EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

dextro-neomenthol
D-neomenthol

Supplier Sponsors

CAS Number: 2216-52-6Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:218-691-4
FDA UNII:42RE7MA7PA
Beilstein Number:2037488
MDL:MFCD00062980
CoE Number:2028
XlogP3-AA:3.00 (est)
Molecular Weight:156.26860000
Formula:C10 H20 O
NMR Predictor:Predict (works with chrome or firefox)
Category:flavor and fragrance agents
 
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
JECFA Food Flavoring:428 D-neo-menthol
FLAVIS Number:02.063 (Old)
DG SANTE Food Flavourings:02.063 D-neomenthol
FEMA Number:2666 D-neomenthol
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm: D-NEOMENTHOL
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart F--Flavoring Agents and Related Substances
Sec. 172.515 Synthetic flavoring substances and adjuvants.
 
Physical Properties:
Appearance:colorless liquid (est)
Assay: 99.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.90000 to 0.90300 @ 20.00 °C.
Pounds per Gallon - (est).: 7.498 to 7.523
Specific Gravity:0.89600 to 0.90300 @ 20.00 °C.
Pounds per Gallon - est.: 7.464 to 7.523
Refractive Index:1.45900 to 1.46200 @ 20.00 °C.
Refractive Index:1.45900 to 1.46000 @ 20.00 °C.
Optical Rotation:+15.0 to +20.0
Melting Point: -22.00 °C. @ 760.00 mm Hg
Boiling Point: 95.00 °C. @ 12.00 mm Hg
Boiling Point: 107.00 to 108.00 °C. @ 20.00 mm Hg
Vapor Pressure:0.032000 mm/Hg @ 25.00 °C. (est)
Flash Point: 180.00 °F. TCC ( 82.22 °C. )
logP (o/w): 3.216 (est)
Soluble in:
 alcohol
 dipropylene glycol
 water, 434.5 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: mentholic
Odor Strength:high ,
recommend smelling in a 10.00 % solution or less
mentholic minty sweet
Odor Description:at 10.00 % in dipropylene glycol. mentholic minty sweet
Flavor Type: mentholic
cooling mentholic minty peppermint
Taste Description: cooling mentholic minty peppermint
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Cyclohexanol,5-methyl-2-(1-methylethyl)-, (1S,2S,5R)-
ExtraSynthese
For experimental / research use only.
(+)-Neomenthol (GC) ≥97%
M&U International
neoMENTHOL
Penta International
D-NEOMENTHOL, Kosher
Santa Cruz Biotechnology
For experimental / research use only.
(+)-NeoMenthol
Sigma-Aldrich: Aldrich
For experimental / research use only.
(1S,2S,5R)-(+)-Neomenthol ≥95%
Synerzine
d-neo-Menthol
TCI AMERICA
For experimental / research use only.
(+)-NeoMenthol >96.0%(GC)
 
Safety Information:
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
 
Safety in Use Information:
Category: flavor and fragrance agents
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
 average usual ppmaverage 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: --
 
Safety References:
EPI System: View
EPA Substance Registry Services (TSCA):2216-52-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :439263
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
Chemidplus:0002216526
RTECS:OT0450000 for cas# 2216-52-6
 
References:
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
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Everything Added to Food in the United States (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
RSC Learn Chemistry: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%
 
Potential Blenders and core components note
For Odor
No odor group found for these
laevo-mono
menthyl glutarate
FL/FR
fruity
fruity
menthyl isovalerate
FL/FR
herbal
1,4-
cineole
FL/FR
spike
lavender oil
FL/FR
mentholic
cornmint oil
FL/FR
cornmint oil china
FL/FR
cornmint oil india
FL/FR
cornmint oil terpeneless
FL/FR
dextro,laevo-
menthol
FL/FR
neoiso
menthol
FL/FR
(±)-
menthol
FL/FR
dextro,laevo-neo
menthol
FL/FR
laevo-
menthol
FL/FR
(+)-
menthone
FL/FR
(±)-iso
menthone
FL/FR
menthyl acetate
FL/FR
laevo-
menthyl acetate
FL/FR
menthyl acetate racemic
FL/FR
peppermint cyclohexanone
FL/FR
dextro-
piperitone
FL/FR
minty
cornmint oil japan
FL/FR
cornmint oil terpenes
FR
dihydrocarveol
FL/FR
(+)-
dihydrocarvone
FL/FR
mentha piperita extract
FL/FR
mentha piperita flower/leaf/stem extract
FL/FR
mentha piperita flower/leaf/stem water
FR
mentha piperita herb extract america
FR
mentha piperita leaf water
FR
mentha piperita tincture
FL/FR
homo
menthol
FL/FR
(±)-
menthone
FL/FR
(-)-
menthone
FL/FR
laevo-
menthyl lactate
FL/FR
2-
methyl cyclohexanone
FL/FR
pennyroyal oil
FL/FR
peppermint absolute
FL/FR
peppermint distillates
FL/FR
peppermint fragrance
FR
peppermint leaf
CS
peppermint oil
FL/FR
peppermint oil america
FL/FR
peppermint oil brazil
FL/FR
peppermint oil china
FL/FR
peppermint oil CO2 extract
FL/FR
peppermint oil dementholized
FL/FR
peppermint oil england
FL/FR
peppermint oil france
FL/FR
peppermint oil hungary
FL/FR
peppermint oil idaho
FL/FR
peppermint oil india
FL/FR
peppermint oil mongolia
FL/FR
peppermint oil montana
FL/FR
peppermint oil morocco
FL/FR
peppermint oil russia
FL/FR
peppermint oil special fractions
FL/FR
peppermint oil tasmania
FL/FR
peppermint oil terpeneless
FL/FR
peppermint oil terpenes
FR
peppermint oil willamette
FL/FR
peppermint oil yakima
FL/FR
peppermint water
FL/FR
laevo-
piperitone
FL/FR
iso
pulegol
FL/FR
(-)-iso
pulegol
FL/FR
iso
pulegone
FL/FR
(R)-(+)-
pulegone
FR
WS-23
FL/FR
woody
1,4-
dimethyl bicyclo(3.2.1)octan-3-one
FR
For Flavor
No flavor group found for these
(+)-
dihydrocarvone
FL/FR
(±)-N,N-
dimethyl menthyl succinamide
FL
dextro,laevo-neo
menthol
FL/FR
neoiso
menthol
FL/FR
3-laevo-
menthoxy-2-methyl propane-1,2-diol
FL
menthyl acetate racemic
FL/FR
laevo-mono
menthyl glutarate
FL/FR
menthyl propylene glycol carbonate
FL
2-
methyl cyclohexanone
FL/FR
iso
pulegone
FL/FR
menthyl methyl lactate
FL
cooling
cooling
1,4-
cineole
FL/FR
spike
lavender oil
FL/FR
dextro,laevo-
menthol
FL/FR
laevo-
menthol
FL/FR
iso
menthol
FL
menthyl acetate
FL/FR
laevo-
menthyl lactate
FL/FR
peppermint oil america
FL/FR
WS-3
FL
WS-5
FL
fruity
menthyl isovalerate
FL/FR
green
dihydrocarveol
FL/FR
mentholic
cornmint oil
FL/FR
cornmint oil terpeneless
FL/FR
(±)-
menthol
FL/FR
(+)-
menthone
FL/FR
peppermint cyclohexanone
FL/FR
minty
cherry menthol flavor
FL
cornmint oil china
FL/FR
cornmint oil india
FL/FR
cornmint oil japan
FL/FR
mentha piperita extract
FL/FR
mentha piperita flower/leaf/stem extract
FL/FR
mentha piperita tincture
FL/FR
homo
menthol
FL/FR
(±)-
menthone
FL/FR
(-)-
menthone
FL/FR
(±)-iso
menthone
FL/FR
laevo-
menthyl acetate
FL/FR
pennyroyal oil
FL/FR
peppermint absolute
FL/FR
peppermint distillates
FL/FR
peppermint flavor
FL
peppermint oil
FL/FR
peppermint oil brazil
FL/FR
peppermint oil china
FL/FR
peppermint oil CO2 extract
FL/FR
peppermint oil dementholized
FL/FR
peppermint oil england
FL/FR
peppermint oil france
FL/FR
peppermint oil hungary
FL/FR
peppermint oil idaho
FL/FR
peppermint oil india
FL/FR
peppermint oil mongolia
FL/FR
peppermint oil montana
FL/FR
peppermint oil morocco
FL/FR
peppermint oil russia
FL/FR
peppermint oil special fractions
FL/FR
peppermint oil tasmania
FL/FR
peppermint oil terpeneless
FL/FR
peppermint oil willamette
FL/FR
peppermint oil yakima
FL/FR
peppermint water
FL/FR
laevo-
piperitone
FL/FR
dextro-
piperitone
FL/FR
(-)-iso
pulegol
FL/FR
iso
pulegol
FL/FR
WS-23
FL/FR
 
Potential Uses:
FRmint
FRpeppermint
FRspearmint
FRwintergreen
 
Occurrence (nature, food, other):note
 buchu leaf
Search Trop Picture
 cabbage leaf
Search Trop Picture
 cornmint
Search Trop Picture
 cornmint leaf
Search Trop Picture
 peppermint leaf
Search Trop Picture
 spearmint leaf
Search Trop Picture
 spearmint leaf oil
Search Trop Picture
 spearmint oil
Search Trop Picture
 water mint leaf
Search Trop Picture
 
Synonyms:
 cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2S,5R)-
(+)-neomenthol
(1R,3S,4S)-(+)-menthol
(1S,2S,5R)-(+)-neomenthol
D-neomenthol
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-isopropyl-5-methyl cyclohexanol stereoisomer
D-beta-pulegomenthol
dextro-beta-pulegomenthol
 

Articles:

PubMed:Effect of l-menthol on laryngeal receptors.
PubMed:The effects of menthol isomers on nasal sensation of airflow.
PubMed:Metabolism of Monoterpenes : Evidence for the Function of Monoterpene Catabolism in Peppermint (Mentha piperita) Rhizomes.
PubMed:Metabolism of Monoterpenes : Early Steps in the Metabolism of d-Neomenthyl-beta-d-Glucoside in Peppermint (Mentha piperita) Rhizomes.
PubMed:Metabolism of Monoterpenes: Conversion of l-Menthone to l-Menthol and d-Neomenthol by Stereospecific Dehydrogenases from Peppermint (Mentha piperita) Leaves.
PubMed:Demonstration of the Intercellular Compartmentation of l-Menthone Metabolism in Peppermint (Mentha piperita) Leaves.
PubMed:Metabolism of Monoterpenes : EVIDENCE FOR COMPARTMENTATION OF l-MENTHONE METABOLISM IN PEPPERMINT (MENTHA PIPERITA) LEAVES.
PubMed: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.
 
Notes:
Constit. of Japanese peppermint oil. Flavouring ingredient
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