14248-31-8

Basic information

• Product Name: Benzenemethanol, 4-methyl-a-(1-methylpropyl)-
• CAS NO: 14248-31-8
• Molecular Formula: C12H18O
• Molecular Weight: 178.274
• Mol File: 14248-31-8.mol

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, 4-methyl-a-(1-methylpropyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, 4-methyl-a-(1-methylpropyl)-(14248-31-8)
• EPA Substance Registry System: Benzenemethanol, 4-methyl-a-(1-methylpropyl)-(14248-31-8)

Safety Data

• Hazardous Substances Data: 14248-31-8(Hazardous Substances Data)

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 78-76-2 s-butyl bromide 
• 1113-78-6 tri(sec-butyl)borane 
• 40739-81-9 (E)-4-methyl-N'-(4-methylbenzylidene)benzenesulfonohydrazide 
• 40739-81-9 p-tolualdehyde p-toluenesulfonylhydrazone 
• 36140-17-7 di(sec-butyl)boron chloride 

Downstream Products

• 90269-47-9 2,4'-dimethylbutyrophenone 
• 130336-23-1 2-Chloro-2-methyl-1-p-tolyl-butan-1-one 

Relevant articles and documents

A new method for alkylation of aromatic aldehydes using alkylboron chloride derivatives in the presence of oxygen

Reactions of aromatic aldehydes with alkylboron chloride derivatives in the presence of oxygen have been investigated. Dialkylboron chlorides react with aryl aldehydes to produce arylalkylmethanols in good to excellent yields. Under the same reaction conditions, alkylboron dichlorides lead to the formation of arylalkyl chlorides.

Alkylation of aromatic aldehydes with alkylboron chloride derivatives

The reaction of aryl aldehydes with alkylboron chlorides has been investigated. Monoalkylboron dichlorides react with aryl aldehydes in hexane under reflux conditions to give a mixture of dichloroarylmethane and benzyl chloride. Under the same reaction conditions, dialkylboron chlorides lead to formation of a mixture of benzyl chloride and the chloroalkylation product. In the presence of a base such as 2,6-lutidine, the reactions of monoalkylboron dichlorides with aryl aldehydes yield small amounts of the desired alkylation products at room temperature. Dialkylboron chlorides react with aryl aldehydes in hexane in the presence of base to generate the corresponding arylalkylmethanols in good yields.

Alkylation of Aldehyde (Arenesulfonyl)hydrazones with Trialkylboranes

(Arenesulfonyl)hydrazone derivatives of aryl aldehydes are readily alkylated by trialkylboranes in the presence of base to generate new organoboranes that may be converted to the corresponding substituted alkanes or alcohols depending upon the reaction conditions chosen. Both tosyl- and trisylhydrazone derivatives can be utilized in the reaction, which tolerates a variety of functional groups, making it a versatile alternative to both the Grignard and Suzuki-coupling reactions.

A Facile Alkylation of Aryl Aldehyde Tosylhydrazone with Trialkylboranes

Trialkylboranes readily alkylate aryl aldehyde tosylhydrazones to produce either the corresponding arylalkane or aryl alcohol in excellent yields.