4-Bromo-3-methoxybenzonitrile

Name: 4-Bromo-3-methoxybenzonitrile
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CAS No. 120315-65-3
Cat. No. CS-W003641
Purity≥98%
MDL No.MFCD09753723

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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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4-Bromo-3-methoxybenzonitrile|CS-W003641

Structure of 120315-65-3

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General Information

CAS No. 120315-65-3
Cat. No. CS-W003641
Purity ≥98%
MDL No. MFCD09753723
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrNO
Molecular Weight 212.04
Synonym(s) 2-Methoxy-4-Cyano-Bromobenzene
SMILES COc1cc(C#N)ccc1Br

Description

4-Bromo-3-methoxybenzonitrile offers a strategic trifunctional scaffold featuring bromine, methoxy, and nitrile groups in a precise ortho-relationship. This configuration enables seamless integration into cross-coupling cascades and diversification workflows. The electron-withdrawing nitrile enhances reactivity in nucleophilic substitution processes, while the methoxy group provides steric and electronic modulation. Bench-stable under standard conditions, this compound facilitates efficient access to complex aromatic architectures in medicinal chemistry and materials science applications.

Application

4-Bromo-3-methoxybenzonitrile serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine and nitrile functionalities. The methoxy group provides moderate electron donation and enhances solubility, while the nitrile offers a handle for downstream transformations such as hydrolysis or reductive amination. Its bench-stable nature and compatibility with standard reaction conditions make it suitable for scalable synthesis of heterocyclic scaffolds and functionalized aryl derivatives.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 33.02
LogP 2.32938
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-3-methoxybenzonitrile

CAS No. 120315-65-3

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