14804-59-2

Basic information

• Product Name: 2-Propenal, 3-bromo-3-phenyl-
• CAS NO: 14804-59-2
• Molecular Formula: C9H7BrO
• Molecular Weight: 211.058
• Mol File: 14804-59-2.mol
• Article Data: 29

Chemical Properties

• CAS DataBase Reference: 2-Propenal, 3-bromo-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenal, 3-bromo-3-phenyl-(14804-59-2)
• EPA Substance Registry System: 2-Propenal, 3-bromo-3-phenyl-(14804-59-2)

Safety Data

• Hazardous Substances Data: 14804-59-2(Hazardous Substances Data)

Usage

Physical properties

yellow to brown liquid with a pungent odor

Uses

raw material in pharmaceutical and organic compound synthesis, flavoring agent in food industry

Health effects

mild skin and eye irritant, respiratory irritation upon prolonged exposure

Safety precautions

hazardous if ingested or inhaled, handle with care in well-ventilated area

Upstream product

• 75-15-0 carbon disulfide 
• 2579-22-8 Phenylpropargyl aldehyde 
• 10035-10-6 hydrogen bromide 
• 64-19-7 acetic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 98-86-2 acetophenone 
• 536-74-3 phenylacetylene 

Downstream Products

• 1207093-43-3 C₁₇H₁₂O 
• 104429-45-0 (Z)-3-phenylnon-2-en-4-ynal 
• 78593-60-9 N-[5-[(Z)-3-Bromo-3-phenyl-prop-2-en-(E)-ylidene]-4-oxo-selenazolidin-(2E)-ylidene]-acetamide 
• 1504-53-6 3-bromo-3-phenyl-2-propenol 
• 3463-27-2 1-methyl-5-phenyl-1H-pyrazole 
• 99048-34-7 (Z)-3-phenyl-5-(trimethylsilyl)pent-2-en-4-ynal 
• 90844-91-0 β-bromo-cis-cinnamaldehyde-semicarbazone 
• 6831-89-6 1,5-diphenyl-1H-pyrazole 
• 57200-23-4 3-phenyl-2(5H)-furanone 
• 877474-39-0 (Z)-2-(3-oxo-1-phenylprop-1-en-1-yl)benzaldehyde 
• 1628918-22-8 (Z)-5-(4-methoxyphenyl)-3-phenylpent-2-en-4-ynal 
• 877474-33-4 (2Z,4Z)-3,4-Diphenyl-hexa-2,4-dienedial 
• 605-03-8 4-phenylquinoline 
• 905565-86-8 ((Z)-1-Bromo-4-methyl-penta-1,3-dienyl)-benzene 

Relevant articles and documents

Conceptual approach to the synthesis of symmetrical 1,3-diynes from β-bromo vinyl carboxylic acids

Abstract: A conceptual route has been developed for the synthesis of 1,3-diyne from β-bromo vinyl carboxylic acids. The reaction of the β-bromo vinyl carboxylic acid with palladium catalyst is conceptually similar to the decomposition of 2-diazoniumbenzoic acid to benzyne. In the presence of palladium catalyst, the β-bromo vinyl carboxylic acid undergoes a fragmentation to generate terminal alkyne. The terminal alkyne undergoes dimerisation in the presence of palladium catalysts to produce the product 1,3-diyne. Graphic abstract: A conceptual route has been developed for the synthesis of 1,3-diyne from β-bromo vinyl carboxylic acids. To the best of our knowledge, we are the first ones reporting the synthesis of 1,3-diyne in a catalytic way without the requirement of any prefunctionalized alkyne unit(s).[Figure not available: see fulltext.]

A Strategy To Obtain o-Naphthoquinone Methides: Ag(I)-Catalyzed Cyclization of Enynones for the Synthesis of Benzo[ h]chromanes and Naphthopyryliums

A new strategy to obtain o-NQM intermediates through a ring-formation strategy by Ag(I)-catalyzed cyclization of 2-alkenylphenyl alkynyl ketones and its [4 + 2] annulations with styrenes has been developed. This reaction features high efficiency, mild reaction conditions, as well as flexible substitutions and atom economy. The obtained benzo[h]chromane products were further oxidized to naphthopyryliums, which displayed tunable photophysical properties.

Atroposelective Arene Formation by Carbene-Catalyzed Formal [4+2] Cycloaddition

Atroposelective arene formation is an efficient method to build axially chiral molecules with multi-substituted arenes. Reported here is an organocatalyzed atroposelective arene formation reaction by an N-heterocyclic carbene (NHC) catalyzed formal [4+2] cycloaddition of conjugated dienals and α-aryl ketones. This study expands the synthetic potential of NHC organocatalysis and provides a competitive pathway for the synthesis of axially chiral ligands, catalysts, and other functional molecules.