85020-75-3

Basic information

• Product Name: Benzenemethanol, 4-bromo-a-ethynyl-
• CAS NO: 85020-75-3
• Molecular Formula: C9H7BrO
• Molecular Weight: 211.058
• Mol File: 85020-75-3.mol
• Article Data: 38

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, 4-bromo-a-ethynyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, 4-bromo-a-ethynyl-(85020-75-3)
• EPA Substance Registry System: Benzenemethanol, 4-bromo-a-ethynyl-(85020-75-3)

Safety Data

• Hazardous Substances Data: 85020-75-3(Hazardous Substances Data)

Usage

Physical properties

Colorless to pale yellow liquid

Molecular weight

207.05 g/mol

Uses

Organic synthesis, intermediate in pharmaceutical and agrochemical production, building block in compound synthesis

Safety

Flammable, may cause skin and eye irritation

Handling precautions

Use in a well-ventilated area, proper safety precautions

Upstream product

• 65032-27-1 ethynylmagnesium chloride 
• 1122-91-4 4-bromo-benzaldehyde 
• 624-67-9 Propargylic aldehyde 
• 106-37-6 1.4-dibromobenzene 
• 74-86-2 acetylene 
• 1122594-14-2 1-(4-bromophenyl)-3-(trimethylsilyl)prop-2-yn-1-ol 
• 1066-54-2 trimethylsilylacetylene 
• 4301-14-8 acetylenemagnesium bromide 

Downstream Products

• 1262148-93-5 1-(4-bromophenyl)-2-oxopropyl acetate 
• 1338721-48-4 N-((E)-3-(4-bromophenyl)-3-oxoprop-1-enyl)-1-methyl-N-phenyl-1H-imidazole-2-carboxamide 
• 1451000-95-5 2-((1-(4-bromophenyl)prop-2-ynyloxy)methyl)furan 
• 27549-93-5 (E)-3-(4-bromophenyl)acrylonitrile 
• 1453188-84-5 3-(2-azidophenyl)-1-(4-bromophenyl)prop-2-yn-1-yl methyl carbonate 
• 1453188-73-2 2-(4-bromophenyl)quinolin-4-yl methyl carbonate 
• 1432744-61-0 1-(p-bromophenyl)prop-2-ynyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside 
• 1432744-80-3 1-(p-bromophenyl)prop-2-ynyl 4,6-di-O-acetyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranoside 

Relevant articles and documents

Multisubstituted pyrazole synthesis via [3?+?2] cycloaddition/rearrangement/N[sbnd]H insertion cascade reaction of α-diazoesters and ynones

The cascade reactions of alkyl α-diazoesters and ynones using Al(OTf)3 as the catalyst are described. A series of 4-substituted pyrazoles were obtained via [3 + 2] cycloaddition, 1,5-ester shift, 1,3-H shift, and N[sbnd]H insertion process. Deuterium labelling experiments, kinetic studies and control experiments were carried out for the rationalization of the mechanism.

Mono-Gold(I)-Catalyzed Enantioselective Intermolecular Reaction of Ynones with Styrenes: Tandem Diels–Alder and Ene Sequence

Gold-catalyzed intermolecular reaction leading to dihydronaphthalene derivatives in one pot from two equivalents of ynones with respect to styrene is uncovered. The [4+2] Diels–Alder cycloaddition of ynones and styrenes is catalyzed by a mono-gold(I) complex and the conjugated acid to provide an unstable 3,8a-dihydronaphthalene to subsequently undergo an intermolecular ene-type reaction with the π-activated ynone to afford multi-component coupling dihydronaphthalene products. Linear relationships between chiral ligand-gold complexes and chiral dihydronaphthalene products proves mono-gold catalysis that triggers an asymmetric tandem Diels–Alder and ene reaction sequence.

Synthesis of (Z)-alkene-containing linear conjugated dienyl homoallylic alcohols by a palladium-catalyzed three-component reaction

A synthesis of (Z)-alkene-containing linear conjugated dienyl homoallylic alcohols by using a palladium-catalyzed three-component reaction has been developed. This method shows good functional-group compatibility and generality, with high diastereoselectivity. Additionally, in many cases, the present method controls the alkene stereochemistry of the newly formed C-C bond and overcomes the inherent preference for (E)-alkene formation, giving (Z, E)- and (Z, Z)-products.