3-Acetylthiophene

Base Information

• Chemical Name: 3-Acetylthiophene
• CAS No.: 1468-83-3
• Molecular Formula: C6H6OS
• Molecular Weight: 126.179
• Hs Code.: 29349990
• European Community (EC) Number: 215-996-4
• UNII: XB5SQX2RBW
• DSSTox Substance ID: DTXSID10163498
• Nikkaji Number: J80.123B
• Wikidata: Q72435882
• Metabolomics Workbench ID: 45904
• Mol file: 1468-83-3.mol

Synonyms:1-(thiophen-3-yl)ethanone

Chemical Property of 3-Acetylthiophene

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.541mmHg at 25°C
• Melting Point: 57-62 °C(lit.)
• Refractive Index: 1.54
• Boiling Point: 190.5 °C at 760 mmHg
• Flash Point: 69 °C
• PSA: 45.31000
• Density: 1.142 g/cm³
• LogP: 1.95070
• Storage Temp.: Room temperature.
• Sensitive.: Light Sensitive
• Solubility.: Chloroform, Hexane (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 126.01393598
• Heavy Atom Count: 8
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

3-Acetylthiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36/37-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CSC=C1
• Uses: 3-Acetylthiophene was used in the preparation of 1-(methylthiophenylidine)-8-naphthylamine(Schiff′s base) and 1-(thiophen-3-yl)ethanone.

Technology Process of 3-Acetylthiophene

There total 24 articles about 3-Acetylthiophene 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: 93.0%

3-ethynylthiophene (67237-53-0) → 1-(thiophen-3-yl)-ethanone (1468-83-3)

Guidance literature:

With C₂₂H₂₀AuN₃O₂P⁽¹⁺⁾*CF₃O₃S^(1-); water; silver trifluoromethanesulfonate; acetic acid; at 100 ℃; for 10h;

DOI:10.1016/j.inoche.2019.107564

Reference yield: 86.0%

3-thienyl iodide (10486-61-0) + trimethylsiloxyethene (6213-94-1) → 1-(thiophen-3-yl)-ethanone (1468-83-3)

Guidance literature:

With palladium diacetate; triethylamine; triphenylphosphine; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 20 - 100 ℃; for 2h; regioselective reaction; Microwave irradiation;

DOI:10.1002/adsc.201200334

Reference yield: 84.0%

1-(thiophen-3-yl)ethan-1-ol (14861-60-0) → 1-(thiophen-3-yl)-ethanone (1468-83-3)

Guidance literature:

With trimethylaluminum; In toluene; at 20 ℃; for 0.5h;

DOI:10.1021/ja063842s

upstream raw materials:

3-thiophene carboxylic acid chloride

dimethylcadmium

3-acetyl-2,5-dichlorothiophene

methyllithium

Downstream raw materials:

(E)-3-phenyl-1-(3-thienyl)phenylprop-2-en-1-one

S-(+)-(thienyl-3)-2 cyclohexyl-2 hydroxy-2 ethanal

(+)-(thenoyl-3)-2 phenyl-3 diazabicyclo-1,3<3,3,O>octane

S-(-)-(thienyl-3)-1 cyclohexyl-1 ethanediol-1,2

Refernces

• 1、 ?tv?s, Sándor B.,Fül?p, Ferenc,Szécsényi, Zsanett. "Bismuth subnitrate-catalyzed markovnikov-type alkyne hydrations under batch and continuous flow conditions". . . Retrieved 2021/05/31.
• 2、 Li, Jianing,Zhao, Jingnan,Ma, Cunfei,Yu, Zongyi,Zhu, Hongfei,Yun, Lei,Meng, Qingwei. "Visible-Light-Driven Oxidative Cleavage of Alkenes Using Water-Soluble CdSe Quantum Dots". . p. 4985 - 4992. Retrieved 2021/10/16.