dextro-neomenthol

General Material Information

Preferred name	dextro-neomenthol
Trivial Name	(+)-Neomenthol
Short Description	D-neomenthol
Formula	C10 H20 O
CAS Number	2216-52-6
FEMA Number	2666
Flavis Number	2.063
ECHA Number	218-691-4
FDA UNII	42RE7MA7PA
Beilstein Number	2037488
MDL	MFCD00062980
COE Number	2028
xLogP3-AA	3.00 (est)
NMR Predictor	External link
JECFA Food Flavoring	428 D-neo-menthol
FDA Patent	No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm	2216-52-6 ; D-NEOMENTHOL
Synonyms	cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2S,5R)- (+)-neo menthol (1R,3S,4S)-(+)- menthol (1S,2S,5R)-(+)-neo menthol D-neo menthol D-neo- menthol (1S,2S,5R)-5-methyl-2-(1-methyl ethyl) cyclohexanol (1S-(1alpha, 2alpha,5beta))-5-methyl-2-(1-methyl ethyl) cyclohexanol (1S-(1beta, 2beta,5alpha))-5-methyl-2-(1-methyl ethyl) cyclohexanol (1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol 2-iso propyl-5-methyl cyclohexanol stereoisomer D-beta- pulegomenthol dextro-beta- pulegomenthol Menthol, (1R,3S,4S)-(+)- Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1S-(1α,2α,5β)]- (1S,2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexanol (+)-neo-Menthol (+)-Neomenthol (1S,2S,5R)-Neomenthol d-Neomenthol (+)-trans-p-Menthan-trans-3-ol

Leffingwell:	Chirality or Article
	(1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
NIST Chemistry WebBook:	Search Inchi
Canada Domestic Sub. List:	2216-52-6
Pubchem (cid):	439263
Pubchem (sid):	135335014

Publications by PubMed
Effect of l-menthol on laryngeal receptors.
The effects of menthol isomers on nasal sensation of airflow.
Metabolism of Monoterpenes : Evidence for the Function of Monoterpene Catabolism in Peppermint (Mentha piperita) Rhizomes.
Metabolism of Monoterpenes : Early Steps in the Metabolism of d-Neomenthyl-beta-d-Glucoside in Peppermint (Mentha piperita) Rhizomes.
Metabolism of Monoterpenes: Conversion of l-Menthone to l-Menthol and d-Neomenthol by Stereospecific Dehydrogenases from Peppermint (Mentha piperita) Leaves.
Demonstration of the Intercellular Compartmentation of l-Menthone Metabolism in Peppermint (Mentha piperita) Leaves.
Metabolism of Monoterpenes : EVIDENCE FOR COMPARTMENTATION OF l-MENTHONE METABOLISM IN PEPPERMINT (MENTHA PIPERITA) LEAVES.
Studies in detoxication: The biological reduction of l-menthone to d-neomenthol and of d-isomenthone to d-isomenthol in the rabbit. The conjugation of d-neomenthol with glucuronic acid.

(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
CHEBI:	View
Metabolomics Database:	Search
KEGG (GenomeNet):	C00553
HMDB (The Human Metabolome Database):	HMDB35763
FooDB:	FDB014500
Export Tariff Code:	2906.19.5000
VCF-Online:	VCF Volatile Compounds in Food
ChemSpider:	View
Wikipedia:	View
Formulations/Preparations: •some synthetic menthols are not chemical individuals but...mixtures of various isomers...these are designated...l-menthol, dl-menthol, l-isomenthol, d-isomenthol, dl-isomenthol, l-neomenthol, d-neomenthol, l-neoisomenthol, d-neoisomenthol and dl-neoisomenthol. •when mixed with about equal wt of camphor, chloral hydrate, phenol, or thymol, menthol forms "eutectic" mixt liquifying @ room temp. •menthol, usp drug marketed under generic name. •grades: technical; usp; fcc •synthetic menthol is available as the optically active levo-menthol with a purity of 99.9%. synthetic menthol is also commercially available as the racemic mixture •present in cigarettes and pipe tobacco (0.1-0.45%) shaving creams, pre- and aftershave lotions (0.2-0.3%); toothpastes (0.5%); mouthwashes (1-2%); chewing gums (0.5%); cough drops (0.1%); refreshing towels (1%); rubbing alcohol (1-1.2%); and shampoos (2-0.5%) •mentholatum deep heating rub contains 5.9% menthol; mentholatum ointment, 1.35%; mentholatum deep heating lotion, 6%

BOC Sciences	ExtraSynthese
M&U International	Penta International
Santa Cruz Biotechnology	Sigma-Aldrich: Aldrich
Synerzine	TCI AMERICA
M&U International LLC	Penta International Corporation
Synerzine, Inc.

Material listed in food chemical codex	No
Molecular weight	156.26860046387
Specific gravity	@ 20 °C
Pounds per Gallon	7.498 to 7.523
Specific gravity	@ 20 °C
Pounds per Gallon	7.464 to 7.523
Refractive Index	1.459 to 1.462 @ 20 °C
Refractive Index	1.459 to 1.46 @ 20 °C
Boiling Point	107 to 108°C @ 20 mm Hg
Vapor Pressure	0.032 mmHg @ 25 °C
Flash Point TCC Value	82.22 °C TCC
logP (o/w)	3.216 est
Solubility
alcohol	Yes
dipropylene glycol	Yes
water, 434.5 mg/L @ 25 °C (est)	Yes
water	No

Odor Type: Mentholic
mentholic, minty, sweet
General comment	At 10.00 % in dipropylene glycol. mentholic minty sweet
Flavor Type: Mentholic
cooling, mentholic, minty, peppermint
General comment	Cooling mentholic minty peppermint

Applications	flavor and fragrance agents
Odor purposes	Mint, Peppermint, Spearmint, Wintergreen

Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 37/38 - Irritating to respiratory system and skin. R 41 - Risk of serious damage to 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.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

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 dextro-neomenthol usage levels up to:
	3.0000 % 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: 3
Click here to view publication 3
		average usual ppm	average maximum ppm
baked goods:		-	48.00000
beverages(nonalcoholic):		-	10.00000
beverages(alcoholic):		-	-
breakfast cereal:		-	-
cheese:		-	-
chewing gum:		-	-
condiments / relishes:		-	-
confectionery froastings:		-	-
egg products:		-	-
fats / oils:		-	-
fish products:		-	-
frozen dairy:		-	31.00000
fruit ices:		-	31.00000
gelatins / puddings:		-	-
granulated sugar:		-	-
gravies:		-	-
hard candy:		-	50.00000
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:		-	-