79012-04-7

Basic information

• Product Name: Benzenemethanol, a-(cyclopropylidenemethyl)-
• CAS NO: 79012-04-7
• Molecular Formula: C11H12O
• Molecular Weight: 160.216
• Mol File: 79012-04-7.mol

Chemical Properties

• Boiling Point: 285.7±9.0 °C(Predicted)
• Density: 1.238±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzenemethanol, a-(cyclopropylidenemethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, a-(cyclopropylidenemethyl)-(79012-04-7)
• EPA Substance Registry System: Benzenemethanol, a-(cyclopropylidenemethyl)-(79012-04-7)

Safety Data

• Hazardous Substances Data: 79012-04-7(Hazardous Substances Data)

Upstream product

• 79011-92-0 C₁₇H₁₆Se 
• 79012-14-9 C₁₇H₁₆OSe 
• 80345-17-1 cyclopropylidene-2 acetophenone 

Downstream Products

• 80706-69-0 hydroxybenzyl-2 oxaspiropentane 
• 1501-05-9 5-oxo-5-phenylvaleric acid 
• 4055-00-9 6-phenyl-3,4-dihydropyran-2-one 
• 80706-60-1 benzoyl-2 oxaspiropentane 

Relevant articles and documents

ETUDE DES PETITS CYCLES-XLIII. REACTIONS D'ADDITION SUR LES α-CYCLOPROPYLIDENE-CETONES ET SUR LES α-CYCLOPROPYLIDENE-ALDEHYDES

α-Cyclopropylidene ketones and aldehydes show high reactivity towards 1,4-addition of methanol in acidic or basic medium, water and hydrochloric acid giving α-(1-methoxy cyclopropyl) ketones and aldehydes, α-(1-hydroxy cyclopropyl) ketones and α-(1-chloro cyclopropyl) ketones and aldehydes respectively.The reaction of α-cyclopropylidene-ketones with Grignard reagents gives mainly α-cyclopropyl ketones (the 1,4-addition product) besides α-cyclopropylidene carbinols (the 1,2-addition product).Addition of methyl-lithium and lithium dimethylcuprate lead to the expected 1,2- and 1,4-addition products,respectively.The comparison of the se results and those corresponding to α-isopropylidene-ketones confirms the higher tendency of α-cyclopropylidene-ketones to give 1,4-addition products; the measurement of polarographic reduction potentials confirms, in some cases, this difference.The reaction of HOBr (NBS, DMSO, H2O) with α-cyclopropylidene ketones produces α-hydroxy β-bromo ketones whereas the corresponding α-isopropylidene ketones give β-hydroxy α-bromo ketones.

SYNTHETIC ROUTES TO CYCLOPROPYLIDENECARBINOLS AND TO CYCLOPROPYLIDIENES

Functionalized alkylidene cyclopropanes have been prepared from 1-seleno 1-vinyl cyclopropanes using (2,3) sigmatropic rearrangements of their corresponding selenoxides or selenonium ylides.A comparison with sulphur analogues is presented.

ADDITION REACTIONS TO α-CYCLOPROPYLIDENE KETONES AND ALDEHYDES.

α-Cyclopropylidene ketones show high reactivity towards 1,4-addition reactions.

2-ACYLCYCLOBUTANONES FROM α-CYCLOPROPYLIDENE KETONES

Oxaspiropentyl ketones and acetals prepared from α-cyclopropylidene ketones and acetals undergo, with lithium halides, isomerisation to 2-acylcyclobutanones and monoacetals.