6935-75-7

Basic information

• Product Name: 1,3-Diphenyl-2-bromo-2-propene-1-one
• Synonyms: 1,3-Diphenyl-2-bromo-2-propene-1-one;2-Bromo-1,3-diphenyl-2-propen-1-one;α-Bromochalcone
• CAS NO: 6935-75-7
• Molecular Formula: C₁₅H₁₁BrO
• Molecular Weight: 287.15
• Mol File: 6935-75-7.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 386.5°C at 760 mmHg
• Flash Point: 71.3°C
• Appearance: /
• Density: 1.415g/cm³
• Vapor Pressure: 3.51E-06mmHg at 25°C
• Refractive Index: 1.657
• CAS DataBase Reference: 1,3-Diphenyl-2-bromo-2-propene-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Diphenyl-2-bromo-2-propene-1-one(6935-75-7)
• EPA Substance Registry System: 1,3-Diphenyl-2-bromo-2-propene-1-one(6935-75-7)

Safety Data

• Hazardous Substances Data: 6935-75-7(Hazardous Substances Data)

Usage

Appearance

Bright yellow crystalline solid

Uses

Sunscreen ingredient
Flavoring agent
Fragrance enhancer

Synthesis method

Base-catalyzed aldol condensation of benzaldehyde with acetone, followed by bromination of the double bond

Additional applications

Production of pharmaceuticals
Building block in organic synthesis

Biological and pharmacological activities

Anti-inflammatory properties
Antioxidant properties
Antimicrobial effects
Anticancer effects

InChI:InChI=1/C15H11BrO/c16-14(11-12-7-3-1-4-8-12)15(17)13-9-5-2-6-10-13/h1-11H

Upstream product

• 87668-34-6 2,2-dibromo-3-methoxy-1,3-diphenylpropanone 
• 90399-66-9 2-bromo-3-methoxy-1,3-diphenylpropan-2-one 
• 94-41-7 benzalacetophenone 
• 611-91-6 2,3-dibromo-1,3-diphenylpropane-1-one 
• 22252-18-2 Acetic acid (1R,2S)-2-bromo-3-oxo-1,3-diphenyl-propyl ester 
• 22252-18-2 erythro-2-Brom-3-acetoxy-1,3-diphenyl-propanon-⁽¹⁾ 
• 611-91-6 rac-(S,S)-2,3-dibromo-1,3-diphenylpropan-1-one 
• 611-91-6 trans-2,3-dibromo-1,3-diphenylpropan-1-one 
• 7020-20-4 α,β-bibromo-chalcone 
• 127-08-2 potassium acetate 
• 64-17-5 ethanol 

Downstream Products

• 1907-69-3 (Z)-3-ethoxy-1,3-diphenylprop-2-en-1-one 
• 94-41-7 benzalacetophenone 
• 1907-69-3 3-ethoxy-1,3-diphenylprop-2-en-1-one 
• 107924-46-9 β-propoxy-chalcone 
• 55337-46-7 β-butoxy-chalcone 
• 90399-66-9 2-bromo-3-methoxy-1,3-diphenylpropan-2-one 
• 1145-01-3 3,5-Diphenylpyrazole 
• 408339-45-7 3-ethoxy-2-bromo-1,3-diphenyl-propan-1-one 
• 107924-45-8 β-isopropoxy-chalcone 
• 106552-33-4 2-bromo-1,3,3-triphenyl-1-propanone 
• 2039-49-8 3,5-diphehylisoxazole 
• 588-73-8 (Z)-β-bromostyrene 
• 103-64-0 bromostyrene 
• 611-91-6 2,3-dibromo-1,3-diphenylpropane-1-one 

Relevant articles and documents

Rapid assembly of 3-azidomethylfurans from 2-(1-alkynyl)-2-alken-1-ones enabled by silver catalysis

A rapid access to useful 3-azidomethylfurans is developed via Ag(I)-catalyzed cascade annulation/azidation of 2-(1-alkynyl)-2-alken-1-ones. The salient features of the protocol include mild reaction conditions, high efficiency, broad substrate scope, and

Gold(I)-Catalyzed Reactions between 2-(1-Alkynyl)-2-alken-1-ones and Vinyldiazo Ketones for Divergent Synthesis of Nonsymmetric Heteroaryl-Substituted Triarylmethanes: N-versus C-Attack Paths

Gold-catalyzed synthesis of nonsymmetrical heteroaryl-substituted triarylmethanes using 2-(1-alkynyl)-2-alken-1-ones and vinyldiazo ketones is described. In this catalytic sequence, vinyldiazo ketones attack gold-containing 3-furylbenzyl cations to form the observed C(1)-addition products. We also note that vinyldiazo ketones can be thermally cyclized to yield pyrazole derivatives, which can react with 3-furylbenzyl cations to afford pyrazole-containing triarylmethanes, corresponding to a N(5)-addition path.

Sc(OTf)3-Catalyzed Diastereoselective Formal [3+2] Cycloaddition Reactions of Alkynylcyclopropane Ketones with Electron-Rich Aromatic Aldehydes to Yield 2,5-trans-Tetrahydrofurans

In contast to the general [4+2] cycloaddition reactions of alkynylcyclopropane ketones reported in the literature, we report herein a Sc(OTf)3-catalyzed formal intermolecular [3+2] cycloaddition reaction of alkynylcyclopropane ketones with elec