Thiophene, 2,5-dihydro-2-methyl-, 1,1-dioxide

Base Information

• Chemical Name: Thiophene, 2,5-dihydro-2-methyl-, 1,1-dioxide
• CAS No.: 6007-71-2
• Molecular Formula: C5H8O2S
• Molecular Weight: 132.183
• DSSTox Substance ID: DTXSID50975496
• Nikkaji Number: J718.184A
• Mol file: 6007-71-2.mol

Synonyms:6007-71-2;2-Methylsulfolene;2-methyl-2,5-dihydrothiophene 1,1-dioxide;THIOPHENE, 2,5-DIHYDRO-2-METHYL-, 1,1-DIOXIDE;2,5-Dihydro-2-methylthiophene 1,1-dioxide;2-Methylsulfol-3-ene;BRN 0110050;4-17-00-00153 (Beilstein Handbook Reference);methylsulfolene;SCHEMBL5074223;DTXSID50975496;STL454383;AKOS002275006;LS-153073;2,5-Dihydro-2-methyl-thiophene 1,1-dioxide;2-Methyl-2,5-dihydro-1H-1lambda~6~-thiophene-1,1-dione

Chemical Property of Thiophene, 2,5-dihydro-2-methyl-, 1,1-dioxide

Chemical Property:

• Vapor Pressure: 0.00499mmHg at 25°C
• Boiling Point: 284.9°Cat760mmHg
• Flash Point: 163.6°C
• PSA: 42.52000
• Density: 1.217g/cm³
• LogP: 1.44030
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 132.02450067
• Heavy Atom Count: 8
• Complexity: 195

Purity/Quality:

99%, ^*data from raw suppliers

2-METHYL-2,5-DIHYDROTHIOPHENE 1,1-DIOXIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C=CCS1(=O)=O

Technology Process of Thiophene, 2,5-dihydro-2-methyl-, 1,1-dioxide

There total 10 articles about Thiophene, 2,5-dihydro-2-methyl-, 1,1-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: 87.0%

3-bromo-2,3-dihydro-thiophene-1,1-dioxide (53336-42-8) → 2-methyl-2,5-dihydro-thiophene 1,1-dioxide (6007-71-2)

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1021/jo00391a042

Reference yield: 56.0%

3-Sulfolene (77-79-2) + methyl iodide (74-88-4) → 2,3-dihydrothiophene-1,1-dioxide (1192-16-1) + 2-methyl-2,5-dihydro-thiophene 1,1-dioxide (6007-71-2) + (3E)-4-methanesulfonylbuta-1,3-diene (80283-60-9)

Guidance literature:

With sodium hydride; Product distribution; Mechanism; Alkylation with various alkyliodides under various circumstances (DMF or DME, with/without AgNO₃);

Reference yield: 46.0%

3-Sulfolene (77-79-2) + methyl iodide (74-88-4) → 2-methyl-2,5-dihydro-thiophene 1,1-dioxide (6007-71-2)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane;

DOI:10.1246/cl.1983.1003

upstream raw materials:

1-methylbuta-1,3-diene

3-Sulfolene

methyl iodide

(+/-)-2,5-dihydro-2-(trimethylsilyl)thiophene 1,1-dioxide

Downstream raw materials:

perfluoromethylbutane sulfonylfluoride

perfluoro-n-pentane sulfonylfluoride

2-methyl-4,5-dihydrothiophene 1,1-dioxide

2-pentene

Refernces

• 1、 Tso, Hsi-Hwa,Chou, Ta-shue,Lee, Wen-Cherng. "Control of Regioselectivity in the Alkylation of 2-Trimethylsilyl-2,5-dihydrothiophene 1,1-Dioxide. A Route for 2,2-Dialkylation". . p. 934 - 935. Retrieved 2007/10/02.
• 2、 Yamada, Sachiko,Ohsawa, Hideto,Suzuki, Takayoshi,Takayama, Hiroaki. "Stereoselective Synthesis of (E)-, (E,Z)-, and (E,E)-Conjugated Dienes via Alkylation of 3-Sulfolenes as the Key Step". . p. 4934 - 4940. Retrieved 2007/10/02.