2-Acetyl-5-methylthiophene

Base Information

• Chemical Name: 2-Acetyl-5-methylthiophene
• CAS No.: 13679-74-8
• Molecular Formula: C7H8OS
• Molecular Weight: 140.206
• Hs Code.: 29349990
• European Community (EC) Number: 237-181-2
• UNII: 2HS3I278W9
• DSSTox Substance ID: DTXSID10159932
• Nikkaji Number: J45.610A
• Wikidata: Q27254761
• Metabolomics Workbench ID: 45901
• Mol file: 13679-74-8.mol

Synonyms:2-Acetyl-5-methylthiophene;13679-74-8;1-(5-methylthiophen-2-yl)ethanone;Ethanone, 1-(5-methyl-2-thienyl)-;1-(5-Methyl-2-thienyl)ethan-1-one;Ketone, methyl 5-methyl-2-thienyl;Methylthienylcetone;1-(5-Methyl-2-thienyl)ethanone;2-methyl-5-acetylthiophene;5-methyl-2-acetylthiophene;1-(5-METHYLTHIOPHEN-2-YL)ETHAN-1-ONE;Methyl 5-methyl-2-thienyl ketone;Methylthienylcetone [French];BRN 0110854;EINECS 237-181-2;1-(5-Methyl-thiophen-2-yl)-ethanone;UNII-2HS3I278W9;AI3-15900;Thiophene, 2-acetyl-5-methyl;2HS3I278W9;MFCD00014529;5-17-09-00425 (Beilstein Handbook Reference);SCHEMBL3351;2-acetyl-5-methyl thiophene;5-methyl-2-acetyl thiophene;FEMA NO. 4643;YOSDTJYMDAEEAZ-UHFFFAOYSA-;DTXSID10159932;CHEBI:173589;2-Acetyl-5-methylthiophene, 98%;1-(5-Methyl-2-thienyl)-Ethanone;GEO-00037;STK397394;AKOS000200731;AB01148;CS-W002097;PS-6271;1-(5-Methyl-2-thienyl)ethanone, 9CI;5-METHYL-2-THIENYL METHYL KETONE;LS-87294;SY016983;A1181;FT-0610963;EN300-12177;A807135;W-200109;Q27254761;Z85917520

Chemical Property of 2-Acetyl-5-methylthiophene

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0517mmHg at 25°C
• Melting Point: 24-28 °C(lit.)
• Refractive Index: n20/D 1.561(lit.)
• Boiling Point: 234.9 °C at 760 mmHg
• Flash Point: 95.8 °C
• PSA: 45.31000
• Density: 1.106 g/cm³
• LogP: 2.25910
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Light Sensitive
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 140.02958605
• Heavy Atom Count: 9
• Complexity: 122

Purity/Quality:

99% ^*data from raw suppliers

2-Acetyl-5-methylthiophene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(S1)C(=O)C
• Uses: 2-Acetyl-5-methylthiophene may be used in the preparation of:2-ethyl-5-methylthiophene(5-methylthiophen-2-yl)glyoxal(2E)-1-(5-methylthiophen-2-yl)-3-(pyridin-3-yl)prop-2-en-1-oneethyl 3-(5-methylthiophen-2-yl)-3-oxopropanoate

Technology Process of 2-Acetyl-5-methylthiophene

There total 6 articles about 2-Acetyl-5-methylthiophene 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: 98.0%

2-Methylthiophene (554-14-3) + acetyl chloride (75-36-5) → 2-Acetyl-5-methylthiophen (13679-74-8)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 ℃; for 1.5h;

DOI:10.1002/ejoc.201000721

Reference yield: 67.0%

2-Methylthiophene (554-14-3) + acetic anhydride (108-24-7) → 2-Acetyl-5-methylthiophen (13679-74-8)

Guidance literature:

activated clay; at 25 - 35 ℃; for 49h;

Reference yield: 64.0%

2-Acetyl-5-bromothiophene (5370-25-2) + lithium methyltriolborate → 2-Acetyl-5-methylthiophen (13679-74-8)

Guidance literature:

With palladium diacetate; ruphos; In methanol; water; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.3390/molecules18010430

upstream raw materials:

2-Methylthiophene

acetic anhydride

acetyl chloride

2-Acetyl-5-bromothiophene

Downstream raw materials:

(2E)-1-(5-methylthiophen-2-yl)-3-(4-piperidin-1-ylphenyl)prop-2-en-1-one

C₂₆H₁₉NOS

2-(5-methylthiophen-2-yl)quinoline-4-carboxylic acid

C₁₅H₁₀ClNOS

Refernces

• 1、 Shchedrinskaya et al.. "-". . . Retrieved 1977.
• 2、 Morizur, Vincent,Hector, Daphné,Olivero, Sandra,Desmurs, Jean Roger,Du?ach, Elisabet. "Metal Sulfonate Polymers as Catalysts for the Heterogeneous Acylation of Aromatic Derivatives". supporting information. p. 3126 - 3129. Retrieved 2016/07/12.
• 3、 Bochkov, Andrei Y.,Krayushkin, Mikhail M.,Yarovenko, Vladimir N.,Barachevsky, Valery A.,Beletskaya, Irina P.,Traven, Valery F.. "Synthesis of 3-(5-methylthiophen-2-yl)coumarins and their photochromic dihetarylethene derivatives". . p. 891 - 898. Retrieved 2013/08/23.