3-Bromo-2-methylbenzaldehyde

Name: 3-Bromo-2-methylbenzaldehyde
Brand: ChemScene
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CAS No. 83647-40-9
Cat. No. CS-0035195
Purity≥95%
MDL No.MFCD11847533

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 83647-40-9

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Description

3-Bromo-2-methylbenzaldehyde features a bromine atom ortho to the aldehyde group and a methyl substituent at the adjacent position, creating a sterically hindered, electron-deficient aromatic ring. This configuration enhances reactivity in transition-metal-catalyzed couplings and enables direct functionalization at the aldehyde site under mild conditions. The compound exhibits bench-stable handling characteristics and integrates efficiently into complex molecular architectures.

Application

3-Bromo-2-methylbenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the ortho and meta positions relative to the aldehyde. Its compatibility with Suzuki, Stille, and Negishi cross-coupling reactions facilitates efficient construction of complex aryl scaffolds. The bromine and methyl groups provide orthogonal reactivity for sequential transformations, while the aldehyde functions as a key handle for imine formation, reductive amination, or heterocycle synthesis. Bench-stable and readily purified by recrystallization, it supports scalable synthesis in medicinal chemistry and materials development.

General Information

CAS No. 83647-40-9
Cat. No. CS-0035195
Purity ≥95%
MDL No. MFCD11847533
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrO
Molecular Weight 199.04
Synonym(s) 3-BROMO-2-METHYL-BENZALDEHYDE
SMILES O=CC1=CC=CC(Br)=C1C

Computational Chemistry Data

TPSA 17.07
LogP 2.57002
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-2-methylbenzaldehyde

CAS No. 83647-40-9

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