Methyl 4,5-dimethylthiophene-3-carboxylate

Base Information

• Chemical Name: Methyl 4,5-dimethylthiophene-3-carboxylate
• CAS No.: 14559-13-8
• Molecular Formula: C₈H₁₀O₂S
• Molecular Weight: 170.232
• European Community (EC) Number: 604-481-3
• DSSTox Substance ID: DTXSID601203188
• Nikkaji Number: J1.512.538A
• Mol file: 14559-13-8.mol

Synonyms:methyl 4,5-dimethylthiophene-3-carboxylate;14559-13-8;Methyl 4,5-dimethyl-3-thiophenecarboxylate;EC 604-481-3;3-thiophenecarboxylic acid, 4,5-dimethyl-, methyl ester;SCHEMBL7211424;DTXSID601203188;methyl4,5-dimethylthiophene-3-carboxylate;CS-0129585;J-522276;4,5-Dimethylthiophene-3-carboxylic acid methyl ester

Chemical Property of Methyl 4,5-dimethylthiophene-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.0541mmHg at 25°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 170.04015073
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

99.9% ^*data from raw suppliers

Methyl4,5-dimethylthiophene-3-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(SC=C1C(=O)OC)C

Technology Process of Methyl 4,5-dimethylthiophene-3-carboxylate

There total 5 articles about Methyl 4,5-dimethylthiophene-3-carboxylate 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: 29.8%

methyl crotonate (623-43-8,4358-59-2,18707-60-3,130981-57-6) + 3-mercapto-2-butanone (40789-98-8) → methyl 3,3-dimethoxypropionate (7424-91-1) + methyl 4,5-dimethylthiophene-3-carboxylate (14559-13-8)

Guidance literature:

methyl crotonate; 3-mercapto-2-butanone; With sodium methylate; In toluene; at 15 - 30 ℃; Industrial scale;

With hydrogenchloride; In water; toluene; Industrial scale;

DOI:10.1021/op020206f

Reference yield: 15.0%

3-mercapto-2-butanone (40789-98-8) + C4H6O2Si → methyl 4,5-dimethylthiophene-3-carboxylate (14559-13-8)

Guidance literature:

3-mercapto-2-butanone; C₄H₆O₂Si; With potassium tert-butylate; In toluene; at 20 ℃; for 3h; Inert atmosphere; Green chemistry;

With acetic anhydride; In toluene; at 80 ℃; for 3h; regioselective reaction; Inert atmosphere; Green chemistry;

DOI:10.2174/1570178613666160812102130

Reference yield:

3-mercapto-2-butanone (40789-98-8) + methyl 3-methoxyprop-2-enoate (34846-90-7) → methyl 4,5-dimethylthiophene-3-carboxylate (14559-13-8)

Guidance literature:

With hydrogenchloride; sodium methylate; sodium hydrogencarbonate; In water;

upstream raw materials:

3-mercapto-2-butanone

methyl 3-methoxyprop-2-enoate

methyl crotonate

methyl (trimethylsilyl)propiolate

Downstream raw materials:

silthiofam

4,5-dimethyl-2-trimethylsilylthiophene-3-carboxylic acid

C₂₀H₁₆ClN₃O₂S

2-((6R)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-isoxazolo[5,4-c]thieno[2,3-e]azepin-6-yl)acetic acid

Refernces

• 1、 -. "SYNTHESIS OF 3-CARBOMETHOXY-4,5-DIMETHYLTHIOPHENE". . . Retrieved 2008/06/13.
• 2、 Fevig,Phillips,Lau. "A novel and expeditious approach to thiophene-3-carboxylates". . p. 2493 - 2497. Retrieved 2007/10/03.