Dimethyl 2-(thiophen-2-ylmethyl)malonate

Base Information

• Chemical Name: Dimethyl 2-(thiophen-2-ylmethyl)malonate
• CAS No.: 122308-25-2
• Molecular Formula: C₁₀H₁₂O₄S
• Molecular Weight: 228.269
• European Community (EC) Number: 681-227-8
• DSSTox Substance ID: DTXSID30560142
• Wikidata: Q82443138
• Mol file: 122308-25-2.mol

Synonyms:122308-25-2;DIMETHYL 2-(THIOPHEN-2-YLMETHYL)MALONATE;Dimethyl (2-thienylmethyl)malonate;dimethyl 2-(thiophen-2-ylmethyl)propanedioate;1,3-dimethyl 2-[(thiophen-2-yl)methyl]propanedioate;SCHEMBL9727077;DTXSID30560142;Propanedioic acid, 2-(2-thienylmethyl)-, 1,3-dimethyl ester;AKOS025396909;AS-70911;Dimethyl [(thiophen-2-yl)methyl]propanedioate;DIMETHYL2-(THIOPHEN-2-YLMETHYL)MALONATE;A891146

Chemical Property of Dimethyl 2-(thiophen-2-ylmethyl)malonate

Chemical Property:

• Vapor Pressure: 0.00161mmHg at 25°C
• Refractive Index: 1.519
• Boiling Point: 294.6°Cat760mmHg
• Flash Point: 131.9°C
• PSA: 80.84000
• Density: 1.233g/cm³
• LogP: 1.25280
• Water Solubility.: Not miscible or difficult to mix with water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 228.04563003
• Heavy Atom Count: 15
• Complexity: 226

Purity/Quality:

97% ^*data from raw suppliers

Dimethyl2-(thiophen-2-ylmethyl)malonate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CC1=CC=CS1)C(=O)OC

Technology Process of Dimethyl 2-(thiophen-2-ylmethyl)malonate

There total 2 articles about Dimethyl 2-(thiophen-2-ylmethyl)malonate 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:

dimethyl 2‐(thiophen‐2‐ylmethylene)malonate (72796-68-0) → dimethyl (thiophen-2-ylmethyl)malonate (122308-25-2)

Guidance literature:

With acetic acid; zinc; In methanol; benzene; for 0.166667h; Reflux;

DOI:10.1055/s-0040-1705940

Reference yield:

thiophene-2-carbaldehyde (98-03-3) + malonic acid dimethyl ester (108-59-8) → dimethyl (thiophen-2-ylmethyl)malonate (122308-25-2)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine; acetic acid / benzene / Reflux; Dean-Stark

2: acetic acid; zinc / benzene; methanol / 0.17 h / Reflux

With piperidine; acetic acid; zinc; In methanol; benzene; 1: |Knoevenagel Condensation;

DOI:10.1055/s-0040-1705940

upstream raw materials:

dimethyl 2‐(thiophen‐2‐ylmethylene)malonate

thiophene-2-carbaldehyde

malonic acid dimethyl ester