Methyl 2-oxo-2-(thiophen-2-yl)acetate

Base Information

• Chemical Name: Methyl 2-oxo-2-(thiophen-2-yl)acetate
• CAS No.: 26878-13-7
• Molecular Formula: C7H6O3S
• Molecular Weight: 170.189
• DSSTox Substance ID: DTXSID301304000
• Nikkaji Number: J946.278C
• Mol file: 26878-13-7.mol

Synonyms:methyl 2-oxo-2-(thiophen-2-yl)acetate;26878-13-7;methyl 2-oxo-2-thiophen-2-ylacetate;MFCD19313480;Methyl 2-Oxo-2-(2-thienyl)acetate;2-oxo-2-thien-2-ylacetic acid methyl ester;methyl 2-thiopheneglyoxylate;SCHEMBL1233245;1-(2-Thienyl)-2-methoxyglyoxal;TWMBHJJCUUXOKM-UHFFFAOYSA-N;DTXSID301304000;BBA87813;Methyl alpha-oxo-2-thiopheneacetate;AKOS022191300;methyl2-oxo-2-(thiophen-2-yl)acetate;AS-66335;SY126238;CS-0450317;FT-0724159;2-Thiopheneacetic acid, a-oxo-, methyl ester;W10738

Chemical Property of Methyl 2-oxo-2-(thiophen-2-yl)acetate

Chemical Property:

• Boiling Point: 100-102 °C(Press: 0.8 Torr)
• PSA: 71.61000
• Density: 1.304±0.06 g/cm3(Predicted)
• LogP: 1.10380
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 170.00376522
• Heavy Atom Count: 11
• Complexity: 179

Purity/Quality:

97% ^*data from raw suppliers

methyl2-oxo-2-thiophen-2-ylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(=O)C1=CC=CS1

Technology Process of Methyl 2-oxo-2-(thiophen-2-yl)acetate

There total 1 articles about Methyl 2-oxo-2-(thiophen-2-yl)acetate 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:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2-Iodothiophene (3437-95-4,149762-92-5) + carbon monoxide (201230-82-2) → thiophene-2-carbaldehyde (98-03-3) + thiophene-2-carboxylic acid methyl ester (5380-42-7) + methyl 2-thienylglyoxylate (26878-13-7)

Guidance literature:

With water; triethylamine; bis-triphenylphosphine-palladium(II) chloride; Yield given. Multistep reaction. Yields of byproduct given; 1.) 150 atm, 80 deg C, 10 h;

DOI:10.1039/c39850000837

Reference yield: 86.0%

methyl 2-thienylglyoxylate (26878-13-7) + 4-methoxyphenylacetylen (768-60-5) → methyl 2-hydroxy-4-(4-methoxyphenyl)-2-(thiophen-2-yl)but-3-ynoate (1344689-94-6)

Guidance literature:

4-methoxyphenylacetylen; With trimethyl gallium; In hexane; toluene; at 20 ℃; for 1h; Inert atmosphere;

methyl 2-thienylglyoxylate; In hexane; toluene; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1055/s-0030-1261173

Reference yield: 84.0%

methyl 2-thienylglyoxylate (26878-13-7) + 3-methylene-1,4-diphenylazetidin-2-one (66977-67-1) → trans-methyl 4-oxo-5,6-diphenyl-1-(thiophen-2-yl)-5-azaspiro[2.3]hexane-1-carboxylate

Guidance literature:

With Hexamethylphosphorous triamide; In tetrahydrofuran; at 60 ℃; for 0.5h; Inert atmosphere;

upstream raw materials:

diazomethane

2-Iodothiophene

carbon monoxide

Downstream raw materials:

2-thiopheneglyoxylic acid

oxo-thiophen-2-yl-acetyl chloride

methyl N-p-tolylsulfonyl-2-imino-2-(2-thienyl)acetate

Thiophen-2-yl-(toluene-4-sulfonylamino)-acetic acid methyl ester