2219-56-9

Basic information

• Product Name: Benzeneethanol, b-ethenylidene-
• CAS NO: 2219-56-9
• Molecular Formula: C10H10O
• Molecular Weight: 146.189
• Mol File: 2219-56-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzeneethanol, b-ethenylidene-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneethanol, b-ethenylidene-(2219-56-9)
• EPA Substance Registry System: Benzeneethanol, b-ethenylidene-(2219-56-9)

Safety Data

• Hazardous Substances Data: 2219-56-9(Hazardous Substances Data)

Upstream product

• 67074-45-7 2,2-dibromo-1-phenylcyclopropylmethanol 
• 50-00-0 formaldehyd 
• 1794-48-5 1-bromo-3-phenylprop-2-yne 
• 64-18-6 formic acid 
• 110-65-6 1,4-dihydroxybut-2-yne 
• 108-86-1 bromobenzene 
• 13280-07-4 4-chlorobut-2-yn-1-ol 

Downstream Products

• 1334217-86-5 N-(2-phenylbuta-2,3-dienyl)-4-tolylsulfonamide 
• 1334217-69-4 C₁₀H₈FN 
• 1334217-53-6 C₁₇H₁₆FNO₂S 
• 877614-77-2 3-phenyl-1-p-toluenesulfonyl-1,2,5-trihydropyrrole 
• 2219-57-0 3-bromomethyl-3-phenyl-1,2-propadiene 
• 1261994-30-2 dimethyl 8-methylene-9-phenyl-12-tosyl-12-azatricyclo[7.2.1.0(2,7)]dodeca-2,4,6-triene-11,11-dicarboxylate 
• 1261994-40-4 8-methylene-9-phenyl-11,12-dioxatricyclo[7.2.1.0(2,7)]dodeca-2,4,6-triene 
• 1039513-80-8 N-(buta-2,3-dienyl)-4-methyl-N-(2-phenylbuta-2,3-dienyl)benzenesulfonamide 

Relevant articles and documents

An interesting issue of Diels-Alder selectivity discovered en route to 11-O-debenzoyltashironin

(Diagram presented) The hypervalent iodine-mediated oxidative dearomatization/Diels-Alder cascade was examined in the context of the natural product 11-O-debenzoyltashironin. Interestingly, the regioselectivity of the Diels-Alder reaction can be completely switched by changing the dienophile. Trapping of allyl alcohols during the oxidative dearomatization gives rise to the five-membered acetal, while trapping of allenyl alcohols results in the six-membered acetal.

Indium-mediated Coupling of Aldehydes with Prop-2-ynyl Bromides in Aqueous Media

Indium-mediated coupling of aldehydes 1 with prop-2-ynyl bromides 2 occurs regioselectively to give either homoprop-2-ynyl alcohols 4 or allenylic alcohols 3 depending on the γ-substituent of the prop-2-ynyl bromide.

Chemistry of gem-Dihalocyclopropanes. XVII. Cyclopropylidene Incertion. Formation and Ring Opening of Bicyclobutan-2-olate

Reactions of gem-dibromocyclopropanemethanol derivatives 3a-3e with methyllithium lead to allenic alcohols 4a-4h and products which derive from ring opening of an intermediate bicyclobutan-2-olate (17).The latter is formed by insertion of the respective cyclopropylidene into a C-H bond.Evidence for 17 was obtained from deuterium labelling experiments.This ring opening generally occurs by a carbanion mechanism, but in the case of 3d the intermediate bicyclobutanolate rearranged to the acyclic aldehyde 10, apparently by a thermal mechanism.The secondary alcohols 3f-3h reacted with methyllithium to give the corresponding allenes exclusively, which was also the case with ethers 3i-3l derived from the primary alcohols.