5-Bromo-2-hydroxybenzonitrile

Name: 5-Bromo-2-hydroxybenzonitrile
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CAS No. 40530-18-5
Cat. No. CS-W007609
Purity≥98%
MDL No.MFCD00143428

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5-Bromo-2-hydroxybenzonitrile|CS-W007609

Structure of 40530-18-5

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Description

5-Bromo-2-hydroxybenzonitrile features a bromine atom at the 5-position and a hydroxyl group at the 2-position, flanking a nitrile functionality on the aromatic ring. This arrangement imparts enhanced reactivity for transition-metal-catalyzed coupling processes. The compound exhibits bench-stable handling characteristics and serves as a key intermediate in the synthesis of bioactive heterocycles and functionalized dyes.

Application

5-Bromo-2-hydroxybenzonitrile serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the phenolic hydroxyl and nitrile groups. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the hydroxyl group allows for derivatization via etherification or esterification. The molecule exhibits good bench stability and is compatible with standard purification techniques, making it well-suited for use in the synthesis of heterocyclic scaffolds and API intermediates.

General Information

CAS No. 40530-18-5
Cat. No. CS-W007609
Purity ≥98%
MDL No. MFCD00143428
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrNO
Molecular Weight 198.02
Synonym(s) 4-Bromo-2-cyanophenol
SMILES N#CC1=CC(Br)=CC=C1O

Computational Chemistry Data

TPSA 44.02
LogP 2.02638
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Safety Information

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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

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Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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5-Bromo-2-hydroxybenzonitrile

CAS No. 40530-18-5

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