2,5-Dihydrothiophene-3-carbaldehyde

Base Information

• Chemical Name: 2,5-Dihydrothiophene-3-carbaldehyde
• CAS No.: 113772-16-0
• Molecular Formula: C5H6OS
• Molecular Weight: 114.168
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00368753
• Nikkaji Number: J1.594.704G
• Wikidata: Q82155545
• Mol file: 113772-16-0.mol

Synonyms:2,5-dihydrothiophene-3-carbaldehyde;113772-16-0;3-Thiophenecarboxaldehyde, 2,5-dihydro-;2,5-dihydrothiophene-3-carboxaldehyde;SCHEMBL619486;DTXSID00368753;AKOS015898725;CS-0224038;FT-0691456;EN300-11756;Z57981092

Chemical Property of 2,5-Dihydrothiophene-3-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.0818mmHg at 25°C
• Refractive Index: 1.687
• Boiling Point: 226.5 °C at 760 mmHg
• Flash Point: 114.4 °C
• PSA: 42.37000
• Density: 1.326 g/cm³
• LogP: 0.85850
• Storage Temp.: 2-8°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 114.01393598
• Heavy Atom Count: 7
• Complexity: 107

Purity/Quality:

98%min ^*data from raw suppliers

2,5-Dihydrothiophene-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C=C(CS1)C=O

Technology Process of 2,5-Dihydrothiophene-3-carbaldehyde

There total 2 articles about 2,5-Dihydrothiophene-3-carbaldehyde 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: 64.0%

1,4-dithiane-2,5-diol (40018-26-6) + acrolein (107-02-8,25068-14-8) → 2,5-dihydrothiophene-3-carboxaldehyde (113772-16-0)

Guidance literature:

In water; at 70 - 80 ℃; for 1h;

DOI:10.1081/SCC-100104065

Reference yield:

3-hydroxy-tetrahydro-thiophene-3-carbonitrile (4594-63-2) → 3-Thia-cyclopenten-carbaldehyd (134242-06-1) + 2,5-dihydrothiophene-3-carboxaldehyde (113772-16-0)

Guidance literature:

With pyridine; diisobutylaluminium hydride; trichlorophosphate; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1a) toluene, 2 h, rt, b) 80 deg C, 30 min, 2a) Et₂O, hexane, 30 min, -30 deg C, b) 3 h, rt;

DOI:10.1002/ardp.19913240413

Reference yield: 92.0%

2,5-dihydrothiophene-3-carboxaldehyde (113772-16-0) → 3-thiophene carboxaldehyde (498-62-4)

Guidance literature:

With sulfuryl dichloride; In dichloromethane; at -36 - -30 ℃; for 0.5h;

DOI:10.1081/SCC-100104065

upstream raw materials:

3-hydroxy-tetrahydro-thiophene-3-carbonitrile

1,4-dithiane-2,5-diol

acrolein

Downstream raw materials:

3-thiophene carboxaldehyde