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hydroxycitronellol

Hydroxycitronellol is a diol compound with a mild floral odor, commonly employed in flavor and fragrance formulations.
Chemical Structure

General Material Description

Hydroxycitronellol is a type of aliphatic diol with the molecular formula C10H22O2. It appears as a colorless liquid known for its low-intensity floral odor that resembles lily, hyacinth, and rose notes. Included under synonyms such as 3,7-dimethyloctane-1,7-diol and citronellol hydrate, this compound has a mild, sweet, powdery flavor profile used mainly in odor and flavor applications. It is naturally present in fruits like blueberry and oils such as grape oil. More chemical details and structural data for hydroxycitronellol can be accessed through the PubChem database. Production often involves chemical synthesis routes starting from citronellol derivatives, with high relevance in the flavor and fragrance industries.

Occurrence, Applicability & Potential Uses

Hydroxycitronellol occurs naturally in botanical sources including blueberry fruit and grape oil. Its olfactory qualities lend it to application as a fragrance agent in perfumery and personal care products. The compound imparts floral characteristics such as hyacinth, lily, lily of the valley, and rose tones in scent compositions. It is also used as a flavoring agent in food products, complying with various standards such as FEMA (US), which designates it under FEMA number 2586. Regulatory frameworks like IFRA (Global) provide guidelines on safe usage levels, reflecting its widespread acceptance and versatility in multiple consumer applications from cosmetics to flavor formulations.

Physico-Chemical Properties Summary

Hydroxycitronellol is a moderately hydrophobic diol with a molecular weight of approximately 174.28 g/mol. It exhibits a specific gravity close to 0.93 at 20 to 25 °C and a refractive index between 1.457 and 1.461 at 20 °C, indicating consistency in physical properties suitable for formulation stability. The compound has a relatively low vapor pressure of 0.001 mmHg at 25 °C and a boiling point range of 124 to 125 °C at reduced pressure (1 mm Hg), reflecting low volatility under ambient conditions. Its log P value around 1.55 denotes moderate lipophilicity, facilitating solubility in alcohols and oils while being sparingly soluble in water (~394 mg/L at 25 °C). Hydroxycitronellol maintains stability in various product matrices including alcoholic lotions, shampoos, detergents, and fabric softeners, with a typical shelf life exceeding 24 months when stored protected from heat and light.

FAQ

What is hydroxycitronellol and what are its main characteristics?
Hydroxycitronellol is an aliphatic diol with the chemical formula C10H22O2, recognized for its mild floral odor reminiscent of lily and hyacinth. It is a colorless liquid commonly used as a fragrance and flavor component. Known also by synonyms like 3,7-dimethyloctane-1,7-diol and citronellol hydrate, it occurs naturally in blueberry fruit and grape oil. The compound has a moderate molecular weight and exhibits good solubility in alcohols and oils, with limited water solubility.
Where does hydroxycitronellol typically occur and how is it used in industry?
Hydroxycitronellol naturally occurs in certain fruits such as blueberries and in grape oil, contributing to their characteristic aromas. Industrially, it is employed mainly as a flavoring agent and perfuming ingredient. Its floral scent profile makes it valuable in fragrances evoking hyacinth, lily, and rose notes. It is incorporated into cosmetics, personal care products, and flavors compliant with FEMA (US) standards, utilized at regulated concentrations to achieve desired sensory effects while maintaining safety.
What safety regulations and sourcing considerations apply to hydroxycitronellol?
Hydroxycitronellol is classified as an irritant (Xi) under European regulations, requiring careful handling to avoid skin and eye irritation. Safety assessments by organizations including IFRA (Global) recommend maximum usage levels of approximately 20% in fragrance concentrates and lower in finished products. It holds FEMA number 2586 and is recognized by JECFA for flavor use. Storage guidelines emphasize protection from heat and light to preserve stability. Sourcing often involves chemical synthesis supported by natural extracts from fruits like blueberry and grape oil. Regulatory panels such as the FEMA Expert Panel provide ongoing evaluation ensuring compliance in consumer applications.

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEMBL:View
HMDB (The Human Metabolome Database):Search
FooDB:FDB001344
Export Tariff Code:2905.39.0000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
FAO:Hydroxycitronellol

General Material Information

Preferred name hydroxycitronellol
Trivial Name 3,7-Dimethyl-1,7-octanediol
Short Description 3,7-dimethyloctane-1,7-diol
Formula C10 H22 O2
CAS Number 107-74-4
FEMA Number 2586
Flavis Number 2.047
ECHA Number 203-517-1
FDA UNII R0B4U2I48W
Nikkaji Number J26.180G
COE Number 559
xLogP3-AA 1.90 (est)
NMR Predictor External link
JECFA Food Flavoring 610 hydroxycitronellol
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 107-74-4 ; HYDROXYCITRONELLOL
Synonyms
  • citronellol hydrate
  • citronellol, hydroxy-
  • 3,7-dimethyl octan-1,7-diol
  • 3,7-dimethyl octane-1,7-diol
  • 3,7-dimethyl-1,7-octane diol
  • 3,7-dimethyl-1,7-octanediol
  • 2,6-dimethyl-2,8-octanediol
  • 3,7-dimethyl-octane-1,7-diol
  • 3,7-dimethyloctan-1,7-diol
  • 3,7-dimethyloctane-1,7-diol
  • hydroxy citronellol(hydcol)
  • 7-hydroxy-3, 7-dimethyloctan-1-ol
  • 7-hydroxy-3,7-dimethyl octan-1-ol
  • 7-hydroxy-3,7-dimethyloctan-1-ol
  • hydroxyciol
  • hydroxycitronellol (hydroxyciol)
  • hydroxydihydrocitronellol
  • hydroxyol (IFF)
  • 2,8-octanediol, 2, 6-dimethyl-
  • 2,8-octanediol, 2,6-dimethyl-
  • 1,7-octanediol, 3,7-dimethyl-
  • 1-octanol, 3,7-dimethyl-7-hydroxy-
  • octanol, 7-hydroxy-3,7-dimethyl-
  • 3,7-dimethyloctane-1,7-diol
  • 1,7-Octanediol, 3,7-dimethyl-
  • 3,7-Dimethyl-1,7-octanediol
  • 2,6-Dimethyl-2,8-octanediol
  • 3,7-Dimethyloctan-1,7-diol
  • NSC 406140
  • NSC 67886

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 174.28373718262
Specific gravity @ 25 °C
Pounds per Gallon 7.697 to 7.763
Specific gravity @ 20 °C
Pounds per Gallon 7.714 to 7.781
Refractive Index 1.457 to 1.461 @ 20 °C
Boiling Point 124 to 125°C @ 1 mm Hg
Vapor Pressure 0.001 mmHg @ 25 °C
Flash Point TCC Value 100 °C TCC
logP (o/w) 1.55
Shelf life 24 months (or longer if stored properly.)
Storage notes Store in cool, dry place in tightly sealed containers, protected from heat and light.
Solubility
alcohol Yes
oils Yes
water, 393.9 mg/L @ 25 °C (est) Yes
water No
Stability
alcoholic lotion Unspecified
antiperspirant Unspecified
deo stick Unspecified
detergent perborate Unspecified
fabric softener Unspecified
hard surface cleaner Unspecified
liquid detergent Unspecified
shampoo Unspecified
soap Unspecified

Organoleptic Properties

Odor Type: Floral
clean, floral, lily, green, peony, rose
Odor strength low
Substantivity 248 hour(s) at 100.00 %
Luebke, William tgsc, (1990) At 100.00 %. mild clean floral lily green peony
Flavor Type: Powdery
sweet, powdery, floral, green, dusty, clean, bitter
Luebke, William tgsc, (1990) Sweet powdery floral green dusty clean bitter
General comment Faint, fresh, mild floral

Occurrences

Potential Uses

Applications
Odor purposes Hyacinth , Lily , Lily of the valley , Rose
Cosmetic purposes Perfuming agents

Safety Information

Safety information

European information :
Most important hazard(s):
Xi - Irritant
R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Human Experience:
6 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
gavage-rat LD50 [sex: M,F] > 5000 mg/kg
(Levenstein, 1973b)

oral-rat LD50 > 5000 mg/kg
Food and Cosmetics Toxicology. Vol. 12, Pg. 923, 1974.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Food and Cosmetics Toxicology. Vol. 12, Pg. 923, 1974.

Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
maximum skin levels for fine fragrances:
2.6900 % and are based on the assumption that the fragrance mixture is used at 20% in a consumer product (IFRA Use Level Survey).(IFRA, 2003)
Recommendation for hydroxycitronellol usage levels up to:
20.0000 % in the fragrance concentrate.
use level in formulae for use in cosmetics:
6.6500 %
Dermal Systemic Exposure in Cosmetic Products:
0.17 mg/kg/day (IFRA, 2003)
Maximised Survey-derived Daily Intakes (MSDI-EU): 9.70 (μg/capita/day)
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3
Click here to view publication 3
average usual ppmaverage maximum ppm
baked goods: -3.50000
beverages(nonalcoholic): -2.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: -0.30000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -1.60000
fruit ices: -1.60000
gelatins / puddings: -0.30000
granulated sugar: --
gravies: --
hard candy: -3.60000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) on a request from the Commission related to - Flavouring Group Evaluation 10: Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30 - (Commission Regulation (EC) No 1565/2000 of 18 July 2000)
View page or View pdf

Flavouring Group Evaluation 10, Revision 1 (FGE10 Rev1)[1] - Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food (AFC)
View page or View pdf

Flavouring Group Evaluation 64 (FGE.64): Consideration of aliphatic acyclic diols, triols, and related substances evaluated by JECFA (57th meeting) structurally related to aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30 evaluated by EFSA in FGE.10Rev1 (EFSA, 2008ab)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 92 (FGE.92): Consideration of aliphatic acyclic diols, triols, and related substances evaluated by JECFA (68th meeting) structurally related to aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones evaluated by EFSA in FGE.10Rev1 (2009)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 10, Revision 2 (FGE.10Rev2): Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):107-74-4
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :249494
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
3,7-dimethyloctane-1,7-diol
Chemidplus:0000107744