3-Acetyl-2,5-dimethylthiophene

Base Information

• Chemical Name: 3-Acetyl-2,5-dimethylthiophene
• CAS No.: 2530-10-1
• Molecular Formula: C8H10OS
• Molecular Weight: 154.233
• Hs Code.: 29349990
• European Community (EC) Number: 219-779-5
• UNII: VDV865T91P
• DSSTox Substance ID: DTXSID40179946
• Nikkaji Number: J71.219A
• Metabolomics Workbench ID: 49099
• Mol file: 2530-10-1.mol

Synonyms:3-Acetyl-2,5-dimethylthiophene;2530-10-1;1-(2,5-dimethylthiophen-3-yl)ethanone;Ethanone, 1-(2,5-dimethyl-3-thienyl)-;Dimethylthienylcetone;2,5-Dimethyl-3-thienyl methyl ketone;2,5-Dimethyl-3-acetylthiophene;1-(2,5-Dimethyl-3-thienyl)ethanone;Ketone, 2,5-dimethyl-3-thienyl methyl;3-Acetyl-2,5-dimethyl thiophene;FEMA No. 3527;BRN 0112095;2,5-Dimethylthiophen-3-yl methyl ketone;Dimethylthienylcetone [French];VDV865T91P;EINECS 219-779-5;MFCD00009763;1-(2,5-Dimethyl-thiophen-3-yl)-ethanone;1-(2,5-dimethylthiophen-3-yl)ethan-1-one;UNII-VDV865T91P;BIDD:GT0071;SCHEMBL248005;2,5-Dimethyl-3Acetylthiophene;FEMA 3527;DTXSID40179946;2.5-Dimethyl-3-acetyl thiophene;CHEBI:173419;AMY23245;STK400196;AKOS000120606;1-(2,5-Dimethyl-3-thienyl)-Ethanone;1-(2,5-dimethyl-3-thiophenyl)ethanone;3-Acetyl-2,5-dimethylthiophene, 99%;1-(2,5-Dimethyl-3-thienyl)ethanone #;AS-14520;LS-87192;SY020864;3-Acetyl-2,5-dimethylthiophene, >=99%;1-(2,5-Dimethyl-3-thienyl)ethanone, 9CI;2,5-Dimethyl-3-thienyl methyl ketone, 8CI;FT-0602018;EN300-18743;3-ACETYL-2,5-DIMETHYLTHIOPHENE [FHFI];O10254;5-17-09-00444 (Beilstein Handbook Reference);A817771;Q-100432;W-107249;Q27291776;Z90122410

Chemical Property of 3-Acetyl-2,5-dimethylthiophene

Chemical Property:

• Appearance/Colour: Clear colourless to orange liquid
• Vapor Pressure: 0.0982mmHg at 25°C
• Refractive Index: n20/D 1.544(lit.)
• Boiling Point: 223.1 °C at 760 mmHg
• Flash Point: 98.9 °C
• PSA: 45.31000
• Density: 1.078 g/cm³
• LogP: 2.56750
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• Water Solubility.: Soluble in alcohol. Insoluble in water.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 154.04523611
• Heavy Atom Count: 10
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

3-Acetyl-2,5-dimethylthiophene ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=C(S1)C)C(=O)C
• Description: A liquid with burnt-roasted, nutty odor.
• Uses: It is used in the synthesis of heterocyclic ketimines, 3-acetyl-2,5-dimethylthiophene thiosemicarbazone and 3-acetyl-2,5- dimethylthiophene semicarbazone. 3-Acetyl-2,5-dimethylthiophene was used in the synthesis of heterocyclic ketimines, 3-acetyl-2,5-dimethylthiophene thiosemicarbazone and 3-acetyl-2,5- dimethylthiophene semicarbazone.

Technology Process of 3-Acetyl-2,5-dimethylthiophene

There total 9 articles about 3-Acetyl-2,5-dimethylthiophene 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: 92.0%

2,5-dimethyl-3-vinylthiophene → 3-Acetyl-2,5-dimethylthiophen (2530-10-1)

Guidance literature:

With tert.-butylhydroperoxide; C₂₁H₁₉N₅Pd⁽²⁺⁾*2BF₄^(1-); In decane; acetonitrile; at 45 ℃; for 12h;

DOI:10.1021/acscatal.0c02729

Reference yield: 85.0%

2,5-DIMETHYLTHIOPHENE (638-02-8) + acetic anhydride (108-24-7) → 3-Acetyl-2,5-dimethylthiophen (2530-10-1)

Guidance literature:

tin(IV) chloride; In benzene; at 20 ℃; for 2h;

DOI:10.1002/poc.1196

Reference yield:

2,5-DIMETHYLTHIOPHENE (638-02-8) + acetyl chloride (75-36-5) → 3-Acetyl-2,5-dimethylthiophen (2530-10-1)

Guidance literature:

With aluminium trichloride;

upstream raw materials:

2,4-dimethylthiophene

acetyl chloride

2,5-DIMETHYLTHIOPHENE

acetic anhydride

Downstream raw materials:

1-(2,5-dimethyl-[3]thienyl)-4,4,4-trifluoro-butane-1,3-dione

1-(2,5-dimethyl-[3]thienyl)-2H,2H-heptafluoro-hexane-1,3-dione

2,5‐dimethylthiophene‐3‐carboxylic acid

2-(2,5-Dimethyl-thiophen-3-yl)-N,N-dimethyl-thioacetamide

Refernces

• 1、 Krayushkin,Pashchenko,Lichitskii,Valova,Strokach,Barachevskii. "Synthesis and properties of dihetaryl-substituted furanones. Synthesis of photochromic dithienylethenes containing a furanone bridging fragment". . p. 1816 - 1821. Retrieved 2006.
• 2、 Bera, Jitendra K.,Dutta, Indranil,Kunnikuruvan, Sooraj,Reshi, Noor U Din,Saha, Sayantani,Yadav, Suman. "Electronic Asymmetry of an Annelated Pyridyl-Mesoionic Carbene Scaffold: Application in Pd(II)-Catalyzed Wacker-Type Oxidation of Olefins". . p. 11385 - 11393. Retrieved 2020/11/23.
• 3、 Luyksaar,Krayushkin,Pyankov,Barachevsky. "Synthesis of photochromic bisfulgimides by the condensation of (3Z)-3-[1-(2,5-dimethyl-3-thienyl)-ethylidene]-4-isopropylidene-2,5-furandione with aromatic diamines". scheme or table. p. 822 - 828. Retrieved 2011/07/29.