49815-61-4

Basic information

• Product Name: 4-(2',6',6'-trimethyl-1',3'-cyclohexadienyl)-1,6-heptadien-4-ol
• Synonyms: 4-(2',6',6'-trimethyl-1',3'-cyclohexadienyl)-1,6-heptadien-4-ol
• CAS NO: 49815-61-4
• Molecular Weight: 232.366
• Mol File: 49815-61-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-(2',6',6'-trimethyl-1',3'-cyclohexadienyl)-1,6-heptadien-4-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2',6',6'-trimethyl-1',3'-cyclohexadienyl)-1,6-heptadien-4-ol(49815-61-4)
• EPA Substance Registry System: 4-(2',6',6'-trimethyl-1',3'-cyclohexadienyl)-1,6-heptadien-4-ol(49815-61-4)

Safety Data

• Hazardous Substances Data: 49815-61-4(Hazardous Substances Data)

Upstream product

• 10063-97-5 methyl β-safranate 
• 107-05-1 3-chloroprop-1-ene 

Downstream Products

• 49815-51-2 1-(2',6',6'-trimethyl-1',3'-cyclohexadienyl)-3-buten-1-one 
• 23726-93-4 Damascenon 
• 59739-63-8 (Z)-1-(2',6',6'-trimethyl-1',3'-cyclohexadienyl)-2-buten-1-one 

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).