2-Bromo-6-methylbenzaldehyde

Name: 2-Bromo-6-methylbenzaldehyde
Brand: ChemScene
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CAS No. 176504-70-4
Cat. No. CS-0061197
Purity≥97%
MDL No.None

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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 176504-70-4

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Description

2-Bromo-6-methylbenzaldehyde features a bromine atom at the ortho position relative to the aldehyde group and a methyl substituent at the para position, creating a sterically hindered, electron-deficient aromatic scaffold. This combination enhances reactivity in cross-coupling processes while maintaining bench-stable handling characteristics under standard conditions.

Application

2-Bromo-6-methylbenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct incorporation of bromo and methyl substituents ortho to the aldehyde functionality. Its stability under standard reaction conditions facilitates Suzuki-Miyaura, Negishi, and Stille couplings, while the aldehyde group permits facile transformations into imines, hydrazones, or reductive amination products. The molecule’s defined regiochemistry supports efficient downstream functionalization in multi-step syntheses.

General Information

CAS No. 176504-70-4
Cat. No. CS-0061197
Purity ≥97%
MDL No. None
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-formyltoluene, 6-Bromo-o-tolualdehyde
SMILES CC1=C(C=O)C(=CC=C1)Br

Computational Chemistry Data

TPSA 17.07
LogP 2.57002
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

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
Precautionary Statements : P264-P270-P330-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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2-Bromo-6-methylbenzaldehyde

CAS No. 176504-70-4

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