2-Chloro-1-methylpyridin-1-ium 4-methylbenzenesulfonate

Name: 2-Chloro-1-methylpyridin-1-ium 4-methylbenzenesulfonate
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CAS No. 7403-46-5
Cat. No. CS-W009958
Purity≥98%
MDL No.MFCD00011985

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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-1-methylpyridin-1-ium 4-methylbenzenesulfonate|CS-W009958

Structure of 7403-46-5

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General Information

CAS No. 7403-46-5
Cat. No. CS-W009958
Purity ≥98%
MDL No. MFCD00011985
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₄ClNO₃S
Molecular Weight 299.77
Synonym(s) Chloromethylpyridiniumtoluenosulfonate
SMILES C[N+]1=CC=CC=C1Cl.O=S(C2=CC=C(C)C=C2)([O-])=O

Description

2-Chloro-1-methylpyridin-1-ium 4-methylbenzenesulfonate is a bench-stable, moisture-tolerant pyridinium salt that serves as an efficient electrophilic chlorinating agent. The para-methylsulfonyl group enhances solubility and stability, enabling smooth incorporation into synthetic sequences under mild conditions. This reagent streamlines the introduction of chlorine at nucleophilic sites with high selectivity.

Application

2-Chloro-1-methylpyridin-1-ium 4-methylbenzenesulfonate serves as a highly effective electrophilic chlorinating agent, enabling mild and selective introduction of chlorine into electron-rich aromatic systems. Its stability under ambient conditions and compatibility with diverse functional groups facilitate straightforward incorporation into complex molecule synthesis. The tosylate counterion enhances solubility in organic media, promoting efficient reaction kinetics and simplifying purification. This reagent functions reliably in standard bench-scale transformations, offering predictable reactivity for synthetic chemists seeking controlled halogenation.

Synthesis

Route1
- 109-09-1
- 80-48-8
- ~86%
- In-stock
  
  7403-46-5
References
- Rhodia Chimie; CNRS Patent: US2009/234151 A1, 2009 ; Location in patent: Page/Page column 7 ;

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 61.08
LogP 2.06362
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

General Reagents Ionic Liquids Pyridine Ionic Liquid

General Reagents Condensation Reaction & Active Esterification

General Reagents Organic General Reagents

Chemical Synthesis Specialty Synthesis Ionic Liquids Pyridinium Salts

Chemical Synthesis Synthetic Reagents Coupling Active Esters, Additives

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2-Chloro-1-methylpyridin-1-ium 4-methylbenzenesulfonate

CAS No. 7403-46-5

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