2,6-Dibromo-4-methylbenzaldehyde

Name: 2,6-Dibromo-4-methylbenzaldehyde
Brand: ChemScene
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CAS No. 88174-23-6
Cat. No. CS-0106376
Purity≥98%
MDL No.MFCD11040412

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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2,6-Dibromo-4-methylbenzaldehyde|CS-0106376

Structure of 88174-23-6

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Description

2,6-Dibromo-4-methylbenzaldehyde features a sterically hindered aromatic core with two bromine substituents flanking a methyl group and an aldehyde at the para position. This electron-deficient scaffold enables direct coupling in cross-coupling reactions and serves as a robust building block for functionalized heterocycles and advanced synthetic intermediates under standard conditions.

Application

2,6-Dibromo-4-methylbenzaldehyde serves as a valuable building block for the synthesis of substituted benzaldehydes and heterocyclic scaffolds. Its ortho-bromine substituents enable subsequent palladium-catalyzed cross-coupling reactions, while the aldehyde group facilitates condensation and derivatization. The methyl group provides steric and electronic modulation, enhancing stability and selectivity in functional group transformations. This compound is bench-stable and readily purified by recrystallization, making it well-suited for use in medicinal chemistry and materials science applications.

General Information

CAS No. 88174-23-6
Cat. No. CS-0106376
Purity ≥98%
MDL No. MFCD11040412
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆Br₂O
Molecular Weight 277.94
Synonym(s) Benzaldehyde,2,6-dibromo-4-methyl
SMILES O=CC1=C(Br)C=C(C)C=C1Br

Computational Chemistry Data

TPSA 17.07
LogP 3.33252
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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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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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2,6-Dibromo-4-methylbenzaldehyde

CAS No. 88174-23-6

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