N-Ethyl-p-menthane-3-carboxamide Property

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

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)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H318Causes serious eye damage

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P501Dispose of contents/container to..…

N-Ethyl-p-menthane-3-carboxamide Chemical Properties,Usage,Production

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