22063-28-1

Basic information

• Product Name: dimethyl methanedisulfonate
• Synonyms: Dimethyl methanedisulfonate; Methanedisulfonic acid, dimethyl ester
• CAS NO: 22063-28-1
• Molecular Formula: C₃H₈O₆S₂
• Molecular Weight: 204.222
• Mol File: 22063-28-1.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 428.3°C at 760 mmHg
• Flash Point: 212.8°C
• Density: 1.537g/cm³
• Vapor Pressure: 3.84E-07mmHg at 25°C
• Refractive Index: 1.469
• CAS DataBase Reference: dimethyl methanedisulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl methanedisulfonate(22063-28-1)
• EPA Substance Registry System: dimethyl methanedisulfonate(22063-28-1)

Safety Data

• Hazardous Substances Data: 22063-28-1(Hazardous Substances Data)

Usage

General Description

Dimethyl methanedisulfonate is a chemical compound with the formula C4H10O6S2. It is a colorless, water-soluble liquid that is commonly used in organic synthesis as a methylating agent. It is known to react with nucleophilic sites on nucleic acids, proteins, and other biomolecules, making it a potential mutagen and carcinogen. Dimethyl methanedisulfonate has also been studied for its potential as a chemotherapeutic agent due to its ability to induce apoptosis in cancer cells. However, its use is limited due to its toxic and reactive nature, as well as its potential for causing damage to genetic material and proteins.

Synthetic route

diazomethane (186581-53-3, 908094-01-9) + methanedisulfonic acid (503-40-2) → dimethyl methanedisulfonate (22063-28-1)

Conditions	Yield
With diethyl ether unter Kuehlung mit Eis-Kochsalz;

methyl iodide (74-88-4) + silver methionate → dimethyl methanedisulfonate (22063-28-1)

Conditions	Yield
With chloroform
With benzene

diazomethane (186581-53-3, 908094-01-9) + diethyl ether (60-29-7) + dimethyl methanedisulfonate (22063-28-1) → ethane-1,1-disulfonic acid dimethyl ester

diazomethane (186581-53-3, 908094-01-9) + dimethyl methanedisulfonate (22063-28-1) → ethane-1,1-disulfonic acid dimethyl ester

Conditions	Yield
With diethyl ether

dimethyl methanedisulfonate (22063-28-1) + ethanol (64-17-5) → diethyl ether (60-29-7) + methanedisulfonic acid (503-40-2)

dimethyl methanedisulfonate (22063-28-1) + methyl iodide (74-88-4) → ethane-1,1-disulfonic acid dimethyl ester

Conditions	Yield
With diethyl ether; potassium; benzene

dimethyl methanedisulfonate (22063-28-1) + methyl iodide (74-88-4) → ethane-1,1-disulfonic acid (179400-02-3)

Conditions	Yield
With potassium und Verseifen den erhaltenen Aethandisulfonsaeuredimethylester;

dimethyl methanedisulfonate (22063-28-1) + water (7732-18-5) → methanedisulfonic acid (503-40-2)

diethyl ether (60-29-7) + dimethyl methanedisulfonate (22063-28-1) + potassium → CHK(SO3CH3)2

dimethyl methanedisulfonate (22063-28-1) + benzene (71-43-2) + potassium → CHK(SO3CH3)2

dimethyl methanedisulfonate (22063-28-1) → C2H5O6S2(1-)*Li(1+)

Conditions	Yield
With lithium chloride In methanol at 5 - 50℃; for 1h; Inert atmosphere;	0.43 g

Upstream product

• 74-88-4 methyl iodide 
• 186581-53-3 diazomethane 
• 503-40-2 methanedisulfonic acid 

Downstream Products

• 503-40-2 methanedisulfonic acid 
• 60-29-7 diethyl ether