2-Bromo-5-methoxybenzonitrile

Name: 2-Bromo-5-methoxybenzonitrile
Brand: ChemScene
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CAS No. 138642-47-4
Cat. No. CS-0081879
Purity≥95%
MDL No.MFCD01861260

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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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2-Bromo-5-methoxybenzonitrile|CS-0081879

Structure of 138642-47-4

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Description

2-Bromo-5-methoxybenzonitrile features a bromine atom at the ortho position relative to the nitrile group and a methoxy substituent at the para position, creating a uniquely activated aromatic scaffold. This electronic profile enables efficient coupling in cross-coupling reactions, particularly under palladium catalysis. The molecule exhibits bench-stable handling characteristics and compatibility with diverse reaction conditions.

Application

2-Bromo-5-methoxybenzonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined halogen and nitrile functionalities. The methoxy group provides moderate electron-donating character and enhances solubility, while the nitrile offers a handle for downstream transformations such as amidation or hydrolysis. Its bench-stable nature and compatibility with standard synthetic protocols make it ideal for constructing complex heterocyclic scaffolds and functionalized aromatic systems.

General Information

CAS No. 138642-47-4
Cat. No. CS-0081879
Purity ≥95%
MDL No. MFCD01861260
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrNO
Molecular Weight 212.04
Synonym(s) benzonitrile, 2-bromo-5-methoxy-
SMILES N#CC1=CC(OC)=CC=C1Br

Computational Chemistry Data

TPSA 33.02
LogP 2.32938
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

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-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-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-5-methoxybenzonitrile

CAS No. 138642-47-4

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