72522-40-8

Basic information

• Product Name: SERRICORNIN
• Synonyms: SERRICORNIN;4,6-Dimethyl-7-hydroxy-nonan-3-one;(4S,6S,7S)-7-Hydroxy-4,6-dimethylnonan-3-one
• CAS NO: 72522-40-8
• Molecular Formula: C11H22O2
• Molecular Weight: 186.29
• Product Categories: All Aliphatics;Aliphatics
• Mol File: 72522-40-8.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 291.5°C at 760 mmHg
• Flash Point: 122.6°C
• Appearance: /
• Density: 0.904g/cm³
• Vapor Pressure: 0.000209mmHg at 25°C
• Refractive Index: 1.441
• Storage Temp.: Refrigerator
• Solubility: Benzene (Slightly), Chloroform (Slightly), Methanol (Slightly)
• PKA: 15.01±0.20(Predicted)
• CAS DataBase Reference: SERRICORNIN(CAS DataBase Reference)
• NIST Chemistry Reference: SERRICORNIN(72522-40-8)
• EPA Substance Registry System: SERRICORNIN(72522-40-8)

Safety Data

• Hazardous Substances Data: 72522-40-8(Hazardous Substances Data)

Usage

Chemical Properties

Colorless Liquid

Uses

Different sources of media describe the Uses of 72522-40-8 differently. You can refer to the following data:
1. The sex pheromone of Cigarette Beetle
2. The sex pheromone of Cigarette Beetle.

InChI:InChI=1/C11H22O2/c1-5-10(12)8(3)7-9(4)11(13)6-2/h8-10,12H,5-7H2,1-4H3

Upstream product

• 72598-35-7 (-)-serricornin 
• 335060-49-6 (2S,4R)-5-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2,4-dimethylpentyl acetate 
• 77302-11-5 [2R,3S]-(-)-3-hydroxy-2-methylpentanoic acid 
• 6125-73-1 N-Cyclohexyldiethylketimine 
• 13398-41-9 (2S, 3S)-threo-β-methylmalic acid 
• 78433-60-0 (2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentyl 4-methylbenzenesulfonate 
• 77333-42-7 (2S,3R)-threo-3-methylbutane-1,2,4-triol 
• 69743-60-8 (2S,3R)-threo-3-methylbutane-1,2,4-triol 1,2-acetonide 
• 78433-61-1 tert-Butyl-((1R,2S)-1-ethyl-3-iodo-2-methyl-propoxy)-dimethyl-silane 
• 50460-80-5 (2S,3S)-2-Hydroxy-3-methyl-bernsteinsaeuredimethylester 
• 78479-15-9 (2S,3R)-threo-3-methylbutane-1,2,4-triol 1,2-acetonide 4-benzyl ether 
• 78479-16-0 (2S,3R)-threo-3-methylbutane-1,2,4-triol 4-benzyl ether 
• 119460-80-9 (4SR,5SR)-2,5-dihydroxy-2,4-dimethyl-2-O-trimethylsilylheptan-3-one 
• 78433-62-2 (6R,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-4,6-dimethyl-nonan-3-one 

Downstream Products

• 72522-40-8 (4R,6S,7S)-7-hydroxy-4,6-dimethyl-3-nonanone 
• 72598-35-7 (-)-serricornin 
• 91660-58-1 (4S,6S,7S)-Serricornin 
• 72485-37-1 (4R,6S,7S)-7-acetoxy-4,6-dimethyl-3-nonanone 
• 72485-37-1 (4R^*,6R^*,7S^*)-7-acetyloxy-4,6-dimethyl-3-nonanone 

Relevant articles and documents

Synthesis of (4R,6S,7R)-7-hydroxy-4,6-dimethyl-3-nonanone and (3R,5S,6R)-6-hydroxy-3,5-dimethyl-2-octanone

The synthesis of (4R,6S,7R)-7-hydroxy-4,6-dimethyl-3-nonanone and (3R,5S,6R)-6-hydroxy-3,5-dimethyl-2-octanone is described as their acetates using a desymmetrization strategy as well as an Evans syn aldol strategy.

Versatile enantioselective synthesis of four diastereomers of serricornin, a sex pheromone of the cigarette beetle, using the SAMP/RAMP-hydrazone method

Serricornin is a female-produced sex pheromone of the cigarette beetle (Lasioderma serricorne), which is a pest of dried foodstuffs and tobacco. We report a versatile and short synthesis of all possible 6,7-syn-isomers of serricornin, including the natura

Facile synthesis of (-)-serricornin by means of palladium-catalyzed hydrogenolysis of alkenyloxiranes

Chiral synthesis of (-)-serricornin by using palladium-catalyzed stereoselective hydrogenolysis of the alkenyloxirane to the homoallylic alcohol with formic acid as a key step was carried out.