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Cooling agent (WS-3)

  • Product Name: Cooling agent (WS-3)
  • CAS: 39711-79-0
  • Purity:
  • Appearance: white crystalline powder

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  • Molecular Formula:C13H25NO
  • Molecular Weight:211.348
  • Appearance/Colour:white crystalline powder 
  • Vapor Pressure:0mmHg at 25°C 
  • Melting Point:87-102 °C 
  • Refractive Index:1.454 
  • Boiling Point:340.5 °C at 760 mmHg 
  • PKA:16.27±0.60(Predicted) 
  • Flash Point:205.7 °C 
  • PSA:29.10000 
  • Density:0.898 g/cm3 
  • LogP:3.22180 

N-Ethyl-p-menthane-3-carboxamide(Cas 39711-79-0) Usage

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

InChI:InChI=1/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)/t10-,11+,12+/m0/s1

39711-79-0 Relevant articles

Composition having insect repellent characteristics

-

, (2008/06/13)

The present invention relates to a compo...

39711-79-0 Process route

WS-3
39711-79-0

WS-3

Conditions
Conditions Yield
p-Menthoyl-3-chlorid, entspr. Amin;
WS-3
39711-79-0

WS-3

menthanecarboxylic acid
39668-86-5

menthanecarboxylic acid

Conditions
Conditions Yield
With sulfuric acid; water; sodium nitrite; at 75 ℃;
61%

39711-79-0 Downstream products

  • 39668-86-5
    39668-86-5

    menthanecarboxylic acid

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