(±)-2,3-dihydrofarnesol

flavor and fragrance agents

2D:
3D:
CAS Number:	51411-24-6
FDA UNII:	Search
Category:	flavor and fragrance agents
IUPAC Name:	(±)-2,3-dihydrofarnesol
InChI :	InChI=1/C15H28O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,15-16H,5-6,8,10-12H2,1-4H3
Std.InChI:	InChI=1S/C15H28O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,15-16H,5-6,8,10-12H2,1-4H3
InChIKey :	OOOOFOPLSIWRAR-UHFFFAOYAC
Std.InChIKey:	OOOOFOPLSIWRAR-UHFFFAOYSA-N
SMILES :	CC(CCC=C(C)CCC=C(C)C)CCO
Molar Refractivity :	72.83 ± 0.3 cm3 (est)
Parachor :	609.8 ± 4.0 cm3 (est)
Index of Refraction :	1.470 ± 0.02 (est)
Surface Tension :	29.8 ± 3.0 dyne/cm (est)
Density :	0.860 ± 0.06 g/cm3 (est)
Polarizability :	28.87 ± 0.5 10-24cm3 (est)
Fragrance Demo Formulas

US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:

Google Scholar:	Search
Google Books:	Search
Google Scholar: with word "volatile"	Search
Google Scholar: with word "flavor"	Search
Google Scholar: with word "odor"	Search
Perfumer and Flavorist:	Search
Google Patents:	Search
US Patents:	Search
EU Patents:	Search
Pubchem Patents:	Search
PubMed:	Search
NCBI:	Search
JECFA Food Flavoring:	1830 (+/-)-dihydrofarnesol
FEMA Number:	4031 (+/-)-dihydrofarnesol
FDA:	No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):	51411-24-6 ; (+/-)-DIHYDROFARNESOL

Physical Properties:

Appearance:	colorless to pale yellow clear liquid (est)
Assay:	96.00 to 100.00
Food Chemicals Codex Listed:	No
Specific Gravity:	0.86700 to 0.87300 @ 20.00 °C.
Pounds per Gallon - (est).:	7.223 to 7.273
Refractive Index:	1.47100 to 1.47700 @ 20.00 °C.
Boiling Point:	301.00 to 302.00 °C. @ 760.00 mm Hg
Vapor Pressure:	0.000060 mmHg @ 25.00 °C. (est)
Flash Point:	220.00 °F. TCC ( 104.44 °C. )
logP (o/w):	5.126 (est)
Soluble in:
	alcohol
	water, 1.061 mg/L @ 25 °C (est)
Insoluble in:
	water

Organoleptic Properties:

floral green muguet lily magnolia linden-flower grape fruity floral fruity muguet tropical green berry melon-rind

Cosmetic Information:

None found

Suppliers:

Axsyn

For experimental / research use only.

(+/-)DIHYDRAFARNESOL

Parchem

(±)-2,3-Dihydrofarnesol

Biobased 100%

Odor: Floral

The Fragrance Museum

Safety Information:


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.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
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
Recommendation for (±)-2,3-dihydrofarnesol usage levels up to:
	5.0000 % in the fragrance concentrate.

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: 21
Click here to view publication 21
		average usual ppm	average maximum ppm
baked goods:		-	-
beverages(nonalcoholic):		30.00000	100.00000
beverages(alcoholic):		60.00000	600.00000
breakfast cereal:		-	-
cheese:		-	-
chewing gum:		300.00000	1000.00000
condiments / relishes:		-	-
confectionery froastings:		60.00000	600.00000
egg products:		-	-
fats / oils:		-	-
fish products:		-	-
frozen dairy:		-	-
fruit ices:		30.00000	100.00000
gelatins / puddings:		60.00000	200.00000
granulated sugar:		-	-
gravies:		-	-
hard candy:		60.00000	600.00000
imitation dairy:		-	-
instant coffee / tea:		-	-
jams / jellies:		60.00000	200.00000
meat products:		-	-
milk products:		-	-
nut products:		-	-
other grains:		-	-
poultry:		-	-
processed fruits:		-	-
processed vegetables:		-	-
reconstituted vegetables:		-	-
seasonings / flavors:		3000.00000	10000.00000
snack foods:		-	-
soft candy:		60.00000	600.00000
soups:		-	-
sugar substitutes:		-	-
sweet sauces:		60.00000	600.00000

Safety References:

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

Scientific Opinion on Flavouring Group Evaluation 95 (FGE.95): Consideration of aliphatic, linear or branched-chain saturated and unsaturated alcohols, aldehydes, acids and related esters evaluated by JECFA (69th meeting) structurally related to esters of branched- and straight-chain aliphatic saturated primary alcohols and of one secondary alcohol, and branched- and straight-chain unsaturated carboxylic acids evaluated by EFSA in FGE.05Rev1 (2008)
View page or View pdf

EPI System: View

AIDS Citations:Search

Cancer Citations:Search

Toxicology Citations:Search

EPA Substance Registry Services (TSCA):51411-24-6

EPA ACToR:Toxicology Data

EPA Substance Registry Services (SRS):Registry

Laboratory Chemical Safety Summary :439223

National Institute of Allergy and Infectious Diseases:Data

3,7,11-trimethyldodeca-6,10-dien-1-ol

Chemidplus:0051411246

References:

Leffingwell:	Chirality or Article
	3,7,11-trimethyldodeca-6,10-dien-1-ol
NIST Chemistry WebBook:	Search Inchi
Pubchem (cid):	439223
Pubchem (sid):	135264067
Pherobase:	View

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
HMDB (The Human Metabolome Database):	HMDB32218
FooDB:	FDB009288
VCF-Online:	VCF Volatile Compounds in Food
ChemSpider:	View

Potential Blenders and core components :

For Odor

aldehydic

iso

butyraldehyde
FL/FR

6,7,8-

decen-1-ol
FR

dodecanal (aldehyde C-12 lauric)
FL/FR

methyl-4-hexyl oxybutyraldehyde
FR

muguet undecadienal
FR

animal

methyl (E)-2-octenoate
FL/FR

balsamic

iso

amyl benzoate
FL/FR

cinnamyl formate
FL/FR

fir carboxylate
FR

hexyl cinnamate
FR

citrus

bergamot oil
FL/FR

bergamot oil bergaptene reduced italy
FL/FR

bergamot oil turkey
FL/FR

citral dimethyl acetal
FL/FR

(R)-

citronellyl nitrile
FR

citrus floral green fragrance
FR

citrus specialty
FR

(E)-4-

decenal
FL/FR

2,4-

dimethyl-3-cyclohexene-1-methanyl acetate
FR

grapefruit pentanol
FR

heptanol
FL/FR

nonanal dimethyl acetal
FL/FR

tetradecenal
FL/FR

(E)-2-

tetradecenal
FL/FR

earthy

octanone oxime
FR

ethereal

cyclohexyl formate
FL/FR

iso

valeraldehyde propylene glycol acetal
FL/FR

fatty

decen-2-one
FL/FR

decenal
FL/FR

hexyl pivalate
FR

methyl (E)-2-hexenoate
FL/FR

methyl 2-hexenoate
FL/FR

floral

acetaldehyde dibutyl acetal
FL/FR

amyl benzoate
FL/FR

alpha-

amyl cinnamaldehyde diethyl acetal
FR

amyl salicylate
FL/FR

anisyl propanal / methyl anthranilate schiff's base
FR

boronia absolute
FL/FR

boronia concrete
FL/FR

alpha-

butyl cinnamaldehyde
FL/FR

cassis cyclohexene
FR

citronellyl acetate
FL/FR

citronellyl propionate
FL/FR

coriander seed oil CO2 extract
FL/FR

cumin carbinol
FR

cuminyl acetaldehyde
FL/FR

gamma-

damascone
FR

dictamnus hispanicus oil
FR

dihydrocarvyl acetate
FL/FR

dihydroisojasmonate methyl ester
FR

dimethyl benzyl carbinol
FL/FR

dimethyl benzyl carbinyl butyrate
FL/FR

6,8-

dimethyl-2-nonanol
FR

ethyl 2-benzyl butyrate
FL/FR

ethyl phenoxyacetate
FR

farnesol
FL/FR

farnesyl acetate
FL/FR

geranium oil
FL/FR

geranium oil africa
FL/FR

geranium oil bourbon
FL/FR

geranyl acetone
FL/FR

(E)-

geranyl acetone
FL/FR

geranyl formate
FL/FR

geranyl isobutyrate
FL/FR

geranyl nonanoate
CS

(Z)-4-

hepten-2-yl salicylate
FR

(Z)-3-

hexen-1-yl salicylate
FL/FR

alpha-

hexyl cinnamaldehyde
FL/FR

hexyl lactate
FL/FR

hexyl nonanoate
FL/FR

hyacinth oil
FR

hydrangea fragrance
FR

hydroxycitronellal diethyl acetal
FL/FR

hydroxycitronellal propylene glycol acetal
FL/FR

jasmin cyclopentanol
FR

(Z)-

jasmone
FL/FR

linalyl phenyl acetate
FL/FR

lotus fragrance
FR

magnolia indene
FR

(2-

methoxy-1-methyl propyl) benzene
FR

(3-

methoxy-2-methyl propyl) benzene
FR

1-(2-

methyl allyl oxy)-2-methyl butane
FR

para-

methyl benzyl acetate
FL/FR

mimosa absolute
FL/FR

mimosa absolute france
FL/FR

mimosa absolute india
FL/FR

muguet dienal
FR

nerol
FL/FR

neroli oil bigarde
FL/FR

neroli oil CO2 extract
FL/FR

(E)-

nerolidol
FL/FR

ocean propanal
FL/FR

ocean propanal / methyl anthranilate schiff's base
FR

orange leaf absolute
FL/FR

bitter

orangeflower absolute tunisia
FL/FR

orchid specialty
FR

papaya isobutyrate
FL/FR

phenyl acetaldehyde dicitronellyl acetal
FR

phenyl acetaldehyde diisobutyl acetal
FL/FR

phenyl propionaldehyde ethylene glycol acetal
FR

rhodinyl formate
FL/FR

rose butanoate
FL/FR

laevo-

rose oxide
FL/FR

(Z)-

rose oxide
FL/FR

rose pyran
FR

styralyl formate
FL/FR

sweet pea absolute
FR

terpinyl isobutyrate
FL/FR

tilia cordata flower oil CO2 extract
FR

tricyclodecenyl acetate
FR

verdyl acetate
FR

violet methyl carbonate
FR

ylang ylang flower oil III
FL/FR

fresh

3-(3-

propen-2-yl phenyl) butanal
FR

fruity

allyl amyl glycolate
FR

allyl butyrate
FL/FR

allyl oxy-1,4-dimethyl bicyclo(3.2.1)octane
FR

iso

amyl butyrate
FL/FR

benzyl methyl ether
FL/FR

butyl bicyclo[3.2.1]-6-octen-2-one
FR

iso

butyl octanoate
FL/FR

iso

butyl propionate
FL/FR

cherry pentenoate
FL/FR

cinnamyl hexanoate
FL/FR

citronellyl isobutyrate
FL/FR

cyclohexyl crotonate
FR

cyclopentyl cyclopentanone
FL/FR

1,4-

dibutyl-6,8-dioxabicyclo(3.2.1)octane
FR

diethyl malonate
FL/FR

dimethyl succinate
FL/FR

ethyl (E)-3-hexenoate
FL/FR

ethyl 2-cyclohexyl propionate
FR

ethyl 2-hexenoate
FL/FR

ethyl 2-octenoate
FL/FR

ethyl acetoacetate
FL/FR

ethyl bicyclo(2.2.1)-5-heptene-2-carboxylate
FL/FR

endo-

ethyl bicyclo(2.2.1)-5-heptene-2-carboxylate
FR

ethyl levulinate
FL/FR

ethyl methyl-para-tolyl glycidate
FL/FR

(E,E)-

ethyl sorbate
FL/FR

fig crotonate
FR

fruity butanate
FR

geranyl ethyl ether
FL/FR

geranyl isovalerate
FL/FR

heptyl butyrate
FL/FR

heptyl isobutyrate
FL/FR

heptyl valerate
FR

hexen-1-ol
FL/FR

(E)-3-

hexen-1-yl acetate
FL/FR

(Z)-3-

hexen-1-yl anthranilate
FL/FR

(Z)-3-

hexen-1-yl isobutyrate
FL/FR

hexyl (E)-tiglate
FL/FR

hexyl acetate
FL/FR

hexyl isovalerate
FL/FR

hexyl propionate
FL/FR

hexyl valerate
FL/FR

methyl heptanoate
FL/FR

methyl octadienoate
FL/FR

methyl valerate
FL/FR

methyl-2-butenal
FL/FR

nerolidyl isobutyrate
FR

(Z)-6-

nonenal dimethyl acetal
FR

octen-1-yl cyclopentanone
FL/FR

octyl butyrate
FL/FR

peach pivalate
FR

pentyl furan
FL/FR

phenyl propyl hexanoate
FL/FR

phenyl-2-butyl acetate
FL/FR

pineapple pentenoate
FL/FR

prenyl hexanoate
FL/FR

rhubarb undecane
FR

sorbyl butyrate
FL/FR

(E,E)-

sorbyl butyrate
FL/FR

tetrahydrofurfuryl butyrate
FL/FR

tropical ionone
FL/FR

tropical specialty
FR

tropical thiazole
FL/FR

tropical trithiane
FL/FR

fungal

jasmin nonane
FR

green

acetaldehyde benzyl 2-methoxyethyl acetal
FL/FR

actinidia chinensis fruit extract
FL/FR

actinidia chinensis fruit water
FR

actinidia chinensis seed extract
CS

allyl phenethyl ether
FR

iso

amyl 3-(2-furan) propionate
FL/FR

iso

butyl benzyl carbinol
FL/FR

chrysanthemum oxide
FL/FR

black

currant bud absolute replacer
FL/FR

alpha-

decalactone
FL/FR

decanal propylene glycol acetal
FL/FR

3,7-

dimethyl-6-octenoic acid
FL/FR

earthy acetal
FL/FR

ethyl (E)-2-hexenoate
FL/FR

ethyl (E)-4-decenoate
FL/FR

flower hexene
FR

galbanum specialty
FR

green cyclopropionate
FR

green dioxolane
FR

green note propionate
FL/FR

herbal cyclohexane
FR

(Z)-3-

hexen-1-yl (E)-2-hexenoate
FL/FR

(Z)-3-

hexen-1-yl 2-methyl butyrate
FL/FR

(Z)-3-

hexen-1-yl acetate
FL/FR

(Z)-3-

hexen-1-yl acetoacetate
FL/FR

(Z)-3-

hexen-1-yl angelate
FR

(Z)-3-

hexen-1-yl hexanoate
FL/FR

(Z)-3-

hexen-1-yl isovalerate
FL/FR

hexen-1-yl oxypropane nitrile
FR

(E)-2-

hexen-1-yl propionate
FL/FR

(E)-2-

hexen-1-yl valerate
FL/FR

(Z)-3-

hexen-1-yl valerate
FL/FR

(E)-2-

hexenal propylene glycol acetal
FL/FR

hexenyl acetate
FL/FR

(Z)-3-

hexenyl methyl ether
FR

hexyl (Z)-tiglate
FL/FR

hexyl isobutyrate
FL/FR

hexyl octanoate
FL/FR

hyacinth absolute
FL/FR

ivy carbaldehyde / methyl an

Potential Uses:

FR	floral
FR	green

Occurrence (nature, food, other):

	cyclamen persian cyclamen Search Trop Picture
	cyclamen purpurascens Search Trop Picture
	male bumble bee, bombus terrestris as a territory marking pheromone Search PMC Picture

Synonyms:

	biocyclamol (Takasago)
	dihydro farnesol
2,3-	dihydro-6-trans-farnesol
(+/-)-	dihydrofarnesol
2,3-	dihydrofarnesol
2(3)-	dihydrofarnesol
6,10-	dodecadien-1-ol, 3,7,11-trimethyl-
	terrestrol
(±)-3,7,11-	trimethyl-6,10-dodecadien-1-ol
3,7,11-	trimethyldodeca-6,10-dien-1-ol

Articles:

PubMed:Acyclic sesquiterpenes released by Candida albicans inhibit growth of dermatophytes.

PubMed:Comparison of age-dependent quantitative changes in the male labial gland secretion of Bombus terrestris and Bombus lucorum.

PubMed:Intraspecific variation of the cephalic labial gland secretions in Bombus terrestris (L.) (Hymenoptera: Apidae).

PubMed:Age-dependent changes in structure and function of the male labial gland in Bombus terrestris.

PubMed:Absolute configuration of chiral terpenes in marking pheromones of bumblebees and cuckoo bumblebees.

PubMed:African elephant sesquiterpenes. II. Identification and synthesis of new derivatives of 2,3-dihydrofarnesol.

PubMed:Synthesis of Farnesol Analogues through Cu(I)-Mediated Displacements of Allylic THP Ethers by Grignard Reagents.

PubMed:African elephant sesquiterpenes.

PubMed:Labial gland chemistry of three species of bumblebees (Hymenoptera: Apidae) from North America.

PubMed:Volatile secretion of dufour gland of workers of an army ant,Dorylus (Anomma) molestus.

CONTENTS

EU/US Properties Organoleptic EU/US Suppliers Safety Safety in use Safety reference References Other Blenders Uses Occurrence Synonyms Articles