2-Chloro-3-cyanobenzaldehyde

Name: 2-Chloro-3-cyanobenzaldehyde
Brand: ChemScene
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CAS No. 165187-24-6
Cat. No. CS-W021636
Purity≥97%
MDL No.MFCD08460147

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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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General Information

CAS No. 165187-24-6
Cat. No. CS-W021636
Purity ≥97%
MDL No. MFCD08460147
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄ClNO
Molecular Weight 165.58
Synonym(s) 2-chloro-3-formylbenzonitrile
SMILES O=CC1=CC=CC(C#N)=C1Cl

Description

2-Chloro-3-cyanobenzaldehyde features a trifunctional scaffold integrating electron-withdrawing chlorine, nitrile, and aldehyde groups. This combination enables direct coupling in cross-coupling reactions and facilitates downstream derivatization in synthetic pathways. The molecule exhibits enhanced reactivity under standard conditions while maintaining bench-stable handling characteristics.

Application

2-Chloro-3-cyanobenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles, quinolines, and other heterocyclic scaffolds. The aldehyde functionality facilitates nucleophilic additions and condensation reactions, while the ortho-chloro and meta-cyano groups offer orthogonal reactivity for further functionalization. Its bench-stable nature and compatibility with standard coupling protocols make it well-suited for multi-step syntheses.

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 40.86
LogP 2.02418
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Chloro-3-cyanobenzaldehyde

CAS No. 165187-24-6

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