99686-39-2

Basic information

• Product Name: 2-Propenal, 2-bromo-3-phenyl-, (E)-
• Synonyms: 2-Bromo-3-phenylpropenal;α-bromocinnamaldehyde;α-bromo-cis-cinnamaldehyde;α-Brom-cis-zimtaldehyd;(E)-2-Bromo-3-phenyl-propenal;(E)-2-bromo-3-phenylpropenal;(E)-2-bromo-3-phenylacrylaldehyde
• CAS NO: 99686-39-2
• Molecular Formula: C9H7BrO
• Molecular Weight: 211.058
• Mol File: 99686-39-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 70 - 71 °C (ethanol)
• Boiling Point: 304.4±30.0 °C(Predicted)
• Density: 1.499±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-Propenal, 2-bromo-3-phenyl-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenal, 2-bromo-3-phenyl-, (E)-(99686-39-2)
• EPA Substance Registry System: 2-Propenal, 2-bromo-3-phenyl-, (E)-(99686-39-2)

Safety Data

• Hazardous Substances Data: 99686-39-2(Hazardous Substances Data)

Upstream product

• 104-55-2 3-phenyl-propenal 
• 33603-90-6 (2Z)-2-bromo-3-phenyl-2-propenal 
• 14371-10-9 (E)-3-phenylpropenal 
• 66894-04-0 2,3-dibromo-3-phenyl propanal 

Downstream Products

• 91065-82-6 (E)-2-(1-bromo-2-phenylvinyl)-1,3-dioxolane 
• 4364-05-0 α-bromo-cis-cinnamaldehyde diethylacetal 
• 14371-10-9 (E)-3-phenylpropenal 
• 394655-11-9 (R)-2-phenyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine 

Relevant articles and documents

Stereodivergent synthesis of 2-alkynyl buta-1,3-dienes using Sonogashira coupling with controllable retention or inversion of olefin geometry

A stereodivergent approach to 2-alkynyl buta-1,3-dienes from a single stereoisomer of starting α-bromoenal has been developed. By simply switching the sequence of Sonogashira and Horner-Wadsworth-Emmons reactions, it is possible to obtain these branched d

Photochemical generation and structure of vinyl radicals

Photolysis of a series of E or Z stereoisomeric α-R-substituted bromostyrenes (R = CH3, F or CN) in methanol yields E and/ or Z stereoisomeric styrenes, which stem from the corresponding vinyl radicals. The results show that the α-Me vinyl radical is a rapidly equilibrating, bent structure, while the α-F vinyl radical is a stable bent species, in agreement with earlier thermal results. The α-CN vinyl radical is assigned as a rapidly inverting bent and not a linear species from the stereochemical results as a function of temperature. Stereochemical data for the α-C(H)=O system in diethyl ether indicate a stable bent vinyl radical as product forming species. The conclusions are supported by quantum chemical computations. Wiley-VCH Verlag GmbH & Co. KGaA.

Novel method for the synthesis of α-bromocinnamaldehydes

A novel method for the synthesis of α-bromocinnamaldehydes from aromatic aldehydes was developed. The catalytic olefination of hydrazones of aromatic aldehydes with 2-tribromomethyl-1,3-dioxolane affords ethylene acetals of the target products in yields f