3-Thiopheneacetic acid

Base Information

• Chemical Name: 3-Thiopheneacetic acid
• CAS No.: 6964-21-2
• Molecular Formula: C6H6O2S
• Molecular Weight: 142.178
• Hs Code.: 29349990
• European Community (EC) Number: 230-166-1
• NSC Number: 66315
• UNII: 3B235D2C4J
• DSSTox Substance ID: DTXSID10219904
• Nikkaji Number: J59.654J
• Wikipedia: Thiophene-3-acetic_acid
• Wikidata: Q4634193
• Mol file: 6964-21-2.mol

Synonyms:3-thiophene acetic acid

Chemical Property of 3-Thiopheneacetic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00265mmHg at 25°C
• Melting Point: 73-76 °C(lit.)
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 274.3 °C at 760 mmHg
• PKA: 4.25±0.10(Predicted)
• Flash Point: 119.7 °C
• PSA: 65.54000
• Density: 1.336 g/cm³
• LogP: 1.37520
• Storage Temp.: Store below +30°C.
• Water Solubility.: Very soluble in water.
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 142.00885060
• Heavy Atom Count: 9
• Complexity: 114

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-ThiopheneethanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C
• Statements: 36/37/38-34
• Safety Statements: 26-24/25-45-36/37/39-27

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C1=CSC=C1CC(=O)O
• Uses: 3-Thiopheneacetic acid was used in one-step, size control synthesis of gold nanoparticles. It was also used in the preparation of gold nanoparticles capped with 3-thiopheneacetic acid (3-TAA) via borohydride reduction. 3-Thiopheneacetic acid was used in:one-step, size control synthesis of gold nanoparticlesin the preparation of gold nanoparticles capped with 3-thiopheneacetic acid (3-TAA) via borohydride reduction

Technology Process of 3-Thiopheneacetic acid

There total 15 articles about 3-Thiopheneacetic acid 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: 99.0%

carbon dioxide (124-38-9,18923-20-1) + 3-[(phenylsulfonyl)methyl]thiophene (129759-54-2) → thiophen-3-yl-acetic acid (6964-21-2)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 30 ℃; for 6h; Electrolysis;

DOI:10.1021/acs.joc.1c01261

Reference yield: 85.0%

3-Bromomethylthiophene (34846-44-1) + carbon monoxide (201230-82-2) → thiophen-3-yl-acetic acid (6964-21-2)

Guidance literature:

3-Bromomethylthiophene; carbon monoxide; With chloro(1,5-cyclooctadiene)rhodium(I) dimer; potassium iodide; at 80 ℃; for 18h; under 760 Torr;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(00)01327-7

Reference yield: 47.0%

carbon dioxide (124-38-9,18923-20-1) + [1-Thiophen-3-yl-meth-(E)-ylidene]-hydrazine → thiophen-3-yl-acetic acid (6964-21-2)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; caesium carbonate; cesium fluoride; In N,N-dimethyl-formamide; at 80 ℃; for 24h; under 760.051 Torr; chemoselective reaction;

DOI:10.1039/c8sc01299g

upstream raw materials:

3-Bromomethylthiophene

sodium cyanide

2-(thiophene-3-yl) acetamide

ethyl-3 thiophene acetate

Downstream raw materials:

3-(2-hydroxyethyl)thiophene

Refernces

• 1、 Yan, Si-Shun,Zhu, Lei,Ye, Jian-Heng,Zhang, Zhen,Huang, He,Zeng, Huiying,Li, Chao-Jun,Lan, Yu,Yu, Da-Gang. "Ruthenium-catalyzed umpolung carboxylation of hydrazones with CO2". . p. 4873 - 4878. Retrieved 2018/06/07.
• 2、 Giroux,Nadeau,Han. "Synthesis of phenylacetic acids under rhodium-catalyzed carbonylation conditions". . p. 7601 - 7604. Retrieved 2007/10/03.