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B57001 Sigma-Aldrich

2-Bromobenzaldehyde

98%

Synonym: 2-Formylbromobenzene

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Properties

Related Categories Aldehydes, Building Blocks, C7, Carbonyl Compounds, Chemical Synthesis,
InChI Key   NDOPHXWIAZIXPR-UHFFFAOYSA-N
assay   98%
refractive index   n20/D 1.595 (lit.)
bp   230 °C(lit.)
mp   16-19 °C (lit.)
density   1.585 g/mL at 25 °C (lit.)

Description

Application

Synthetic applications of 2-bromobenzaldehyde include:
• Synthesis of aza-fused polycyclic quinolines through copper-catalyzed cascade reaction.
• Preparation of 1-substituted indazoles by CuI-catalyzed coupling with N-aryl hydrazides.
• It is a key starting material in the total synthesis of an anticancer agent, (-)-taxol.
• Palladium/copper-catalyzed coupling and cyclization of terminal acetylenes derived from 2-bromobenzaldehyde and unsaturated imines can be used in the synthesis of wide range of isoquinolines, including decumbenine B.
• Fluoren-9-ones can be synthesized by annulation of arynes, generated in situ from 2-(trimethylsilyl)aryl triflates, with 2-bromobenzaldehyde in the presence of palladium(0) catalyst.
• It can also be used to build a variety of steroid frameworks, in which ring A is derived from 2-bromobenzaldehyde.

Packaging

10, 25 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Flash Point(F) 
203 °F
Flash Point(C) 
95 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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