5837-45-6

Basic information

• Product Name: 2,6-dimethylhepta-1,5-dien-4-one
• Synonyms: 1,5-Heptadien-4-one, 2,6-dimethyl-
• CAS NO: 5837-45-6
• Molecular Formula: C₉H₁₄O
• Molecular Weight: 138.2069
• Mol File: 5837-45-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 183°C at 760 mmHg
• Flash Point: 66.4°C
• Density: 0.85g/cm³
• Vapor Pressure: 0.788mmHg at 25°C
• Refractive Index: 1.444
• CAS DataBase Reference: 2,6-dimethylhepta-1,5-dien-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-dimethylhepta-1,5-dien-4-one(5837-45-6)
• EPA Substance Registry System: 2,6-dimethylhepta-1,5-dien-4-one(5837-45-6)

Safety Data

• Hazardous Substances Data: 5837-45-6(Hazardous Substances Data)

Upstream product

• 81925-78-2 2,6-dimethyl-4-(2'-propenyl)-1,6-heptadien-4-ol 
• 81925-77-1 4-benzyl-2,6-dimethyl-1,6-heptadien-4-ol 

Relevant articles and documents

172. β-Cleavage of Bis(homoallylic) Potassium Alkoxides. Two-Step Preparation of Propenyl Ketones from Carboxylic Esters. Synthesis of ar-Turmerone, α-Damascone, β-Damascone, and β-Damascenone

The transformation of 36 bis(homoallylic) alcohols VII to alkenones IX and X via β-cleavage of their potassium alkoxides VIIa in HMPA has been investigated (cf.Scheme 2).These studies have established an order of β-cleavage for 2-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1,1-dimethyl-2-propenyl, and benzyl groups in alkoxides 49a-56a and have allowed a comparison between the β-cleavage reaction and the oxy-Cope rearrangement in alkoxides 74a-83a.As illustrative synthetic applications, a two-step preparation of propenyl ketones 15-42 from carboxylic esters is described, together with syntheses of ar-turmerone (48), α-damascone ((E)-71), β-damascone ((E)-109), and β-damascenone ((E)-111).