2-(3-Bromo-5-methoxyphenyl)acetonitrile

Name: 2-(3-Bromo-5-methoxyphenyl)acetonitrile
Brand: ChemScene
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CAS No. 123018-27-9
Cat. No. CS-0133928
Purity≥96%
MDL No.MFCD18391933

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2-(3-Bromo-5-methoxyphenyl)acetonitrile|CS-0133928

Structure of 123018-27-9

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Description

2-(3-Bromo-5-methoxyphenyl)acetonitrile features a brominated aromatic ring with a methoxy substituent at the para position relative to the acetonitrile-bearing side chain. This electron-deficient aryl moiety integrates readily into cross-coupling reactions, enabling efficient construction of complex biaryl architectures under standard conditions.

Application

2-(3-Bromo-5-methoxyphenyl)acetonitrile serves as a versatile building block for Suzuki-Miyaura and Negishi coupling reactions, enabling efficient construction of biaryl architectures. The nitrile group offers orthogonal reactivity for downstream functionalization, while the bromo and methoxy substituents provide complementary handles for sequential transformations. Bench-stable and readily purified by silica gel chromatography, it facilitates scalable synthesis of complex pharmaceutical intermediates and heterocyclic scaffolds.

General Information

CAS No. 123018-27-9
Cat. No. CS-0133928
Purity ≥96%
MDL No. MFCD18391933
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrNO
Molecular Weight 226.07
Synonym(s) (3-Bromo-5-methoxy-phenyl)-acetonitrile
SMILES N#CCC1=CC(OC)=CC(Br)=C1

Computational Chemistry Data

TPSA 33.02
LogP 2.52378
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

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-(3-Bromo-5-methoxyphenyl)acetonitrile

CAS No. 123018-27-9

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