3-Methyl-1,2-oxathiolane 2,2-dioxide

Base Information

• Chemical Name: 3-Methyl-1,2-oxathiolane 2,2-dioxide
• CAS No.: 1121-03-5
• Molecular Formula: C4H8O3S
• Molecular Weight: 136.172
• Hs Code.: 2934991000
• European Community (EC) Number: 214-325-2
• DSSTox Substance ID: DTXSID00883653
• Nikkaji Number: J52.330E,J203.353D
• Mol file: 1121-03-5.mol

Synonyms:2,4-Butanesultone;1121-03-5;3-Methyl-1,2-oxathiolane 2,2-dioxide;3-methyloxathiolane 2,2-dioxide;4-Hydroxy-2-butanesulfonic acid gamma-sultone;1,2-Oxathiolane, 3-methyl-, 2,2-dioxide;3-Methyl-1,2-oxathiolane2,2-dioxide;BRN 0110592;2,4-butane sultone;EINECS 214-325-2;2-Butanesulfonic acid, 4-hydroxy-, gamma-sultone;1-Methyl-1,3-propanesultone;2,4-Butansulton;SCHEMBL353546;DTXSID00883653;MFCD01941639;AKOS006279365;LS-99709;B3882;CS-0109864;FT-0652311;D76949;3-METHYL-1,2??-OXATHIOLANE-2,2-DIONE;A802486;1-METHYL-1H-1,2,3-BENZOTRIAZOLE-5-CARBONYLCHLORIDE

Chemical Property of 3-Methyl-1,2-oxathiolane 2,2-dioxide

Chemical Property:

• Vapor Pressure: 0.00631mmHg at 25°C
• Melting Point: -14 °C
• Refractive Index: 1.458
• Boiling Point: 280.8 °C at 760 mmHg
• Flash Point: 123.6 °C
• PSA: 51.75000
• Density: 1.28g/cm³
• LogP: 1.20580
• Storage Temp.: 0-10°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 136.01941529
• Heavy Atom Count: 8
• Complexity: 164

Purity/Quality:

98% ^*data from raw suppliers

2,4-Butanesultone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCOS1(=O)=O
• Uses: 2,4-Butanesultone is used in preparation of Me oxatiolane dioxide.

Technology Process of 3-Methyl-1,2-oxathiolane 2,2-dioxide

There total 9 articles about 3-Methyl-1,2-oxathiolane 2,2-dioxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.18%

1,3-propanesultone (1120-71-4) + dimethyl sulfate (77-78-1) → 3-methyloxathiolane 2,2-dioxide (1121-03-5)

Guidance literature:

1,3-propanesultone; In N,N-dimethyl-formamide; at 20 ℃; for 0.75h; Inert atmosphere;

With sodium hydride; In N,N-dimethyl-formamide; at 40 ℃; for 1h; Inert atmosphere;

dimethyl sulfate; In N,N-dimethyl-formamide; at 60 ℃; Inert atmosphere;

Reference yield: 64.4%

1,3-propanesultone (1120-71-4) + methyl iodide (74-88-4) → 3-methyloxathiolane 2,2-dioxide (1121-03-5)

Guidance literature:

1,3-propanesultone; In toluene; at 20 ℃; for 1h; Inert atmosphere;

With sodium hydride; In toluene; at 40 - 50 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In toluene; at 60 ℃; Solvent; Temperature; Inert atmosphere;

Reference yield:

2-hydroxy-3-butene (598-32-3) → 3-methyloxathiolane 2,2-dioxide (1121-03-5)

Guidance literature:

2-hydroxy-3-butene; With tert.-butylhydroperoxide; ammonium hydroxide; sodium hydrogensulfite; In water; at 40 - 50 ℃;

With hydrogenchloride; In water; at 45 - 60 ℃; Reagent/catalyst; Temperature;

upstream raw materials:

n-Butyl chloride

1,3-propanesultone

methyl bromide

butan-1-ol

Downstream raw materials:

5-methyl-2-(3-nitro-phenyl)-isothiazolidine 1,1-dioxide

Refernces

• 1、 -. "1, 3-propane sultone methyl fluoro derivative as well as preparation method and application thereof". Paragraph 0022-0030. . Retrieved 2021/09/26.
• 2、 Smith, Michael B.,Wolinsky, Joseph. "Lithium aluminum hydride-aluminum hydride reduction of sultones". . p. 101 - 106. Retrieved 2007/10/02.