3-Bromo-5-methylbenzaldehyde

Name: 3-Bromo-5-methylbenzaldehyde
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CAS No. 188813-04-9
Cat. No. CS-W005073
Purity≥95%
MDL No.MFCD09836680

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Structure of 188813-04-9

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General Information

CAS No. 188813-04-9
Cat. No. CS-W005073
Purity ≥95%
MDL No. MFCD09836680
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrO
Molecular Weight 199.05
Synonym(s) Benzaldehyde,3-bromo-5-methyl
SMILES O=CC1=CC(C)=CC(Br)=C1

Description

3-Bromo-5-methylbenzaldehyde features a bromine atom at the meta position relative to the aldehyde, paired with a methyl group at the para position on the aromatic ring. This electron-deficient aryl scaffold enables direct coupling in cross-coupling reactions and serves as a key intermediate in pharmaceutical and agrochemical synthesis.

Application

3-Bromo-5-methylbenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions and functionalization of aromatic scaffolds. Its ortho-brominated aldehyde functionality offers high reactivity in Suzuki, Stille, and Negishi couplings, while the methyl group provides mild steric and electronic modulation. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry lead optimization and process-scale synthesis.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H332-H335
Precautionary Statements : P261-P264-P280

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Computational Chemistry Data

TPSA 17.07
LogP 2.57002
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-5-methylbenzaldehyde

CAS No. 188813-04-9

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