Piperitone
Title: Piperitone
CAS Registry Number: 89-81-6
CAS Name: 3-Methyl-6-(1-methylethyl)-2-cyclohexen-1-one
Additional Names: p-menth-1-en-3-one; 4-isopropyl-1-methyl-1-cyclohexen-3-one
Molecular Formula: C10H16O
Molecular Weight: 152.23
Percent Composition: C 78.90%, H 10.59%, O 10.51%
Literature References: Isoln of d-form from oil of Cymbopogon sennaarensis Chiov., Gramineae: Roberts, J. Chem. Soc. 107, 1465 (1915); from oil of Andropogon iwarancusa Jones: Simonsen, ibid. 119, 1644 (1921); from oil of Mentha spp., Labiatae: Reitsma, J. Am. Pharm. Assoc. 47, 265, 267 (1958). Isoln of l-form from Sitka spruce oil: von Rudloff, Can. J. Chem. 42, 1057 (1964). Isoln of dl-form from oil of Eucalyptus dives Schau., Myrtaceae: Read, Smith, J. Chem. Soc. 119, 779 (1921); from peppermint oil: Katsuragi, Koryo No. 24, 16 (1953). Synthesis of dl-form: Misrock, Church, Ind. Eng. Chem. 49, 822 (1957); Bain et al., US 2972632 (1961 to Glidden); Wiemann, Dubois, Bull. Soc. Chim. Fr. 1962, 1813; Stepanov, Myrsina, Zh. Obshch. Khim. 34, 3092 (1964).
 
Derivative Type: d-Form
Properties: Liquid. Peppermint odor. bp 232-235°; bp20 116-118.5°. d420 0.9344. [a]D20 +49.13°. nD20 1.4848.
Boiling point: bp 232-235°; bp20 116-118.5°
Optical Rotation: [a]D20 +49.13°
Index of refraction: nD20 1.4848
Density: d420 0.9344
 
Derivative Type: l-Form
Properties: Liquid. bp15 109.5-110.5°. d420 0.9324. [a]D20 -15.9°. nD20 1.4823. Practically insol in water. Sol in alcohol, oils.
Boiling point: bp15 109.5-110.5°
Optical Rotation: [a]D20 -15.9°
Index of refraction: nD20 1.4823
Density: d420 0.9324
 
Derivative Type: dl-Form
Properties: Liquid. bp769 232-233°; bp16 116-118°. d420 0.9331. nD24 1.4823. uv max (ethanol): 232.5 nm (e 13350).
Boiling point: bp769 232-233°; bp16 116-118°
Index of refraction: nD24 1.4823
Absorption maximum: uv max (ethanol): 232.5 nm (e 13350)
Density: d420 0.9331
 
Use: In masking odors in dentifrices.

Others monographs:
Diboron TetrachlorideBeryllium ChloridePhenyl CarbonateTolperisone
BCGMecysteine HydrochlorideMetobromuronAcetomeroctol
ErgotinineTrengestonePrenylamineMycolic Acids
ProglumideTrichlormethineSodium NitrateCaptafol
©2016 DrugLead US FDA&EMEA