3-Bromo-2-methylbenzonitrile

Name: 3-Bromo-2-methylbenzonitrile
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CAS No. 52780-15-1
Cat. No. CS-W004918
Purity≥98%
MDL No.MFCD09025665

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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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General Information

CAS No. 52780-15-1
Cat. No. CS-W004918
Purity ≥98%
MDL No. MFCD09025665
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 BrC1=CC=CC(=C1C)C#N

Description

3-Bromo-2-methylbenzonitrile features a bromine atom at the meta position relative to a nitrile group, with a methyl substituent ortho to the nitrile. This electron-deficient aromatic scaffold enables direct coupling in palladium-catalyzed cross-coupling reactions. The compound exhibits excellent stability under standard conditions and facilitates efficient functionalization in synthetic sequences requiring regiocontrolled aryl halide intermediates.

Application

3-Bromo-2-methylbenzonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined electrophilic bromine site. The nitrile group provides a handle for selective transformations, while the methyl substituent enhances regioselectivity in subsequent functionalizations. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient access to complex heterocyclic scaffolds and drug-like molecules.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H302-H312-H315-H319-H331-H335
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 23.79
LogP 2.6292
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-2-methylbenzonitrile

CAS No. 52780-15-1

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