34235-13-7

Basic information

• Product Name: Benzenemethanol, a-(1,1-dimethylethyl)-a-ethyl-
• CAS NO: 34235-13-7
• Molecular Formula: C13H20O
• Molecular Weight: 192.301
• Mol File: 34235-13-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, a-(1,1-dimethylethyl)-a-ethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, a-(1,1-dimethylethyl)-a-ethyl-(34235-13-7)
• EPA Substance Registry System: Benzenemethanol, a-(1,1-dimethylethyl)-a-ethyl-(34235-13-7)

Safety Data

• Hazardous Substances Data: 34235-13-7(Hazardous Substances Data)

Upstream product

• 10467-10-4 ethylmagnesium iodide 
• 938-16-9 2,2-dimethylpropiophenone 
• 594-19-4 tert.-butyl lithium 
• 93-55-0 1-phenyl-propan-1-one 
• 925-90-6 ethylmagnesium bromide 
• 917-54-4 methyllithium 
• 811-49-4 ethyllithium 

Downstream Products

• 58293-25-7 (E)-4,4-dimethyl-3-phenyl-2-penten 

Relevant articles and documents

A one-pot two-step synthesis of tertiary alcohols combining the biocatalytic laccase/TEMPO oxidation system with organolithium reagents in aerobic aqueous media at room temperature

The one-pot/two-step combination of enzymes and polar organometallic chemistry in aqueous media is for the first time presented as a proof-of-concept study. The unprecedented combination of the catalytic oxidation of secondary alcohols by the system laccase/TEMPO with the ultrafast addition (3 s reaction time) of polar organometallic reagents (RLi/RMgX) to thein situformed ketones, run under air at room temperature, allows the straightforward and chemoselective synthesis of tertiary alcohols with broad substrate scope and excellent conversions (up to 96%).

Reactions of Et3ZnLi with ketones: Electronic and steric effects

Toluene solutions of composition Et3ZnLi react rapidly with aldehydes and ketones to form addition products. Et3ZnNa and Et3ZnK solutions react readily with the same substrates although metalation, as well as addition, is significant with substrates having α-hydrogens. The Et3ZnM solutions react with 2-cyclohexenone to give mainly the 1,4-addition product. Relative rates of addition of Et3ZnLi to substituted acetophenones give a Hammett ρ of 2.78. Addition of Et3ZnLi to acetophenone is slowed significantly by α and ortho methyl substituents; relative rates of addition to acetophenone, o-methylacetophenone, and tert-butyl phenyl ketone are 1.00, 0.012, and 0.003.