2-Chloro-4-nitrobenzene-1-sulfonyl chloride

Name: 2-Chloro-4-nitrobenzene-1-sulfonyl chloride
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CAS No. 20201-03-0
Cat. No. CS-W005795
Purity≥97%
MDL No.MFCD03954008

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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+
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2-Chloro-4-nitrobenzene-1-sulfonyl chloride|CS-W005795

Structure of 20201-03-0

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General Information

CAS No. 20201-03-0
Cat. No. CS-W005795
Purity ≥97%
MDL No. MFCD03954008
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃Cl₂NO₄S
Molecular Weight 256.06
Synonym(s) 2-CHLORO-4-NITRO-BENZENESULFONYL CHLORIDE
SMILES O=S(C1=CC=C([N+]([O-])=O)C=C1Cl)(Cl)=O

Description

2-Chloro-4-nitrobenzene-1-sulfonyl chloride features a reactive sulfonyl chloride group flanked by electron-withdrawing chlorine and nitro substituents, enabling efficient coupling in synthetic transformations. This bench-stable reagent integrates readily into aromatic sulfonamide architectures under mild conditions, offering high functional group tolerance and predictable regiochemistry for advanced organic synthesis.

Application

2-Chloro-4-nitrobenzene-1-sulfonyl chloride serves as a versatile sulfonylating agent in synthetic organic chemistry, enabling efficient introduction of sulfonamide functionalities under mild conditions. Its reactivity is enhanced by the electron-withdrawing nitro group and the labile chloride, facilitating nucleophilic substitution with amines and alcohols. The compound exhibits good bench stability and compatibility with diverse functional groups, making it well-suited for the construction of sulfonamide-based building blocks in medicinal chemistry and agrochemical research.

Synthesis

Route1
- 121-87-9
- ~%
- In-stock
  
  20201-03-0
References
- Journal of Organic Chemistry USSR (English Translation), , vol. 4, p. 478 - 481 Zhurnal Organicheskoi Khimii, , vol. 4, # 3 p. 490 - 493

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS06
Signal Word : Danger	UN#: 2928
Class : 6.1,8	Packing Group : Ⅱ
Hazard Statements : H301+H311+H331-H314
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P330+P331-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P330-P361+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 77.28
LogP 2.1757
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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2-Chloro-4-nitrobenzene-1-sulfonyl chloride

CAS No. 20201-03-0

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