2,5-Dihydrothiophene

Base Information

• Chemical Name: 2,5-Dihydrothiophene
• CAS No.: 1708-32-3
• Molecular Formula: C4H6 S
• Molecular Weight: 86.1576
• Hs Code.: 2934999090
• Mol file: 1708-32-3.mol

Synonyms:2,5-Dihydrothiophene

Chemical Property of 2,5-Dihydrothiophene

Chemical Property:

• Vapor Pressure: 18.7mmHg at 25°C
• Melting Point: -49.3°C
• Refractive Index: 1.4800 (estimate)
• Boiling Point: 119.9°Cat760mmHg
• Flash Point: 23.5°C
• PSA: 25.30000
• Density: 1.057g/cm³
• LogP: 1.28940

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,5-Dihydrothiophene is mainly used in organic synthesis and pharmaceutical intermediates.

Technology Process of 2,5-Dihydrothiophene

There total 19 articles about 2,5-Dihydrothiophene 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: 100.0%

diallyl sulphide (592-88-1) → 2,5-dihydro-thiophene (1708-32-3) + ethene (74-85-1)

Guidance literature:

With tungsten; In octane; chlorobenzene; at 80 ℃; for 1h;

Reference yield: 97.8%

3-buten-1-yne (689-97-4) → 2,5-dihydro-thiophene (1708-32-3)

Guidance literature:

With sodium hydrogensulfide; water; In dimethyl sulfoxide; at 90 ℃; for 4h;

DOI:10.1016/0040-4020(82)80214-7

Reference yield: 90.0%

(E)-1-Allylsulfanyl-but-2-ene → 2,5-dihydro-thiophene (1708-32-3) + propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4)

Guidance literature:

With tungsten; In octane; chlorobenzene; at 80 ℃; for 1h;

upstream raw materials:

thiophene

1,4-dithiane-2,5-diol

vinyltriphenylphosphonium bromide

3-buten-1-yne

Downstream raw materials:

thiophene

3-Sulfolene

trans-3,4-dihydroxytetrahydrothiophene-1,1-dioxide

1-phenacyl-2,5-dihydrothiophenium bromide

Refernces

EFFICIENT PREPARATION OF POLYSUBSTITUTED 1,3-DIENES FROM α,α'-DIKETO SULFIDES

10.1246/cl.1985.1173

The research aimed to develop an efficient method for the preparation of polysubstituted 1,3-dienes from readily accessible α,α'-diketo sulfides. The purpose was to synthesize these complex organic compounds, which are challenging to obtain through conventional methods, in a three-step process. The researchers utilized α,α'-diketo sulfides as starting materials, which underwent reductive coupling reactions using low-valent titanium reagents to form 2,5-dihydrothiophenes. These were then oxidized to 2,5-dihydrothiophene 1,1-dioxides using m-chloroperoxybenzoic acid (m-CPBA). Finally, the thermolysis of these sulfones resulted in the formation of the desired 1,3-dienes. The study concluded that this method was particularly useful for preparing highly substituted 1,3-dienes, which are otherwise difficult to synthesize, and the process was successful in yielding the target compounds in good overall yields.