3-Chloro-2-nitrobenzonitrile

Name: 3-Chloro-2-nitrobenzonitrile
Brand: ChemScene
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CAS No. 34662-28-7
Cat. No. CS-0042801
Purity≥96%
MDL No.MFCD15529744

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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+
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General Information

CAS No. 34662-28-7
Cat. No. CS-0042801
Purity ≥96%
MDL No. MFCD15529744
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃ClN₂O₂
Molecular Weight 182.56
Synonym(s) nitrochlorobenzonitrile
SMILES N#CC1=CC=CC(Cl)=C1[N+]([O-])=O

Description

3-Chloro-2-nitrobenzonitrile features a trifunctional aromatic core with electron-withdrawing chlorine, nitro, and nitrile groups positioned for orthogonal reactivity. This configuration enables selective coupling in cross-coupling and nucleophilic substitution cascades. The compound exhibits robust stability under standard conditions and integrates efficiently into complex molecular architectures.

Application

3-Chloro-2-nitrobenzonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of substituted heterocycles via cyclization or nucleophilic displacement. The ortho-chloro and nitro groups facilitate sequential functionalization, while the nitrile group offers direct access to amides or carboxylic acids. Bench-stable and compatible with standard coupling reactions, it functions reliably in multi-step synthetic sequences requiring high regiocontrol and functional group tolerance.

Synthesis

Route1
- 59772-47-3
- ~99%
- In-stock
  
  34662-28-7
References
- Shimojo, Masato; Taniguchi, Kana Patent: US2003/236260 A1, 2003 ; Location in patent: Page 116 ; US 20030236260 A1

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 66.93
LogP 2.11988
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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3-Chloro-2-nitrobenzonitrile

CAS No. 34662-28-7

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