminobenzoic-acid ethyl-ester. The cyclophosphamide modified AP2 protocol can detect contact hypersensitivity induced by strong sensitizers as well as the standard AP2, guinea pig maximization test, and cumulative contact enhancement test. It can also detect allergenicity of weak sensitizers.
[Kashima R et al; Contact Dermatitis 29 (l): 26-32 (1993)]**PEER REVIEWED**

The histology of allergic contact dermatitis reactions to potent allergens in guinea pigs and humans have indicated that there is significant tissue infiltration with basophilic leukocytes. In this study we determined whether the histologic finding could be of value in distinguishing weak sensitization reactions from primary irritation, thereby aiding in the predictive identification of weak or moderate contact allergens. Guinea pigs were sensitized by the Buehler test method. Skin reactions were graded 24, 48, and 72 hr post-challenge with duplicate patch sites biopsied at the 24- or 72-hr grading timepoints. The number of basophils per 400 leukocytes were counted along the upper dermis just below the dermal/epidermal junction. Challenge patch sites from animals sensitized to a relatively low dose of the strong contact allergen oxazolone were compared with patch sites from animals challenged only with a strong irritant, sodium lauryl sulfate. Compared to normal skin only the oxazolone patch sites showed significant basophil infiltration despite the fact that the skin reactions to the low oxazolone challenge dose were relatively weak. Subsequent blinded studies compared weak/moderate presumptive sensitization reactions (as defined by accepted visual skin grading criteria) to various chemicals (citronellal, vanillin, cinnamic aldehyde, and ethylenediamine) to primary irritation reactions to the same chemicals. In each case low-challenge-dose sensitization sites on previously treated (induced) animals showed mean basophil infiltration significantly greater than higher-dose irritant reactions.
[Robinson MK et al; J Invest Dermatol 94 (5): 636-43 (1990)]**PEER REVIEWED**

 

Metabolism/Pharmacokinetics:

 

 

Metabolism/Metabolites:

A BACTERIUM WITH PSEUDOMONAS AERUGINOSA-LIKE PROPERTIES UTILIZED CITRONELLAL AS ITS SOLE CARBON & ENERGY SOURCE; CITRONELLAL METABOLIZED TO CITRONELLIC ACID 65, CITRONELLOL 0.6, DIHYDROCITRONELLOL 0.6, MENTHOL 0.75 & 3,7-DIMETHYL-1,7-OCTANEDIOL 1.7%.
[JOGLEKAR SS ET AL; APPL MICROBIOL 18 (6): 1084 (1969)]**PEER REVIEWED**

Aldehydes are readily oxidized to organic acids, which, in turn, can serve as substrates for fatty acid oxidation pathways and the Krebs cycle. ... Oxidation of aldehydes is catalyzed by aldehyde dehydrogenase, which has been found in the brain, erythrocytes, liver, kidney, heart, and placenta. /Aldehydes/
[Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982. 2635]**PEER REVIEWED**

... The detoxification of aldehydes can be seen to proceed basically via two routes: (1) an oxidation to yield readily metabolized acids; (2) inactivation by reaction with sulfhydryl groups, particularly glutathione. Under conditions that either deplete glutathione levels, or that result in an inhibition of aldehyde dehydrogenase (for example, Antabuse treatment), the acute and chronic effects of aldehyde toxicity might be more fully expressed. /Aldehydes/
[Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982. 2637]**PEER REVIEWED**

The cytochrome p450-catalyzed formation of olefinic products from a series of xenobiotic aldehydes has been demonstrated. Citronellal, a beta-branched aldehyde, was found to undergo the oxidative deformylation reaction to yield 2,6-dimethyl-1,5-heptadiene but only with p450 2B4.
[Roberts ES et al; Proc Natl Acad Sci USA 88 (20): 8963-6 (1991)]**PEER REVIEWED**

 

Pharmacology:

 

 

Environmental Fate & Exposure:

 

 

Environmental Fate/Exposure Summary:

Citronellal's production and use as a flavoring agent, an insect repellant, and in soap perfumes may result in its release to the environment through various waste streams. Citronellal has been detected in cold-pressed oils from the following citrus fruits: Valencia orange, midseason orange (mixture of pineapple and other citrus cultivars), California navel orange, tangerine, and grapefruit. If released to soil, citronellal will have high mobility in soil. Volatilization of citronellal may be important from moist and dry soil surfaces. If released to water, citronellal may adsorb to suspended solids and sediment. Citronellal may volatilize from water surfaces with estimated half-lives for a model river and model lake of 7.8 hours and 6.2 days, respectively. An estimated BCF value of 280, suggests that citronellal will bioconcentrate in aquatic organisms. No biodegradation data were available but the chemical structure of citronellal would suggest that biodegradation in soil or water would be important. If released to the atmosphere, citronellal will exist in the vapor phase. Vapor-phase citronellal is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals; the half-life for this reaction in air is estimated to be about 3.2 hours. Particulate-phase citronellal may be physically removed from the air by wet and dry deposition. The general population will be exposed to citronellal via ingestion pf and dermal contact with food and other products containing isovaleraldehyde. Occupational exposure may be through inhalation, ingestion, and dermal contact with the compound. (SRC)
**PEER REVIEWED**

 

Probable Routes of Human Exposure:

NIOSH (NOES Survey 1981-1983) has statistically estimated that 2162 workers are potentially exposed to citronellal in the USA(1). The general population will be exposed to citronellal via ingestion pf and dermal contact with food(2,3) and other products containing isovaleraldehyde(SRC). Occupational exposure may be through inhalation, ingestion, and dermal contact with the compound(SRC).
[(1) NIOSH; National Occupational Exposure Survey (1983) (2) Wilson CW, Shaw PE; J Agric Food Chem 32: 399-401 (1984) (3) Furia TE, Bellanca, N; Fenaroli Hdbk Flavor Ingred 2nd ed Cleveland, OH: The Chemical Rubber Co. Vol 2, p. 102 (1975)]**PEER REVIEWED**

 

Natural Pollution Sources:

D-FORM FOUND IN OILS OF EUCALYPTUS CITRIODORA, LEPTOSPERMUM CITRATUM & BAECKEA CITRIODORA; L-FORM...IN OILS OF: BACKHOUSIA CITRIODORA VAR A, EUCALYPTUS CITRIODORA, LITSEA CUBEBA (FRUITS), & LEMONGRASS. ...ALSO IN OILS OF LEMON, MANDARIN, LAVANDULA DELPHINENSIS, OCIUM CANUM F CITRATA.
[Fenaroli's Handbook of Flavor Ingredients. Volume 2. Edited, translated, and revised by T.E. Furia and N. Bellanca. 2nd ed. Cleveland: The Chemical Rubber Co., 1975. 102]**PEER REVIEWED**

CEYLON CITRONELLA GRASS CONTAINS 16% CITRONELLAL...JAVA CITRONELLA GRASS CONTAINS 25-54% CITRONELLAL.
[Merory, J. Food Flavorings: Composition, Manufacture, and Use. 2nd ed. Westport, Conn.: Avi Publishing Co., 1968. 93]**PEER REVIEWED**

Citronellal has been found in cold-pressed oils from the following citrus fruits (in wt %): Valencia orange 0.09 and 0.094; midseason orange (mixture of pineapple and other citrus cultivars) 0.06 and 0.055; California navel orange 0.081 and 0.064; tangerine 0.1 and 0.08; and grapefruit 0.091 and 0.077(1). Citronellal has been identified as a chief constituent of oil of citronella(2). It is also found in many other volatile oils, such as lemon, lemon grass, and melissa(2).
[(1) Wilson CW, Shaw PE; J Agric Food Chem 32: 399-401 (1984) (2) Budavari S; The Merck Index - 11th ed. Rahway, NJ: Merck Inc. p. 364 (1989)]**PEER REVIEWED**

 

Artificial Pollution Sources:

Citronellal's production and use as a flavoring agent(1), and insect repellant(2) and in soap perfumes(2) may result in its release to the environment through various waste streams(SRC).
[(1) Furia TE, Bellanca N; Fenaroli's Handbook Flavor Ingredients Vol 2 2nd ed. Cleveland, OH: The Chemical Rubber Co. pg. 102 (1975) (2) Budavari S; The Merck Index 11th ed Rahway, NJ: Merck & Co Inc (1989)]**PEER REVIEWED**

 

Environmental Fate:

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 150(SRC), determined from a structure estimation method(2), indicates that citronellal will have moderate mobility in soil(SRC). Volatilization of citronellal may be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 2.62X10-4 atm-cu m/mole(3,SRC), and from dry soil surfaces(SRC) based on an estimated vapor pressure of 0.28 mm Hg(4,SRC). No biodegradation data were available but the chemical structure of citronellal would suggest that biodegradation in soil or water would be important(5).
[(1) Swann RL et al; Res Rev 85: 23 (1983) (2) Meylan WM et al; Environ Sci Technol 28: 459-65 (1992) (3) Meylan WM, Howard PH; Environ Toxicol Chem 10: 1283-93 (1991) (4) Lyman WJ; p 31 in Environmental Exposure From Chemicals Vol I, Neely WB, Blau GE(eds), Boca Raton, FL: CRC Press (1985) (5) Boethling RS et al; Environ Sci Technol 28: 459-65 (1994)]**PEER REVIEWED**

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 148(SRC), determined from a structure estimation method(2), indicates that citronellal may not adsorb to suspended solids and sediment(SRC) in water. Citronellal may volatilize from water surfaces based on an estimated Henry's Law constant of 2.62X10-4 atm-cu m/mole(SRC), developed using a fragment constant estimation method(3). Estimated half-lives for a model river and model lake are 7.8 hours and 6.2 days, respectively(4,SRC). An estimated BCF value of 280(4,SRC), from an estimated log Kow of 3.53(5,SRC), suggests that citronellal will bioconcentrate in aquatic organisms(SRC) according to a recommended classification scheme(6). No biodegradation data were available but the chemical structure of citronellal would suggest that biodegradation in soil or water would be important(7).
[(1) Swann RL et al; Res Rev 85: 23 (1983) (2) Meylan WM et al; Environ Sci Technol 28: 459-65 (1992) (3) Meylan WM, Howard PH; Environ Toxicol Chem 10: 1283-93 (1991) (4) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington DC: Amer Chem Soc pp. 5-4, 5-10, 15-1 to 15-29 (1990) (5) Meylan WM, Howard PH; J Pharm Sci 84: 83-92 (1995) (6) Franke C et al; Chemosphere 29: 1501-14 (1994) (7) Boethling RS et al; Environ Sci Technol 28: 459-65 (1994)]**PEER REVIEWED**

ATMOSPHERIC FATE: According to a suggested classification scheme(1), an estimated vapor pressure of 0.28 mm Hg at 25 deg C(2,SRC) indicates that citronellal will exist in the vapor phase in the ambient atmosphere. Vapor-phase citronellal is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 3.2 hours(3,SRC). Vapor-phase citronellal is also degraded in the atmosphere by reaction with ozone(SRC); the half-life for this reaction in air is estimated to be about 38 minutes(3,SRC).
[(1) Bidleman TF; Environ Sci Technol 22: 361-367 (1988) (2) Lyman WJ; p 31 in Environmental Exposure From Chemicals Vol I, Neely WB, Blau GE(eds), Boca Raton, FL: CRC Press (1985) (3) Meylan WM, Howard PH; Chemosphere 26: 2293-99 (1993)]**PEER REVIEWED**

 

Environmental Biodegradation:

No biodegradation data were available but the chemical structure of citronellal would suggest that biodegradation in soil or water would be important(1).
[(1) Boethling RS et al; Environ Sci Technol 28: 459-65 (1994)]**PEER REVIEWED**

 

Environmental Abiotic Degradation:

The rate constant for the vapor-phase reaction of citronellal with photochemically produced hydroxyl radicals has been estimated as 1.21X10-10 cu cm/molecule-sec at 25 deg C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 3.2 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). The rate constant for the vapor-phase reaction of citronellal with ozone has been estimated as 4.310-16 cu cm/molecule-sec at 25 deg C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 38 minutes at an atmospheric concentration of 7X10+11 moles of ozone per cu cm(1,SRC).
[(1) Meylan WM, Howard PH; Chemosphere 26: 2293-99 (1993)]**PEER REVIEWED**

 

Environmental Bioconcentration:

An estimated BCF value of 280 was calculated for citronellal(SRC), using an estimated log Kow of 3.53(1,SRC) and a recommended regression-derived equation(2). According to a recommended classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms will be high(SRC).
[(1) Meylan WM, Howard PH; J Pharm Sci 84: 83-92 (1995) (2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington DC: Amer Chem Soc pp. 5-4, 5-10 (1990) (3) Franke C et al; Chemosphere 29: 1501-14 (1994)]**PEER REVIEWED**

 

Soil Adsorption/Mobility:

Using a structure estimation method based on molecular connectivity indexes(1), the Koc for citronellal can be estimated to be about 150(SRC). According to a recommended classification scheme(2), this estimated Koc value suggests that citronellal has high mobility in soil(SRC).
[(1) Meylan WM et al; Environ Sci Technol 28: 459-65 (1992) (2) Swann RL et al; Res Rev 85: 23 (1983)]**PEER REVIEWED**

 

Volatilization from Water/Soil:

The Henry's Law constant for citronellal is estimated as 2.62X10-4 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that citronellal will volatilize from water surfaces(2,SRC). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec) is estimated as approximately 7.8 hours(2,SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is estimated as approximately 6.2 days(2,SRC). Citronellal's vapor pressure, 0.28 mm Hg(3,SRC) and Henry's Law constant(1,SRC) indicate that volatilization from dry and moist soil may occur(SRC).
[(1) Meylan WM, Howard PH; Environ Toxicol Chem 10: 1283-93 (1991) (2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington DC: Amer Chem Soc pp. 15-1 to 15-29 (1990) (3) Lyman WJ; p 31 in Environmental Exposure From Chemicals Vol I, Neely WB, Blau GE(eds), Boca Raton, FL: CRC Press (1985)]**PEER REVIEWED**

 

Food Survey Values:

Citronellal has been found in cold-pressed oils from the following citrus fruits (in wt %): Valencia orange 0.09 and 0.094; midseason orange (mixture of pineapple and other citrus cultivars) 0.06 and 0.055; California navel orange 0.081 and 0.064; tangerine 0.1 and 0.08; and grapefruit 0.091 and 0.077(1).
[(1) Wilson CW, Shaw PE; J Agric Food Chem 32: 399-401 (1984)]**PEER REVIEWED**

 

Environmental Standards & Regulations:

 

 

TSCA Requirements:

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble in 51 FR 41329.
[40 CFR 712.30 (7/1/94)]**PEER REVIEWED**

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. 3,7-dimethyl-2,6-octenal is included on this list.
[40 CFR 716.120 (7/1/94)]**PEER REVIEWED**

 

FDA Requirements:

Citronellal is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: 1) the quantity added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) when intended for use in or on food it is of appropriate food grade and is prepared and handled as a food ingredient.
[21 CFR 172.515 (4/1/93)]**PEER REVIEWED**

 

Chemical/Physical Properties:

Molecular Formula:

C10-H18-O
**PEER REVIEWED**

Molecular Weight:

154.24
[Budavari, S. (ed.). The Merck Index - Encyclopedia of Chemicals, Drugs and Biologicals. Rahway, NJ: Merck and Co., Inc., 1989. 364]**PEER REVIEWED**

Color/Form:

COLORLESS TO SLIGHTLY YELLOW LIQUID
[Fenaroli's Handbook of Flavor Ingredients. Volume 2. Edited, translated, and revised by T.E. Furia and N. Bellanca. 2nd ed. Cleveland: The Chemical Rubber Co., 1975. 102]**PEER REVIEWED**

Odor:

INTENSE LEMON-, CITRONELLA-, ROSE-TYPE
[Fenaroli's Handbook of Flavor Ingredients. Volume 2. Edited, translated, and revised by T.E. Furia and N. Bellanca. 2nd ed. Cleveland: The Chemical Rubber Co., 1975. 102]**PEER REVIEWED**

Boiling Point:

47 deg C @ 1 mm Hg
[Lide, D.R. (ed.). CRC Handbook of Chemistry and Physics. 75th ed. Boca Raton, Fl: CRC Press Inc., 1994-1995.,p. 3-233]**PEER REVIEWED**

Density/Specific Gravity:

0.8573 AT 20 DEG C/4 DEG C
[Lide, D.R. (ed.). CRC Handbook of Chemistry and Physics. 75th ed. Boca Raton, Fl: CRC Press Inc., 1994-1995.,p. 3-233]**PEER REVIEWED**

Solubilities:

SLIGHTLY SOLUBLE IN WATER, ETHANOL
[Lide, D.R. (ed.). CRC Handbook of Chemistry and Physics. 75th ed. Boca Raton, Fl: CRC Press Inc., 1994-1995.,p. 3-233]**PEER REVIEWED**

1:5 IN 70% ALCOHOL
[Fenaroli's Handbook of Flavor Ingredients. Volume 2. Edited, translated, and revised by T.E. Furia and N. Bellanca. 2nd ed. Cleveland: The Chemical Rubber Co., 1975. 102]**PEER REVIEWED**

Spectral Properties:

INDEX OF REFRACTION: 1.446 AT 20 DEG C/D; SPECIFIC OPTICAL ROTATION: +11.50 DEG AT 25 DEG C/D
[Budavari, S. (ed.). The Merck Index - Encyclopedia of Chemicals, Drugs and Biologicals. Rahway, NJ: Merck and Co., Inc., 1989. 364]**PEER REVIEWED**

SPECIFIC OPTICAL ROTATION: +13.09 DEG AT 18 DEG C/D; MAX ABSORPTION (ALCOHOL): 235 NM (LOG E= 1.93); 290 NM SHOULDER (LOG E= 1.08)
[Weast, R.C. (ed.). Handbook of Chemistry and Physics. 60th ed. Boca Raton, Florida: CRC Press Inc., 1979.,p. C-252]**PEER REVIEWED**

SPECIFIC OPTICAL ROTATION: -1 TO +11 DEG
[Fenaroli's Handbook of Flavor Ingredients. Volume 2. Edited, translated, and revised by T.E. Furia and N. Bellanca. 2nd ed. Cleveland: The Chemical Rubber Co., 1975. 102]**PEER REVIEWED**

IR: 15514 (Sadtler Research Laboratories IR Grating Collection)
[Weast, R.C. and M.J. Astle. CRC Handbook of Data on Organic Compounds. Volumes I and II. Boca Raton, FL: CRC Press Inc. 1985.,p. V1 443]**PEER REVIEWED**

UV: 1-364 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York)
[Weast, R.C. and M.J. Astle. CRC Handbook of Data on Organic Compounds. Volumes I and II. Boca Raton, FL: CRC Press Inc. 1985.,p. V1 443]**PEER REVIEWED**

NMR: 10936 (Sadtler Research Laboratories Spectral Collection)
[Weast, R.C. and M.J. Astle. CRC Handbook of Data on Organic Compounds. Volumes I and II. Boca Raton, FL: CRC Press Inc. 1985.,p. V1 443]**PEER REVIEWED**

MASS: 937 (Atlas of Mass Spectral Data, John Wiley & Sons, New York)
[Weast, R.C. and M.J. Astle. CRC Handbook of Data on Organic Compounds. Volumes I and II. Boca Raton, FL: CRC Press Inc. 1985.,p. V1 443]**PEER REVIEWED**

MASS: 4177 (National Bureau of Standards EPA-NIH Mass Spectra Data Base, NSRDS-NBS-63)
[Weast, R.C. and M.J. Astle. CRC Handbook of Data on Organic Compounds. Volumes I and II. Boca Raton, FL: CRC Press Inc. 1985.,p. V2 269]**PEER REVIEWED**

Vapor Pressure:

11 MM HG AT 88 DEG C
[Patty, F. (ed.). Industrial Hygiene and Toxicology: Volume II: Toxicology. 2nd ed. New York: Interscience Publishers, 1963. 1976]**PEER REVIEWED**

Other Chemical/Physical Properties:

CONVERSION FACTORS: 1 MG/LITER= 159 PPM; 1 PPM= 6.3 MG/CU M
[Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982. 2649]**PEER REVIEWED**

VOLATILE OILS FREELY DISSOLVE FIXED OILS, FATS, RESINS, CAMPHORS, & USUALLY SULFUR & PHOSPHORUS /VOLATILE OILS/
[Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975. 442]**PEER REVIEWED**

INDEX OF REFRACTION: 1.4456 @ 20 DEG C/D; MAX ABSORPTION (ALC): 235 NM (LOG E= 1.93); 290 NM SHOULDER (LOG E= 1.08) /D FORM/
[Weast, R.C. (ed.). Handbook of Chemistry and Physics. 60th ed. Boca Raton, Florida: CRC Press Inc., 1979.,p. C-252]**PEER REVIEWED**

INDEX OF REFRACTION: 1.4479 @ 20 DEG C/D; MAX ABSORPTION (ALC): 235 NM (LOG E= 1.93; 290 NM SHOULDER (LOG E= 1.08) /L FORM/
[Weast, R.C. (ed.). Handbook of Chemistry and Physics. 60th ed. Boca Raton, Florida: CRC Press Inc., 1979.,p. C-252]**PEER REVIEWED**

INDEX OF REFRACTION: 1.4473 @ 20 DEG C/D; MAX ABSORPTION (ALC): 290 NM SHOULDER (LOG E= 1.08) /DL FORM/
[Weast, R.C. (ed.). Handbook of Chemistry and Physics. 60th ed. Boca Raton, Florida: CRC Press Inc., 1979.,p. C-252]**PEER REVIEWED**

ACID VALUE LESS THAN 3.0
[Fenaroli's Handbook of Flavor Ingredients. Volume 2. Edited, translated, and revised by T.E. Furia and N. Bellanca. 2nd ed. Cleveland: The Chemical Rubber Co., 1975. 102]**PEER REVIEWED**

IR: 15514 (Sadtler Research Laboratories IR Grating Collection) /Citronellal (d)/
[Weast, R.C. and M.J. Astle. CRC Handbook of Data on Organic Compounds. Volumes I and II. Boca Raton, FL: CRC Press Inc. 1985.,p. V1 443]**PEER REVIEWED**

NMR: 10936 (Sadtler Research Laboratories Spectral Collection) /Citronellal (d)/
[Weast, R.C. and M.J. Astle. CRC Handbook of Data on Organic Compounds. Volumes I and II. Boca Raton, FL: CRC Press Inc. 1985.,p. V1 443]**PEER REVIEWED**

MASS: 937 (Atlas of Mass Spectral Data, John Wiley & Sons, New York) /Citronellal (d)/
[Weast, R.C. and M.J. Astle. CRC Handbook of Data on Organic Compounds. Volumes I and II. Boca Raton, FL: CRC Press Inc. 1985.,p. V1 443]**PEER REVIEWED**

IR: 15514 (Sadtler Research Laboratories IR Grating Collection) /Citronellal (l)/
[Weast, R.C. and M.J. Astle. CRC Handbook of Data on Organic Compounds. Volumes I and II. Boca Raton, FL: CRC Press Inc. 1985.,p. V1 443]**PEER REVIEWED**

UV: 1-364 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York) /Citronellal (l)/
[Weast, R.C. and M.J. Astle. CRC Handbook of Data on Organic Compounds. Volumes I and II. Boca Raton, FL: CRC Press Inc. 1985.,p. V1 443]**PEER REVIEWED**

NMR: 10936 (Sadtler Research Laboratories Spectral Collection) /Citronellal (l)/
[Weast, R.C. and M.J. Astle. CRC Handbook of Data on Organic Compounds. Volumes I and II. Boca Raton, FL: CRC Press Inc. 1985.,p. V1 443]**PEER REVIEWED**

MASS: 937 (Atlas of Mass Spectral Data, John Wiley & Sons, New York) /Citronellal (l)/
[Weast, R.C. and M.J. Astle. CRC Handbook of Data on Organic Compounds. Volumes I and II. Boca Raton, FL: CRC Press Inc. 1985.,p. V1 443]**PEER REVIEWED**

Chemical Safety & Handling:

NFPA Hazard Classification:

Health: 0. 0= Materials that on exposure under fire conditions, offer no hazard beyond that of ordinary combustible material.
[National Fire Protection Guide. Fire Protection Guide on Hazardous Materials. 10 th ed. Quincy, MA: National Fire Protection Association, 1991.,p. 325M-28]**PEER REVIEWED**

Flammability: 2. 2= Includes materials that must be moderately heated before ignition will occur and includes Class II and IIIA combustible liquids and solids and semi-solids that readily give off ignitible vapors. Water spray may be used to extinguish fires in these materials because the materials can be cooled below their flash points.
[National Fire Protection Guide. Fire Protection Guide on Hazardous Materials. 10 th ed. Quincy, MA: National Fire Protection Association, 1991.,p. 325M-28]**PEER REVIEWED**

Reactivity: 0. 0= Includes materials that are normally stable, even under fire exposure conditions, and that do not react with water. Normal fire fighting procedures may be used.
[National Fire Protection Guide. Fire Protection Guide on Hazardous Materials. 10 th ed. Quincy, MA: National Fire Protection Association, 1991.,p. 325M-28]**PEER REVIEWED**

Flash Point:

164 DEG F (74 DEG C) (CLOSED CUP)
[National Fire Protection Guide. Fire Protection Guide on Hazardous Materials. 10 th ed. Quincy, MA: National Fire Protection Association, 1991.,p. 325M-28]**PEER REVIEWED**

Stability/Shelf Life:

EXPOSURE TO LIGHT & AIR IMPAIRS QUALITY & DESTROYS FRAGRANCE OF VOLATILE OILS /VOLATILE OILS/
[Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975. 442]**PEER REVIEWED**

Disposal Methods:

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
**PEER REVIEWED**

Occupational Exposure Standards:

Manufacturing/Use Information:

Major Uses:

FLAVORING AGENT
[Fenaroli's Handbook of Flavor Ingredients. Volume 2. Edited, translated, and revised by T.E. Furia and N. Bellanca. 2nd ed. Cleveland: The Chemical Rubber Co., 1975. 102]**PEER REVIEWED**

INSECT REPELLANT, SOAP PERFUMES
[Budavari, S. (ed.). The Merck Index - Encyclopedia of Chemicals, Drugs and Biologicals. Rahway, NJ: Merck and Co., Inc., 1989. 364]**PEER REVIEWED**

D-FORM AS A CHEM INT FOR L-MENTHOL; CHEM INT FOR CITRONELLOL AND HYDROXYCITRONELLAL; FRAGRANCE INGREDIENT OF SOAPS, DETERGENTS, CREAMS, LOTIONS AND PERFUME; FLAVORING AGENT IN NON-ALCOHOLIC BEVERAGES, ICE CREAM, BAKED GOODS, CHEWING GUM, GELATINS & PUDDINGS
[SRI]**PEER REVIEWED**

Manufacturers:

Givaudan-Roure Corporation, 100 Delawanna Ave, Clifton, NJ 07014, (201) 365-8000; Specialty Division; Production site: Clifton, NJ 07014
[SRI. 1995 Directory of Chemical Producers-United States of America. Menlo Park, CA: SRI International, 1995 618]**PEER REVIEWED**

Hanson PLC, Hq, 100 Wood Ave S, Iselin, NJ 08830, (201) 549-7050; SCM Corp, 299 Park Ave, New York, NY 10171-0161; SCM GLIDCO Organics Group, PO Box 389, Jacksonville, FL 32201; Production site: Foot of West 61st St, Jacksonville, FL 32208
[SRI. 1995 Directory of Chemical Producers-United States of America. Menlo Park, CA: SRI International, 1995 618]**PEER REVIEWED**

Penta Manufacturing Company, Hq, PO Box 1448, Fairfield, NJ 07007 (201) 740-2300. Production site: Fairfield, NJ 07007.
[SRI. 1995 Directory of Chemical Producers-United States of America. Menlo Park, CA: SRI International, 1995 618]**PEER REVIEWED**

Methods of Manufacturing:

DEHYDROGENATION OF BETA-CITRONELLOL OR BY CATALYTIC HYDROGENATION OF CITRAL; SYNTHETIC D,L-CITRONELLAL BY CATALYTIC REARRANGEMENT OF SYNTHETIC GERANIOL/NEROL
[SRI]**PEER REVIEWED**

INDUSTRIALLY PREPARED BY HYDROGENATION OF BETA CITRONELLOL OR BY CATALYTIC HYDROGENATION OF CITRAL. ALSO IN THE LABORATORY BY DEHYDRATION OF HYDROXYDIHYDROCITRONELLAL.
[Fenaroli's Handbook of Flavor Ingredients. Volume 2. Edited, translated, and revised by T.E. Furia and N. Bellanca. 2nd ed. Cleveland: The Chemical Rubber Co., 1975. 102]**PEER REVIEWED**

CAN BE PREPARED BY CHEMICAL SYNTHESIS OR BY FRACTIONAL DISTILLATION OF NATURAL OILS, SUCH AS CITRONELLA. THE D-FORM HAS BEEN REPORTED IN THE OIL OF CITRONELLA (CEYLON, JAMMUS, KASCHMIS), THE OIL FROM LEAVES OF BAROSMA PULCHELLA, IN THE OIL FROM ROOTS OF PHEBALIUM NUDUM...
[Fenaroli's Handbook of Flavor Ingredients. Volume 2. Edited, translated, and revised by T.E. Furia and N. Bellanca. 2nd ed. Cleveland: The Chemical Rubber Co., 1975. 102]**PEER REVIEWED**

JAVA CITRONELLA OIL IS USED AS STARTING RAW MATERIAL FOR EXTRACTION OF...CITRONELLAL.
[Fenaroli's Handbook of Flavor Ingredients. Volume 1. Edited, translated, and revised by T.E. Furia and N. Bellanca. 2nd ed. Cleveland: The Chemical Rubber Co., 1975. 326]**PEER REVIEWED**

Formulations/Preparations:

PURITY: NOT LESS THAN 85%
[Fenaroli's Handbook of Flavor Ingredients. Volume 2. Edited, translated, and revised by T.E. Furia and N. Bellanca. 2nd ed. Cleveland: The Chemical Rubber Co., 1975. 102]**PEER REVIEWED**

Consumption Patterns:

APPROXIMATELY 1.8X10+6 GRAMS AS A FRAGRANCE INGREDIENT (1975)
[SRI]**PEER REVIEWED**

U. S. Production:

(1975) 2.85X10+8 GRAMS
[SRI]**PEER REVIEWED**

(1976) 3.28X10+8 GRAMS
[SRI]**PEER REVIEWED**

Laboratory Methods:

Analytic Laboratory Methods:

NATURALLY OCCURRING MONOTERPENES WERE ANALYZED BY AN IMPROVED GAS CHROMATOGRAPHIC METHOD.
[SCHEFFER JJC ET AL; CHROMATOGRAPHIA 10 (11): 669 (1977)]**PEER REVIEWED**

GAS & LIQUID CHROMATOGRAPHY DETERMINATIONS SHOWED THAT ALCOHOLS COMPRISE APPROX 70% OF ROSE OIL & HYDROCARBONS APPROX 20%.
[MANN C ET AL; INT CONGR ESSENT OILS, 7TH 7: 458 (1979)]**PEER REVIEWED**

VOLATILE OILS OF PELARGONIUM SPECIES INCL CITRONELLAL WERE ANALYZED BY ALUMINA COLUMN CHROMATOGRAPHY, GAS CHROMATOGRAPHY, & IR SPECTROSCOPY.
[LAWRENCE BM ET AL; INT FLAVOURS FOOD ADDIT 6 (1): 42 (1975)]**PEER REVIEWED**

Special References:

Special Reports:

OPDYKE DL; MONOGRAPHS ON FRAGRANCE RAW MATERIALS. CITRONELLAL; FOOD COSMET TOXICOL 13 (SUPPL): 755 (1979). THE NATURAL OCCURRENCE & ISOLATION, COSMETIC & PERFUME USES, LEGAL STATUS OF USE IN FOOD, & METAB. & TOXICOL. OF CITRONNELLAL ARE REVIEWED.

Synonyms and Identifiers:

Synonyms:

BETA-CITRONELLAL
**PEER REVIEWED**

3,7-DIMETHYL-6-OCTENAL
**PEER REVIEWED**

3,7-DIMETHYL-6-OCTEN-1-AL
**PEER REVIEWED**

6-OCTENAL, 3,7-DIMETHYL-
**PEER REVIEWED**

RHODINAL
**PEER REVIEWED**

D-RHODINAL
**PEER REVIEWED**

 

Associated Chemicals:

Citronellal (d);2385-77-5
Citronellal (l);5949-05-3

Formulations/Preparations:

PURITY: NOT LESS THAN 85%
[Fenaroli's Handbook of Flavor Ingredients. Volume 2. Edited, translated, and revised by T.E. Furia and N. Bellanca. 2nd ed. Cleveland: The Chemical Rubber Co., 1975. 102]**PEER REVIEWED**

Administrative Information:

Hazardous Substances Databank Number: 594
Last Revision Date: 20010809
Last Review Date: Reviewed by SRP on 5/16/1996
Update History:

Complete Update on 08/09/2001, 1 field added/edited/deleted.
Complete Update on 05/15/2001, 1 field added/edited/deleted.
Complete Update on 02/02/2000, 1 field added/edited/deleted.
Complete Update on 09/21/1999, 1 field added/edited/deleted.
Complete Update on 08/26/1999, 1 field added/edited/deleted.
Complete Update on 06/02/1998, 1 field added/edited/deleted.
Complete Update on 02/27/1998, 1 field added/edited/deleted.
Complete Update on 10/17/1997, 1 field added/edited/deleted.
Complete Update on 08/19/1996, 35 fields added/edited/deleted.
Field Update on 05/10/1996, 1 field added/edited/deleted.
Field Update on 01/19/1996, 1 field added/edited/deleted.
Complete Update on 12/21/1994, 1 field added/edited/deleted.
Complete Update on 11/01/1993, 1 field added/edited/deleted.
Field update on 12/13/1992, 1 field added/edited/deleted.
Complete Update on 10/10/1990, 1 field added/edited/deleted.
Complete Update on 04/16/1990, 3 fields added/edited/deleted.
Field update on 03/06/1990, 1 field added/edited/deleted.
Complete Update on 12/18/1984

Record Length: 44118