CAS Number: | 39711-79-0 | 3D/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:
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) |
|
| 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 |
|
| 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:
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
|
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 ppm | average maximum ppm |
baked goods: | - | - |
beverages(nonalcoholic): | 10.00000 | 10.00000 |
beverages(alcoholic): | 10.00000 | 10.00000 |
breakfast cereal: | - | - |
cheese: | - | - |
chewing gum: | 1400.00000 | 2000.00000 |
condiments / relishes: | - | - |
confectionery froastings: | 10.00000 | 10.00000 |
egg products: | - | - |
fats / oils: | - | - |
fish products: | - | - |
frozen dairy: | 10.00000 | 10.00000 |
fruit ices: | 10.00000 | 10.00000 |
gelatins / puddings: | - | - |
granulated sugar: | - | - |
gravies: | - | - |
hard candy: | 100.00000 | 150.00000 |
imitation dairy: | - | - |
instant coffee / tea: | - | - |
jams / jellies: | 10.00000 | 10.00000 |
meat products: | - | - |
milk products: | - | - |
nut products: | - | - |
other grains: | - | - |
poultry: | - | - |
processed fruits: | - | - |
processed vegetables: | - | - |
reconstituted vegetables: | - | - |
seasonings / flavors: | - | - |
snack foods: | 66.00000 | 100.00000 |
soft candy: | - | - |
soups: | - | - |
sugar substitutes: | - | - |
sweet sauces: | - | - |
Safety References:
References:
Other Information:
Potential Blenders and core components note
|
For Odor |
No odor group found for these |
| camel grass oil | FR |
| cyclopentanone | FL/FR |
| eucarvone | |
| lippia alnifolia schau. leaf oil brazil | |
laevo-mono | menthyl glutarate | FL/FR |
laevo- | menthyl methyl ether | FL/FR |
| pinocarvone | FL/FR |
| satureja viminea oil costa rica | |
| umbellulone | |
aldehydic |
iso | butyraldehyde | FL/FR |
anisic |
| estragole | FL/FR |
balsamic |
iso | bornyl formate | FL/FR |
| nonyl benzoate | |
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 |
| 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-neo | menthol | FL/FR |
dextro,laevo- | menthol | FL/FR |
dextro,laevo-neo | menthol | FL/FR |
(±)- | menthol | FL/FR |
(+)- | menthone | FL/FR |
(±)-iso | 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 |
iso | pulegone | FL/FR |
(R)-(+)- | pulegone | 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 |
| eucarvone | |
| lilac lactone | FL/FR |
| limonen-10-yl acetate | FL |
| lippia alnifolia schau. leaf oil brazil | |
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 |
| nonyl benzoate | |
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 |
| satureja viminea oil costa rica | |
| umbellulone | |
| vanillin menthoxypropane diol acetal | FL/FR |
laevo- | verbenone | FL/FR |
| viridiflorol | FL/FR |
|
| menthyl methyl lactate | FL |
| thujyl alcohol | FL/FR |
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 |
laevo- | menthol | FL/FR |
dextro,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:
Occurrence (nature, food, other): note
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-iso | propyl-5-methyl-cyclohexanecarboxylic acid ethylamide | | rightcool WS-3 | | winsense extra 500 | | WS-3 | | WS3 |
Articles:
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