4-Bromo-2-methylbenzonitrile

Name: 4-Bromo-2-methylbenzonitrile
Brand: ChemScene
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CAS No. 67832-11-5
Cat. No. CS-W002196
Purity≥97%
MDL No.MFCD00041461

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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+
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Structure of 67832-11-5

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Description

4-Bromo-2-methylbenzonitrile is a halogenated aromatic nitrile featuring a bromine atom at the para position relative to the cyano group and a methyl substituent ortho to the nitrile. This electronic and steric profile enables efficient coupling in cross-coupling reactions, particularly Suzuki-Miyaura and Negishi transformations, under standard conditions. The molecule exhibits bench-stable handling characteristics and good solubility in common organic solvents, facilitating integration into multi-step synthesis workflows.

Application

4-Bromo-2-methylbenzonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its stable aryl bromide and nitrile functionalities. The ortho-methyl group enhances electronic modulation and provides steric control in subsequent transformations. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient access to substituted biaryls, heterocycles, and complex scaffolds in multi-step syntheses.

General Information

CAS No. 67832-11-5
Cat. No. CS-W002196
Purity ≥97%
MDL No. MFCD00041461
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrN
Molecular Weight 196.04
Synonym(s) 5-Bromo-2-cyanotoluene
SMILES N#Cc1ccc(cc1C)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-P330-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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4-Bromo-2-methylbenzonitrile

CAS No. 67832-11-5

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