79517-78-5

Basic information

• Product Name: 6-acetoxy-4-methylhexanal
• Synonyms: 6-acetoxy-4-methylhexanal
• CAS NO: 79517-78-5
• Molecular Formula: C₉H₁₆O₃
• Molecular Weight: 0
• Mol File: 79517-78-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 238.1°C at 760 mmHg
• Flash Point: 96.8°C
• Appearance: /
• Density: 0.966g/cm³
• Vapor Pressure: 0.0431mmHg at 25°C
• Refractive Index: 1.425
• CAS DataBase Reference: 6-acetoxy-4-methylhexanal(CAS DataBase Reference)
• NIST Chemistry Reference: 6-acetoxy-4-methylhexanal(79517-78-5)
• EPA Substance Registry System: 6-acetoxy-4-methylhexanal(79517-78-5)

Safety Data

• Hazardous Substances Data: 79517-78-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H16O3/c1-8(4-3-6-10)5-7-12-9(2)11/h6,8H,3-5,7H2,1-2H3/t8-/m1/s1

Upstream product

• 1147880-35-0 (R)-citronallol acetate oxide 
• 18951-85-4 (R)-citronellic acid 
• 1117-61-9 (3R)-citronellol 
• 1564-98-3 (3R)-5-(3,3-dimethyloxiran-2-yl)-3-methylpentan-1-ol 
• 20425-54-1 (R)-1-citronellyl acetate 

Downstream Products

• 99427-16-4 (R)-3-Methyl-6-(tosyloxy)hexyl acetate 
• 86423-93-0 (R)-3-methylhexyl tosylate 
• 86423-92-9 (3R)-3-Methylhexan-1-ol 

Relevant articles and documents

Synthesis of all the stereoisomers of 6-methyl-2-octadecanone, 6,14-dimethyl-2-octadecanone, and 14-methyl-2-octadecanone, the components of the female-produced sex pheromone of a moth, Lyclene dharma dharma

All of the stereoisomers of the components of the female-produced sex pheromone of a moth, Lyclene dharma dharma, were synthesized. They are (R)- and (S)-6-methyl-2-octadecanone, (6R,14R)-, (6R,14S)-, (6S,14R)-, and (6S,14S)-6,14-dimethyl-2-octadecanone, and (R)- and (S)-14-methyl-2-octadecanone. Enantiomers of citronellal and methyl (S)-3-hydroxy-2-methylpropanoate were the starting materials, and olefin cross metathesis was employed as the key reaction.

ENANTIO-CONTROLLED SYNTHESIS OF THE MACROCYCLIC C14-C23 SUBUNIT OF CYTOCHALASIN B

The synthesis of the C14-C23 macrocyclic subunit of cytochalasin B from pulegone is described.The key feature of this synthesis is the photo-induced rearrangement of epoxy diazomethyl ketone E to a γ-hydroxy alkenoic ester (Scheme 2).The intermediate epoxy alcohol F was prepared using the asymmetric Sharpless epoxidation.Considerable attention was given to the preparation of allylic alcohol 14, having a t-butyldimethylsilyloxy protecting function, as starting material for the asymmetric epoxidation, however, several unforeseen difficulties were encountered (Schemes 3 and 4).Satisfactory results were obtained using the methoxy group as protecting function (Scheme 5).The allylic alcohol 22 was prepared from bromide 20 by chain lengthening with propargyl alcohol.The Sharpless epoxidation of 22 took place with high induction.Conversion to epoxy ester 24, to diazo ketone 25 and photo-rearrangement to 26 and deprotection to give 28, completes the sequence.

Studies on monoterpene glucosides and related natural products. XLV. Synthesis of 13C-labeled acyclic monoterpenes for studies on the mechanism of the iridane skeleton formation in the biosynthesis of iridoid glucosides

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