1-Chloro-4-(S-methylsulfonimidoyl)benzene

Name: 1-Chloro-4-(S-methylsulfonimidoyl)benzene
Brand: ChemScene
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CAS No. 22132-99-6
Cat. No. CS-0437027
Purity≥96%
MDL No.None

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Excepted Quantity	$0.00
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1-Chloro-4-(S-methylsulfonimidoyl)benzene|CS-0437027

Structure of 22132-99-6

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General Information

CAS No. 22132-99-6
Cat. No. CS-0437027
Purity ≥96%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈ClNOS
Molecular Weight 189.66
Synonym(s) S-METHYL-S-(4-CHLOROPHENYL) SULFOXIMINE
SMILES O=S(C)(C1=CC=C(Cl)C=C1)=N

Description

1-Chloro-4-(S-methylsulfonimidoyl)benzene features a chlorine atom and a sulfonimidoyl group positioned para to each other on a benzene ring, enabling selective coupling reactions. The S-methylsulfonimidoyl moiety offers enhanced stability and tunable reactivity in cross-coupling transformations. This compound serves as a valuable building block for synthesizing functionalized aromatic systems in medicinal chemistry and materials science.

Application

1-Chloro-4-(S-methylsulfonimidoyl)benzene serves as a versatile building block for the synthesis of sulfonamide-containing heterocycles and functionalized aryl scaffolds. The chloro group enables palladium-catalyzed cross-coupling reactions, while the S-methylsulfonimidoyl moiety provides a stable, electron-withdrawing handle compatible with diverse reaction conditions. This compound exhibits excellent bench stability and facilitates efficient purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  934-73-6
- ~%
- In-stock
  
  22132-99-6
References
- Wang, Long; Priebbenow, Daniel L.; Dong, Wanrong; Bolm, Carsten Organic Letters, 2014 , vol. 16, # 10 p. 2661 - 2663
Route2
- 106-54-7
- ~%
- In-stock
  
  22132-99-6
References
- Hendriks, Christine M. M.; Lamers, Philip; Engel, Julien; Bolm, Carsten Advanced Synthesis and Catalysis, 2013 , vol. 355, # 17 p. 3363 - 3368
Route3
- In-stock
  
  123-09-1
- ~%
- In-stock
  
  22132-99-6
References
- Hendriks, Christine M. M.; Lamers, Philip; Engel, Julien; Bolm, Carsten Advanced Synthesis and Catalysis, 2013 , vol. 355, # 17 p. 3363 - 3368

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 40.92
LogP 2.37547
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Sulfoxide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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1-Chloro-4-(S-methylsulfonimidoyl)benzene

CAS No. 22132-99-6

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