N-Ethyl-p-menthane-3-carboxamide Chemical Properties

Melting point:

87-102 °C

Boiling point:

351.04°C (rough estimate)

alpha 

D -49 to -54°

Density 

0.9305 (rough estimate)

vapor pressure 

0.007Pa at 25℃

refractive index 

1.4410 (estimate)

FEMA 

3455 | N-ETHYL-2-ISOPROPYL-5-METHYLCYCLOHEXANE CARBOXAMIDE

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO: ≥ 100 mg/mL (473.17 mM); Water: < 0.1 mg/mL (insoluble)

pka

16.27±0.60(Predicted)

form 

powder to crystal

color 

White to Almost white

Odor

at 25.00 % in dipropylene glycol. mild mentholic minty

Odor Type

minty

Water Solubility 

insoluble

JECFA Number

1601

Merck 

14,3825

InChIKey

VUNOFAIHSALQQH-UHFFFAOYSA-N

LogP

2.902 at 25℃

CAS DataBase Reference

39711-79-0(CAS DataBase Reference)

EPA Substance Registry System

Cyclohexanecarboxamide, N-ethyl-5-methyl-2-(1-methylethyl)- (39711-79-0)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36-41-22

Safety Statements 

39-26

WGK Germany 

2

HS Code 

29242990

Toxicity

LD50 in mice, rats (g/kg): 5.3, 2.9 orally (Parrish)

MSDS

• Language:English Provider:N-Ethyl-p-menthane-3-carboxamide
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N-Ethyl-p-menthane-3-carboxamide Usage And Synthesis

Chemical Properties

white crystalline powder

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

Uses

WS 3 is a selective transient receptor potential melastatin-8 ligand.

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

Not classified

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

N-Ethyl-p-menthane-3-carboxamide(39711-79-0)Related Product Information

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