Ethyl Menthane Carboxamide

Title: Ethyl Menthane Carboxamide
CAS Registry Number: 39711-79-0
CAS Name: N-Ethyl-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide
Additional Names: N-ethyl-4-menthane-3-carboxamide
Manufacturers' Codes: WS3
Molecular Formula: C13H25NO
Molecular Weight: 211.34
Percent Composition: C 73.88%, H 11.92%, N 6.63%, O 7.57%
Literature References: Prepn: NL 7201523; H. R. Watson et al., US 4193936 (1972, 1980 both to Wilkinson Sword). Structure-activity study: H. R. Watson et al., J. Soc. Cosmet. Chem. 29, 185 (1978). Brief review: M. A. Parrish, Manuf. Chem. 58, 31-32 (February, 1987).
Properties: White to nearly white powder, mp 88°. [a]D -49 to -54°. Insol in water. Sol in most organic solvents. Average oral cooling threshold: 0.2 mg. LD50 in mice, rats (g/kg): 5.3, 2.9 orally (Parrish).
Melting point: mp 88°
Optical Rotation: [a]D -49 to -54°
Toxicity data: LD50 in mice, rats (g/kg): 5.3, 2.9 orally (Parrish)
Use: Physiological coolant in foods, beverages, toiletries, cosmetics and pharmaceuticals.
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