222713-56-6

Basic information

• Product Name: Benzenemethanol, 2-bromo-a-ethynyl-
• Synonyms: 1-(2-bromophenyl)prop-2-yn-1-ol;1-bromo-2-ethynylbenzene;1-(2-Bromo-phenyl)-prop-2-yn-1-ol
• CAS NO: 222713-56-6
• Molecular Formula: C9H7BrO
• Molecular Weight: 211.058
• Mol File: 222713-56-6.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 275.9±25.0 °C(Predicted)
• Density: 1.541±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzenemethanol, 2-bromo-a-ethynyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, 2-bromo-a-ethynyl-(222713-56-6)
• EPA Substance Registry System: Benzenemethanol, 2-bromo-a-ethynyl-(222713-56-6)

Safety Data

• Hazardous Substances Data: 222713-56-6(Hazardous Substances Data)

Usage

Chemical compound

Benzenemethanol, 2-bromo-a-ethynyl-

Properties

Halogenated derivative of benzenemethanol containing a bromine atom and an ethynyl group

Uses

Synthesis of pharmaceuticals and agrochemicals, production of fine chemicals and dyes

Reactivity

Ability to undergo substitution, addition, and condensation reactions

Importance

Valuable and important compound in organic chemistry.

Upstream product

• 6630-33-7 ortho-bromobenzaldehyde 
• 4301-14-8 acetylenemagnesium bromide 
• 1066-54-2 trimethylsilylacetylene 
• 65032-27-1 ethynylmagnesium chloride 
• 74-86-2 acetylene 

Downstream Products

• 1158072-63-9 C₁₄H₁₅BrO 
• 1262149-01-8 1-(2-bromophenyl)-2-oxopropyl acetate 
• 1606139-38-1 C₁₈H₁₆BrNO₃S 
• 66223-53-8 trans-2-bromocinnamaldehyde 
• 3463-32-9 1-(2-bromophenyl)-2-propyn-1-one 
• 4512-97-4 2-phenyl-4H-selenochromen-4-one 
• 4512-98-5 2-(4-methoxyphenyl)-4H-selenochromen-4-one 

Relevant articles and documents

Enantioselective [3 + 2] annulation of 4-isothiocyanato pyrazolones and alkynyl ketones under organocatalysis

An asymmetric [3 + 2] annulation reaction of 4-isothiocyanato pyrazolones with alkynyl ketones in the presence of an organic catalyst derived from a cinchona alkaloid under mild conditions is realized. This protocol provides unprecedented expeditious access to a wide range of optically active spiro[pyrroline-pyrazolones] with various electronic properties in high yields with good to excellent enantioselectivities.

Coupling-Isomerization-Cycloisomerization Reaction (CICIR) – An Unexpected and Efficient Domino Approach to Luminescent 2-(Hydroxymethylene)indenones

A Pd/Cu-catalyzed base mediated domino process of ortho-halo (hetero)aryl carboxaldehydes and propargyl alcohols unexpectedly furnish 2-(hydroxymethylene)indenones in good to excellent yield as a result of a coupling-isomerization-cycloisomerization reaction (CICIR). In addition, the title compounds constitute an interesting class of luminophores with tunable emission solvatochromicity.

Trialkylborane-Mediated Propargylation of Aldehydes Using γ-Stannylated Propargyl Acetates

A transition-metal-free three-component process that combines aldehydes, 3-(tributylstannyl)propargyl acetates formed in situ from readily available propargyl acetates, and trialkylboranes provides access to a range of 1,2,4-trisubstituted homopropargylic alcohols. The addition of diisopropylamine plays a crucial role in the selective formation of homopropargylic alcohols. Importantly, this methodology can be extended to a single-flask reaction sequence starting from propargyl acetates.