2,3-Dichloro-4-nitroaniline

Name: 2,3-Dichloro-4-nitroaniline
Brand: ChemScene
Availability: InStock
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CAS No. 69951-03-7
Cat. No. CS-0097744
Purity≥98%
MDL No.MFCD11226295

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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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Structure of 69951-03-7

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General Information

CAS No. 69951-03-7
Cat. No. CS-0097744
Purity ≥98%
MDL No. MFCD11226295
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄Cl₂N₂O₂
Molecular Weight 207.01
Synonym(s) 2-Fluoro-3-methoxyphenylboronicacidBrassfoil
SMILES NC1=CC=C([N+]([O-])=O)C(Cl)=C1Cl

Description

2,3-Dichloro-4-nitroaniline features a chlorinated aromatic scaffold with complementary electron-withdrawing nitro and chlorine substituents, enabling precise tuning of reactivity in heterocyclic synthesis. This bench-stable derivative integrates readily into advanced intermediates for pharmaceutical and agrochemical applications.

Application

2,3-Dichloro-4-nitroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling the construction of heterocyclic scaffolds via standard coupling and cyclization protocols. Its dual chloro substituents facilitate nucleophilic aromatic substitution, while the nitro group offers a handle for reduction to an amine or further functionalization. Bench-stable and compatible with common purification methods, it functions reliably in multi-step syntheses requiring selective reactivity and robustness under standard reaction conditions.

Synthesis

Route1
- 261764-91-4
- ~88%
- In-stock
  
  69951-03-7
References
- Sanna, Paolo; Carta, Antonio; Paglietti, Giuseppe Heterocycles, 2000 , vol. 53, # 2 p. 423 - 432
Route2
- In-stock
  
  23068-36-2
- ~53%
- In-stock
  
  65078-77-5
- In-stock
  
  69951-03-7
References
- Carta, Antonio; Loriga, Mario; Paglietti, Giuseppe; Ferrone, Marco; Fermeglia, Maurizio; Pricl, Sabrina; Sanna, Tiziana; Ibba, Cristina; La Colla, Paolo; Loddo, Roberta Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 5 p. 1914 - 1927
Route3
- In-stock
  
  23068-36-2
- ~3%
- In-stock
  
  65078-77-5
- In-stock
  
  69951-03-7
- 65078-76-4
- 261764-91-4
References
- Sanna, Paolo; Carta, Antonio; Paglietti, Giuseppe Heterocycles, 2000 , vol. 53, # 2 p. 423 - 432

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

Quality Control

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Computational Chemistry Data

TPSA 69.16
LogP 2.4838
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2,3-Dichloro-4-nitroaniline

CAS No. 69951-03-7

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