69815-01-6

Basic information

• Product Name: 4-methyl-1-phenylpentane-1,4-diol
• Synonyms: 4-methyl-1-phenylpentane-1,4-diol
• CAS NO: 69815-01-6
• Molecular Weight: 194.274
• Mol File: 69815-01-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-methyl-1-phenylpentane-1,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-1-phenylpentane-1,4-diol(69815-01-6)
• EPA Substance Registry System: 4-methyl-1-phenylpentane-1,4-diol(69815-01-6)

Safety Data

• Hazardous Substances Data: 69815-01-6(Hazardous Substances Data)

Upstream product

• 27644-03-7 4-methyl-1-phenyl-pent-3-en-1-ol 
• 100-52-7 benzaldehyde 
• 870-63-3 prenyl bromide 
• 6683-49-4 (4-methylpent-4-en-1-yl)benzene 
• 34586-03-3 2-methyl-5-phenylpentan-2-yl hydroperoxide 
• 1008-76-0 4,5-dihydro-5-phenyl-2(3H)-furanone 
• 917-54-4 methyllithium 

Relevant articles and documents

Hydroxy-directed, fluoride-catalyzed epoxide hydrosilylation for the synthesis of 1,4-diols

Abstract A novel highly regioselective, fluoride-catalyzed hydrosilylation of β-hydroxy epoxides has been developed. The reaction is modular and applicable to the synthesis of a broad range of 1,4-diols. Fluoride is crucial for two reasons: First, it promotes the formation of a silyl ether (which contains a Si-H bond) and, second, it enables ring opening by an intramolecular SN2 reaction through activation of the silane. The reaction can be performed under air. A modular, convergent, and stereoselective synthesis of 1,4-diols by epoxide hydrosilylation has been developed (see scheme). The reaction occurs under fluoride catalysis, is high yielding, highly regioselective, and can be carried out on a large scale.

The reaction of alkyl peroxy radicals

Secondary alkyl peroxy radicals generated from 4-phenyl-2-butyl-, 2-nonyl- and 3α-cholestanyl hydroperoxides at 45°C undergo Russell termination reactions in preference to non-terminating decomposition reactions. Non-terminating decomposition of 2-nonyl peroxy radicals afforded 2,5-nonanedione and 2,5-nonanediol due to intramolecular hydrogen abstraction reactions of alkoxy radicals. The radicals derived from 2-methyl-4-phenyl-2-butyl-, 2-methyl-5-phenyl-2-pentyl- and 2-methyl-6-phenyl-2-hexyl hydroperoxides afforded benzylic functionalized products due to intermolecular reactions. 2-Hexylperoxy radicals generated in excess alcohols ineffectively abstracted the α-hydrogens of alcohols. These results demonstrate the low reactivity of alkyl peroxy radicals.