2-Chloro-5-hydroxybenzonitrile

Name: 2-Chloro-5-hydroxybenzonitrile
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CAS No. 188774-56-3
Cat. No. CS-0097938
Purity≥95%
MDL No.MFCD09743462

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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-Chloro-5-hydroxybenzonitrile|CS-0097938

Structure of 188774-56-3

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General Information

CAS No. 188774-56-3
Cat. No. CS-0097938
Purity ≥95%
MDL No. MFCD09743462
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄ClNO
Molecular Weight 153.57
Synonym(s) 4-Chloro-3-cyanophenol
SMILES N#CC1=CC(O)=CC=C1Cl

Description

2-Chloro-5-hydroxybenzonitrile features a hydroxyl group flanked by chlorine and nitrile substituents on a benzene ring, enabling dual functionalization in synthetic sequences. This electron-deficient scaffold supports efficient coupling reactions and offers enhanced solubility compared to non-hydroxylated analogs. The molecule’s stability under standard conditions facilitates use in multi-step synthesis, particularly for heterocyclic systems and pharmaceutical intermediates.

Application

2-Chloro-5-hydroxybenzonitrile serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the phenolic hydroxyl and nitrile groups. Its ortho-chloro substituent facilitates subsequent cross-coupling reactions, while the hydroxyl group offers opportunities for derivatization or metal complexation. The compound exhibits good bench stability and compatibility with standard purification methods, making it suitable for iterative synthesis workflows in API development.

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-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 44.02
LogP 1.91728
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Chloro-5-hydroxybenzonitrile

CAS No. 188774-56-3

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