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

WS-3
N-ethyl 2-isopropyl-5-methylcyclohexanecarboxamide

Supplier Sponsors

Name:N-ethyl-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide
CAS Number: 39711-79-0Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:254-599-0
FDA UNII: 6S7S02945H
Nikkaji Web:J261.435I
MDL:MFCD00130071
CoE Number:2298
XlogP3-AA:3.50 (est)
Molecular Weight:211.34845000
Formula:C13 H25 N O
NMR Predictor:Predict (works with chrome, Edge or firefox)
EFSA/JECFA Comments:
Mixture of diastereoisomers (EFFA, 2010a). Range should be given. CASrn in Register does not specify stereoisomeric composition. 60 - 90 % (1R, 2S,5R) or L- and 5 - 40 % (1S,2R,5S) or D- with minor amounts of other diastereomers (up to 10 %) (EFFA, 2014).
Category: flavoring 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
PubMed:Search
NCBI:Search
JECFA Food Flavoring:1601 N-ethyl 2-isopropyl-5-methylcyclohexanecarboxamide
DG SANTE Food Flavourings:16.013 N-ethyl-2-isopropyl-5-methylcyclohexane carboxamide
FEMA Number:3455 N-ethyl 2-isopropyl-5-methylcyclohexanecarboxamide
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):39711-79-0 ; N-ETHYL-2-ISOPROPYL-5-METHYLCYCLOHEXANE CARBOXAMIDE
 
Physical Properties:
Appearance:white to pale yellow crystalline solid (est)
Assay: 98.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 91.00 to 93.00 °C. @ 760.00 mm Hg
Boiling Point: 340.55 °C. @ 760.00 mm Hg (est)
Vapor Pressure:0.000085 mmHg @ 25.00 °C. (est)
Flash Point:> 212.00 °F. TCC ( > 100.00 °C. )
logP (o/w): 3.717 (est)
Soluble in:
 alcohol
 water, 21.38 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: minty
Odor Strength:low
mentholic minty alcoholic cooling
Odor Description:at 25.00 % in dipropylene glycol. mild mentholic minty
Luebke, William tgsc, (2009)
Odor sample from: Kingchem Laboratories Inc.
alcoholic cooling
Odor Description:at 10.00 %. Virtually odorless being slightly alcoholic and cooling
Mosciano, Gerard P&F 25, No. 6, 26, (2000)
Flavor Type: cooling
mentholic cooling minty eucalyptus camphoreous
Taste Description: mentholic cooling minty eucalyptus camphoreous
Luebke, William tgsc, (2009)
cooling camphoreous minty
Taste Description: at 10.00 - 100.00 ppm. Intense lingering cooling trigeminal effect. The cooling sensation slowly but steadily grows to a lingering cooling mouth feel with a slightly camphoraceous and minty character
Mosciano, Gerard P&F 25, No. 6, 26, (2000)
Odor and/or flavor descriptions from others (if found).
Prodasynth
WS 3 (> 99%)
Odor Description:MILD MINTY, NEARLY ODORLESS
Taste Description:INTENSE LINGERING COOLING EFFECT
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: tonic
 
Suppliers:
Advanced Biotech
KOOLADA-3 SYNTHETIC
99% min.
Odor: Weakly menthol
Anshul Specialty Molecules
N-Ethyl-P-Menthane Carboxamide (WS-3)
Apple Flavor & Fragrance
Cooling agent WS-3
Augustus Oils
Ws-3
Services
Beijing Lys Chemicals
Menthol carboxamide
Berjé
products/aromatic-chemicals/
Media
BeYonde
Cooling Agents-3 (WS-3)
BOC Sciences
For experimental / research use only.
N-Ethyl-2-(isopropyl)-5-methylcyclohexanecarboxamide
De Monchy Aromatics
WINSENSE™ EXTRA 500
De Monchy Aromatics
WINSENSE™ WS-3
Ernesto Ventós
WS-3 CHINA
Ernesto Ventós
WS-3
Gem Aromatics
WS-3(Cooling Agent)
Glentham Life Sciences
N-Ethyl-p-menthane-3-carboxamide
K.L. Koh Enterprise
COOLER WS3/23
Kingchem Laboratories
WS-3
Odor: Cool, minty
Kun Shan P&A
WS-3 (Chinese Source)
Lluch Essence
WS-3
M&U International
WS-3, Kosher
Moellhausen
WS-3
O'Laughlin Industries
ARCTIC SW3
OQEMA
Lansense 3
Penta International
N-ETHYL-2-ISOPROPYL-5-METHYLCYCLOHEXANE CARBOXAMIDE
Prinova
Menthol Carboxamide
Prodasynth
WS 3
(> 99%)
Odor: MILD MINTY, NEARLY ODORLESS
Flavor: INTENSE LINGERING COOLING EFFECT
Santa Cruz Biotechnology
For experimental / research use only.
WS 3
Shanghai Vigen Fine Chemical
WS-3
Sigma-Aldrich
N-Ethyl-2-isopropyl-5-methylcyclohexanecarboxamide, 99%, FG
Certified Food Grade Products
SRS Aromatics
WINSENSE WS3 COOLANT
Sunaux International
WS-3
Symrise
Symcool® WS-3
Flavor: Cooling, Fresh
Useful in mint, red fruit, other fruits
TCI AMERICA
For experimental / research use only.
N-Ethyl-p-menthane-3-carboxamide >98.0%(GC)
Tianjin Danjun International
WS-3
Tocris Bioscience
For experimental / research use only.
WS 3
Vigon International
Menthol Carboxamide (WS-3)
Odor: Cooling,Minty,Medicinal
WholeChem
Menthol carboxamide
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 22 - Harmful if swallowed.
R 36 - Irritating to eyes.
R 41 - Risk of serious damage to eyes.
S 02 - Keep out of the reach of children.
S 20/21 - When using do not eat, drink or smoke.
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 37/39 - Wear suitable gloves and eye/face protection.
 
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:
flavoring agents
Recommendation for WS-3 usage levels up to:
 not for fragrance use.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.40 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 127.00 (μg/capita/day)
Threshold of Concern:90 (μg/person/day)
Structure Class: III
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: 9. Update in publication number(s): 18, 25
Click here to view publication 9
 average usual ppmaverage maximum ppm
baked goods: --
beverages(nonalcoholic): 10.0000010.00000
beverages(alcoholic): 10.0000010.00000
breakfast cereal: --
cheese: --
chewing gum: 1400.000002000.00000
condiments / relishes: --
confectionery froastings: 10.0000010.00000
egg products: --
fats / oils: --
fish products: --
frozen dairy: 10.0000010.00000
fruit ices: 10.0000010.00000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: 100.00000150.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: 10.0000010.00000
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: 66.00000100.00000
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):

Flavouring Group Evaluation 86, (FGE.86)[1] - Consideration of aliphatic and aromatic amines and amides evaluated by JECFA (65th meeting) - Scientific Opinion of the Panel on Food Additives - Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 86, Revision 1 (FGE.86Rev1): Consideration of aliphatic and aromatic amines and amides evaluated by JECFA (65th meeting)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 86, Revision 2 (FGE.86Rev2): Consideration of aliphatic and arylalkyl amines and amides evaluated by JECFA (65th meeting)
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):39711-79-0
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :62907
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
N-ethyl-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide
Chemidplus:0039711790
 
References:
Leffingwell:Chirality or Article
 N-ethyl-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:39711-79-0
Pubchem (cid):62907
Pubchem (sid):135020214
 
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):HMDB37834
FooDB:FDB016984
Export Tariff Code:2924.29.9500
ChemSpider:View
 
Potential Blenders and core components note
For Odor
No odor group found for these
camel grass oil
FR
cyclopentanone
FL/FR
laevo-mono
menthyl glutarate
FL/FR
laevo-
menthyl methyl ether
FL/FR
pinocarvone
FL/FR
aldehydic
aldehydic
iso
butyraldehyde
FL/FR
anisic
estragole
FL/FR
balsamic
iso
bornyl formate
FL/FR
camphoreous
dextro-
camphor
FL/FR
camphor tree bark oil
FL/FR
laevo-
fenchone
FL/FR
thujyl alcohol
FL/FR
citrus
ocimene quintoxide
FL/FR
earthy
3-
octanol
FL/FR
floral
cyclohexyl ethyl acetate
FL/FR
cyclohexyl propanol
FR
dihydrocarvyl acetate
FL/FR
2',4'-
dimethyl acetophenone
FL/FR
geranium oil china
FL/FR
ylang ylang flower oil
FL/FR
fruity
3-
benzyl-4-heptanone
FL/FR
2-
cyclopentyl cyclopentanone
FL/FR
lilac lactone
FL/FR
green
geranium absolute
FL/FR
thiogeraniol
FL/FR
herbal
artemisyl ketone
FL/FR
barosma betulina leaf oil
FL/FR
1,4-
cineole
FL/FR
costmary oil (chrysanthemum balsamita)
FR
2-
cyclohexyl cyclohexanone
FR
dehydroxylinalool oxide
FL/FR
iso
dihydrolavandulol
FR
(Z)-iso
dihydrolavandulyl acetate
FR
dill seed oil indian
FL/FR
6-
hydroxydihydrotheaspirane (mixture of isomers)
FL/FR
hyssop oil
FL/FR
para-
menthane-3,8-diol
FL/FR
myrtenol
FL/FR
3-
octyl acetate
FL/FR
laevo-
perillaldehyde
FL/FR
perillaldehyde
FL/FR
beta-
pinene
FL/FR
D-(+)-alpha-
pinene
FL/FR
piperitone
FL/FR
rosemary absolute
FL/FR
rosemary oil morocco
FL/FR
sabinene hydrate
FL/FR
common
tansy flower oil
FR
common
tansy flower oil dutch
FR
theaspirane
FL/FR
viridiflorol
FL/FR
licorice
sweet
basil oleoresin
FL/FR
mentholic
cornmint oil
FL/FR
cornmint oil china
FL/FR
cornmint oil india
FL/FR
cornmint oil terpeneless
FL/FR
laevo-
menthol
FL/FR
dextro,laevo-
menthol
FL/FR
dextro-neo
menthol
FL/FR
dextro,laevo-neo
menthol
FL/FR
(±)-
menthol
FL/FR
(±)-iso
menthone
FL/FR
(+)-
menthone
FL/FR
laevo-
menthyl acetate
FL/FR
menthyl acetate
FL/FR
menthyl acetate racemic
FL/FR
peppermint cyclohexanone
FL/FR
dextro-
piperitone
FL/FR
iso
pulegyl acetate
FL/FR
minty
agathosma crenulata leaf oil
FL/FR
laevo-
carveol
FL/FR
laevo-
carvone
FL/FR
carvone
FL/FR
cis-
carvone-5,6-oxide
FL/FR
carvyl acetate
FL/FR
carvyl propionate
FL/FR
cornmint oil japan
FL/FR
cyclohexanone
FR
dihydrocarveol
FL/FR
(+)-
dihydrocarvone
FL/FR
dextro-
dihydrocarvone
FL/FR
diosphenol
FL/FR
ethyl salicylate
FL/FR
bitter
fennel seed oil
FR
mentha longifolia oil
FR
dextro-2,8-para-
menthadien-1-ol
FL/FR
trans-para-2,8-1-
menthadienol
FL/FR
trans-para-
menthan-2-one
FL/FR
homo
menthol
FL/FR
(-)-
menthone
FL/FR
menthoxypropane diol
FL/FR
homo
menthyl acetate
FL/FR
2-
methyl cyclohexanone
FL/FR
methyl salicylate
FL/FR
pennyroyal oil
FL/FR
pennyroyal oil cuba
FL/FR
pennyroyal oil fractions
FL/FR
pennyroyal oil spain
FL/FR
pennyroyal oil uruguay
FL/FR
peppermint absolute
FL/FR
peppermint oil CO2 extract
FL/FR
peppermint oil idaho
FL/FR
peppermint oil mongolia
FL/FR
peppermint oil russia
FL/FR
peppermint oil terpeneless
FL/FR
beta-
phellandrene
FL/FR
piperitenone
FL/FR
laevo-
piperitone
FL/FR
iso
propyl tiglate
FL/FR
(-)-iso
pulegol
FL/FR
iso
pulegol
FL/FR
(R)-(+)-
pulegone
FR
iso
pulegone
FL/FR
iso
pulegyl formate
FL/FR
spearmint absolute
FL/FR
spearmint oil america
FL/FR
spearmint oil terpeneless
FL/FR
tetrahydrocarvone
FL/FR
vanillin menthoxypropane diol acetal
FL/FR
wintergreen oil
FL/FR
WS-23
FL/FR
pine
plectranthus glandulosus hook f. leaf oil cameroon
FR
spicy
trans-
carveol
FL/FR
laevo-
verbenone
FL/FR
sulfurous
buchu mercaptan
FL/FR
grapefruit menthane
FL/FR
thujonic
armoise oil
FR
common
tansy oil canada
FR
tonka
mint lactone
FL/FR
tropical
beta-
cyclocitral
FL/FR
woody
para-tert-
butyl cyclohexanone
FR
camphene
FL/FR
(+)-
camphene
FL/FR
cis-2-
pinanol
FR
For Flavor
No flavor group found for these
artemisyl ketone
FL/FR
(+)-
camphene
FL/FR
trans-
carveol
FL/FR
carvone
FL/FR
cyclopentanone
FL/FR
2-
cyclopentyl cyclopentanone
FL/FR
(+)-
dihydrocarvone
FL/FR
2',4'-
dimethyl acetophenone
FL/FR
(±)-N,N-
dimethyl menthyl succinamide
FL
lilac lactone
FL/FR
limonen-10-yl acetate
FL
dextro-2,8-para-
menthadien-1-ol
FL/FR
cis+trans-para-1(7)8-
menthadien-2-yl acetate
FL
trans-para-2,8-1-
menthadienol
FL/FR
para-
menthane-3,8-diol
FL/FR
dextro,laevo-neo
menthol
FL/FR
3-laevo-
menthoxy-2-methyl propane-1,2-diol
FL
menthyl acetate racemic
FL/FR
laevo-mono
menthyl glutarate
FL/FR
laevo-
menthyl methyl ether
FL/FR
menthyl propylene glycol carbonate
FL
2-
methyl cyclohexanone
FL/FR
beta-
phellandrene
FL/FR
(Z,Z)-
photocitral A
FL
D-(+)-alpha-
pinene
FL/FR
pinocarvone
FL/FR
piperitenone
FL/FR
piperitenone oxide
FL
iso
pulegone
FL/FR
iso
pulegyl formate
FL/FR
vanillin menthoxypropane diol acetal
FL/FR
laevo-
verbenone
FL/FR
viridiflorol
FL/FR
menthyl methyl lactate
FL
thujyl alcohol
FL/FR
aldehydic
aldehydic
iso
butyraldehyde
FL/FR
alliaceous
benzyl mercaptan
FL
aromatic
laevo-
perillaldehyde
FL/FR
camphoreous
camphene
FL/FR
camphor tree bark oil
FL/FR
laevo-
fenchone
FL/FR
6-
hydroxydihydrotheaspirane (mixture of isomers)
FL/FR
coffee
2-iso
propyl pyrazine
FL
cooling
1,4-
cineole
FL/FR
dextro,laevo-
menthol
FL/FR
laevo-
menthol
FL/FR
menthoxypropane diol
FL/FR
menthyl acetate
FL/FR
homo
menthyl acetate
FL/FR
sabinene hydrate
FL/FR
theaspirane
FL/FR
WS-5
FL
creamy
mint lactone
FL/FR
floral
dihydrocarvyl acetate
FL/FR
geranium oil china
FL/FR
ylang ylang flower oil
FL/FR
fruity
3-
benzyl-4-heptanone
FL/FR
green
cyclohexyl ethyl acetate
FL/FR
dihydrocarveol
FL/FR
dextro-
dihydrocarvone
FL/FR
geranium absolute
FL/FR
ocimene quintoxide
FL/FR
3-
octyl acetate
FL/FR
iso
propyl tiglate
FL/FR
thiogeraniol
FL/FR
herbal
2-
acetoxy-1,8-cineole
FL
barosma betulina leaf oil
FL/FR
hyssop oil
FL/FR
rosemary absolute
FL/FR
rosemary oil morocco
FL/FR
licorice
sweet
basil oleoresin
FL/FR
estragole
FL/FR
meaty
2-
methyl 3-(methyl thio) furan
FL
medicinal
dextro-
camphor
FL/FR
mentholic
cornmint oil
FL/FR
cornmint oil terpeneless
FL/FR
(±)-
menthol
FL/FR
dextro-neo
menthol
FL/FR
(+)-
menthone
FL/FR
peppermint cyclohexanone
FL/FR
minty
agathosma crenulata leaf oil
FL/FR
laevo-
carveol
FL/FR
laevo-
carvone
FL/FR
cis-
carvone-5,6-oxide
FL/FR
carvyl acetate
FL/FR
carvyl propionate
FL/FR
cornmint oil china
FL/FR
cornmint oil india
FL/FR
cornmint oil japan
FL/FR
diosphenol
FL/FR
ethyl salicylate
FL/FR
trans-para-
menthan-2-one
FL/FR
homo
menthol
FL/FR
(-)-
menthone
FL/FR
(±)-iso
menthone
FL/FR
laevo-
menthyl acetate
FL/FR
methyl salicylate
FL/FR
myrtenol
FL/FR
pennyroyal oil
FL/FR
pennyroyal oil cuba
FL/FR
pennyroyal oil fractions
FL/FR
pennyroyal oil spain
FL/FR
pennyroyal oil uruguay
FL/FR
peppermint absolute
FL/FR
peppermint oil CO2 extract
FL/FR
peppermint oil idaho
FL/FR
peppermint oil mongolia
FL/FR
peppermint oil russia
FL/FR
peppermint oil terpeneless
FL/FR
laevo-
piperitone
FL/FR
piperitone
FL/FR
dextro-
piperitone
FL/FR
(-)-iso
pulegol
FL/FR
iso
pulegol
FL/FR
spearmint absolute
FL/FR
spearmint oil america
FL/FR
spearmint oil terpeneless
FL/FR
tetrahydrocarvone
FL/FR
wintergreen oil
FL/FR
WS-23
FL/FR
musty
3-
octanol
FL/FR
pine
beta-
pinene
FL/FR
spicy
dill seed oil indian
FL/FR
4-
methyl biphenyl
FL
perillaldehyde
FL/FR
sulfurous
buchu mercaptan
FL/FR
grapefruit menthane
FL/FR
tropical
beta-
cyclocitral
FL/FR
woody
iso
bornyl formate
FL/FR
dehydroxylinalool oxide
FL/FR
iso
pulegyl acetate
FL/FR
 
Potential Uses:
FLbeverage
FLmint
 oral care agents
FLspice
FLtonic
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 cyclohexanecarboxamide, N-ethyl-5-methyl-2-(1-methylethyl)-
N-ethyl 2-isopropyl-5-methylcyclohexanecarboxamide
N-ethyl 5-methyl-2-iso-propylcyclohexanecarboxamide
 ethyl menthane carboxamide
N-ethyl-2-(isopropyl)-5-methylcyclohexanecarboxamide
N-ethyl-2-isopropyl-5-methyl cyclohexane carboxamide
N-ethyl-2-isopropyl-5-methylcyclohexane carboxamide
N-ethyl-2-isopropyl-5-methylcyclohexanecarboxamide
N-ethyl-4-menthane-3-carboxamide
N-ethyl-5-methyl-2-(1-methyl ethyl) cyclohexane carboxamide
N-ethyl-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide
N-ethyl-5-methyl-2-(propan-2-yl)cyclohexanecarboxamide
N-ethyl-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide
N-ethyl-L-menthylformylamine
N-ethyl-p-menthane-3-carboxamide
N-ethyl-p-methane-3-carboxamide
N-ethyl-para-menthane-3-carboxamide
N-ethyl[5-methyl-2-(methylethyl)cyclohexyl]carboxamide
 ethylmenthanecarboxamide
 framidice 3
 koolada-3 synthetic (Advanced Biotech)
 menthol carboxamide
 methyl cyclohexane carboxamide
2-isopropyl-5-methyl-cyclohexanecarboxylic acid ethylamide
 rightcool WS-3
 winsense extra 500
 WS-3
 WS3
 
 
Notes:
Physiological coolant used in foods, beverages, chewing gum, toiletries, topical pharmaceutical formulations and oral hygiene products
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