| 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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