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2-Bromobenzaldehyde

ALDRICH/B57001 - 98%

Synonym: 2-Formylbromobenzene

CAS Number: 6630-33-7
Empirical Formula (Hill Notation): C7H5BrO
Molecular Weight: 185.02
EC Number: 229-622-2
MDL Number: MFCD00003300
Linear Formula: BrC6H4CHO
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-B57001-10G 10 g
$62.20
1/EA
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45-B57001-25G 25 g
$82.50
1/EA
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assay 98%
bp 230 °C (lit.)
density 1.585 g/mL at 25 °C (lit.)
form liquid
InChI 1S/C7H5BrO/c8-7-4-2-1-3-6(7)5-9/h1-5H
InChI key NDOPHXWIAZIXPR-UHFFFAOYSA-N
mp 16-19 °C (lit.)
Quality Level 100 
refractive index n20/D 1.595 (lit.)
SMILES string Brc1ccccc1C=O
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.

General description: 2-Bromobenzaldehyde is a versatile building block used in Suzuki-Miyaura and Buchwald-Hartwig reactions, cross-coupling reactions to form carbon-carbon or carbon-heteroatom bonds
Packaging: 10, 25 g in glass bottle
Purity 98%
bp 230 °C (lit.)
mp 16-19 °C (lit.)
Density 1.585 g/mL at 25 °C (lit.)
Refractive Index n20/D 1.595 (lit.)
UNSPSC 12352100

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