ChemicalBook CAS DataBase List 39711-79-0

39711-79-0

Name	N-Ethyl-p-menthane-3-carboxamide
CAS	39711-79-0
EINECS(EC#)	254-599-0
Molecular Formula	C13H25NO
MDL Number	MFCD00130071
Molecular Weight	211.34
MOL File	39711-79-0.mol

Synonyms

FEMA 3455 N-ETHYL-2-ISOPROPYL-5-METHYLCYCLOHEXANE CARBOXAMIDE N-ETHYL-4-MENTHANE-3-CARBOXAMIDE N-ETHYL-5-METHYL-2-(1-METHYLETHYL)-CYCLOHEXANE-CARBOXAMIDE N-ETHYL-5-METHYL-2-(1-METHYLETHYL)-CYCLOHEXANE-CARBOXYAMIDE N-ETHYL 5-METHYL-2-ISO-PROPYLCYCLOHEXANECARBOXAMIDE N-ETHYL-P-MENTHAN 3-CARBOXAMIDE N-ETHYL-P-MENTHANE-3-CARBOXAMIDE TIMTEC-BB SBB008527 WS-3 n-ethyl-5-methyl-2-(1-methylethyl)-cyclohexanecarboxamid ETHYL MENTHANE CARBOXAMIDE MENTHANE CARBOXAMIDE N-Ethyl-hexahydro-p-cymene-3-carboxamide Cyclohexanecarboxamide, N-ethyl-5-methyl-2-(1-methylethyl)- N-ETHYL-PARA-MENTHANE-3-CARBOXAMIDE N-Ethyl-2-(isopropyl)-5-methylcyclohexancarboxamid N-Ethyl-p-methane-3-carboxamide, Ethyl menthane carboxamide, Framidice 3, Menthol Carboxamide WS-3 Menthol Carboxamide WS-3 N-Ethyl-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide

Chemical Properties

Appearance	white crystalline powder
Melting point	87-102 °C
alpha	D -49 to -54°
Boiling point	351.04°C (rough estimate)
density	0.9305 (rough estimate)
vapor pressure	0.007Pa at 25℃
FEMA	3455
refractive index	1.4410 (estimate)
storage temp.	Sealed in dry,Room Temperature
solubility	DMSO: ≥ 100 mg/mL (473.17 mM); Water: < 0.1 mg/mL (insoluble)
form	powder to crystal
pka	16.27±0.60(Predicted)
color	White to Almost white
Odor	at 25.00 % in dipropylene glycol. mild mentholic minty
biological source	synthetic
Odor Type	minty
Water Solubility	insoluble
JECFA Number	1601
Merck	14,3825
Major Application	flavors and fragrances
Cosmetics Ingredients Functions	TONIC
InChI	1S/C13H25NO/c1-5-14-13(15)12-8-10(4)6-7-11(12)9(2)3/h9-12H,5-8H2,1-4H3,(H,14,15)
InChIKey	VUNOFAIHSALQQH-UHFFFAOYSA-N
SMILES	CCNC(=O)C1CC(C)CCC1C(C)C
LogP	2.902 at 25℃
CAS DataBase Reference	39711-79-0(CAS DataBase Reference)
EPA Substance Registry System	39711-79-0(EPA Substance)

Safety Data

Symbol(GHS)	GHS05,GHS07
Signal word	Danger
Hazard statements	H302-H318
Precautionary statements	P264-P270-P280-P301+P312-P305+P351+P338-P501
Hazard Codes	Xi,Xn
Risk Statements	R36:Irritating to the eyes. R41:Risk of serious damage to eyes. R22:Harmful if swallowed. less more
Safety Statements	S39:Wear eye/face protection . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . less more
WGK Germany	2
TSCA	TSCA listed
REACH Registrations	Active
HS Code	29242990
Storage Class	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Oral Eye Dam. 1
Toxicity	LD50 in mice, rats (g/kg): 5.3, 2.9 orally (Parrish) less more

Hazard Information

Chemical Properties

N-ethyl-p-menthane-3-carboxamide is an odorless white, crystalline solid. The compound has a strong and clear physiological cooling effect and is used mainly in oral care products.

Chemical Properties

Slight menthol-like cooling effect aroma

Chemical Properties

white crystalline powder

Uses

Physiological coolant in foods, beverages, toiletries, cosmetics and pharmaceuticals.

Definition

ChEBI:Ethyl menthane carboxamide is a p-menthane monoterpenoid.

Aroma threshold values

Aroma characteristics at 1.0%. Virtually odorless

Taste threshold values

Taste characteristics at 10 to 100 ppm. Intense lingering cooling. The cooling sensation builds slow but steadily and grows to a lingering cooling mouthfeel with a slightly camphoraceous and minty character.

Flammability and Explosibility

Notclassified

Trade name

Winsense WS-3 (Renessenz)

Biological Activity

Cooling agent that is an agonist at TRPM8 receptors (EC 50 = 3.7 μ M).

Synthesis

0.89 g (0.0091 mol) of polyphosphoric acid (85%) and 0.42 g (0.0091 mol) of ethanol were weighed. 0.54 g (0.0046 mol) of diethylcarbonate was added dropwise slowly while cooling in an ice bath, wherein the temperature increases slightly. After about 5 minutes, 0.5 g (0.0030 mol) of p-menthane-3-carbonitrile was added. The reaction solution was heated and stirred for 102 hours at 150??C. At the end of the reaction by GC, about 70% of desired N-Ethyl-p-menthane-3-carboxamide was formed. Synthesis_39711-79-0

Fig The synthetic method 1 of N-Ethyl-p-menthane-3-carboxamide

storage

Store at -20°C

Material Safety Data Sheet(MSDS)

Spectrum Detail

Well-known Reagent Company Product Information

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