2-Bromo-3-methylbenzonitrile

Name: 2-Bromo-3-methylbenzonitrile
Brand: ChemScene
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CAS No. 263159-64-4
Cat. No. CS-0153708
Purity≥98%
MDL No.MFCD09025664

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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 263159-64-4

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Description

2-Bromo-3-methylbenzonitrile features a strategically positioned bromine atom and nitrile group on a methyl-substituted benzene ring, enabling direct functionalization in cross-coupling reactions. The electron-withdrawing nitrile enhances reactivity at the ortho-brominated site, while the methyl group provides steric and electronic modulation. This compound serves as a key building block for pharmaceutical intermediates and advanced organic materials, offering reliable performance under standard coupling conditions.

Application

2-Bromo-3-methylbenzonitrile serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki and Stille couplings. The nitrile group offers high functional group tolerance and facilitates downstream transformations including hydrolysis to carboxylic acids or reduction to primary amines. Bench-stable and readily purified by column chromatography, it functions efficiently in the construction of substituted heterocycles and biaryl scaffolds relevant to medicinal chemistry and materials science.

General Information

CAS No. 263159-64-4
Cat. No. CS-0153708
Purity ≥98%
MDL No. MFCD09025664
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrN
Molecular Weight 196.04
Synonym(s) None
SMILES CC1=C(C(=CC=C1)C#N)Br

Computational Chemistry Data

TPSA 23.79
LogP 2.6292
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

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
Precautionary Statements : P264-P270-P501

Quality Control

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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-3-methylbenzonitrile

CAS No. 263159-64-4

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