2-Thiophenecarboxylic acid

Base Information

• Chemical Name: 2-Thiophenecarboxylic acid
• CAS No.: 527-72-0
• Molecular Formula: C5H4O2S
• Molecular Weight: 128.152
• Hs Code.: 2934.99
• European Community (EC) Number: 208-423-4
• NSC Number: 2188
• UNII: 3FD00JX53J
• DSSTox Substance ID: DTXSID2060177
• Nikkaji Number: J25.404E
• Wikipedia: Thiophene-2-carboxylic_acid
• Wikidata: Q2823319
• Metabolomics Workbench ID: 52699
• ChEMBL ID: CHEMBL1222314
• Mol file: 527-72-0.mol

Synonyms:2-thiophencarboxylic acid;2-thiophene carboxylic acid;2-thiophenic acid;sodium thiophenecarboxylate;thiophene-2-carboxylate;thiophene-2-carboxylate, 2-(14)C-labeled;thiophene-2-carboxylate, sodium salt;thiophene-2-carboxylic acid

Chemical Property of 2-Thiophenecarboxylic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00639mmHg at 25°C
• Melting Point: 125-127 °C(lit.)
• Refractive Index: 1.5160 (estimate)
• Boiling Point: 260 °C at 760 mmHg
• PKA: 3.49(at 25℃)
• Flash Point: 117.8 °C
• PSA: 65.54000
• Density: 1.401 g/cm³
• LogP: 1.44630
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Acetone (Slightly), Chloroform (Slightly)
• Water Solubility.: 80 g/L (20 ºC)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 127.99320054
• Heavy Atom Count: 8
• Complexity: 103

Purity/Quality:

99% ^*data from raw suppliers

2-Thenoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C1=CSC(=C1)C(=O)O
• Uses: 2-Thenoic Acid, is a sulfur-containing heterocyclic compound, used in the synthesis of pharmaceutical and biologically active compounds. It is also shown to be utilized by presumptive Rhodococcus bacterium in soil, as a sole source of carbon.

Technology Process of 2-Thiophenecarboxylic acid

There total 190 articles about 2-Thiophenecarboxylic 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: 98.0%

thiophene-2-carbaldehyde (98-03-3) → 2-thiophenylcarboxylic acid (527-72-0) + 2-thiophenemethanol (636-72-6)

Guidance literature:

thiophene-2-carbaldehyde; With potassium hydroxide; for 0.0833333h; Milling; Inert atmosphere; Sealed tube; Green chemistry;

With hydrogenchloride; In water; for 0.0833333h; Green chemistry;

DOI:10.1039/c8gc02481b

Reference yield: 90.0%

C15H16O2S (1309453-50-6) → 2-thiophenylcarboxylic acid (527-72-0) + [2-(4-methoxy-phenyl)-cyclopropyl]-thiophen-2-yl-methanone (75021-56-6) + 4-methoxybenzoic acid (100-09-4)

Guidance literature:

C₁₅H₁₆O₂S; With oxygen; sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 11h;

With hydrogenchloride; In water;

DOI:10.1016/j.tet.2011.03.052

Reference yield: 83.0%

2-bromothiophene (1003-09-4) + carbon monoxide (201230-82-2) → 2-thiophenylcarboxylic acid (527-72-0) + thiophene-2-carboxylic acid methyl ester (5380-42-7)

Guidance literature:

With methanol; tert-Amyl alcohol; sodium hydride; cobalt(II) acetate; In tetrahydrofuran; at 40 ℃; for 13h; under 760 Torr; Irradiation;

DOI:10.1021/jo00131a005

upstream raw materials:

thiophene

bis(2-thiophenecarbonyl) peroxide

2-bromothiophene

ethylmagnesium bromide

Downstream raw materials:

thiophene-2-carboxylic acid methyl ester

propyl thiophene‐2‐carboxylate

Ethyl thiophene-2-carboxylate

thiophene-2-carboxylic acid isopentyl ester

Refernces

• 1、 Espitia, Liliany,Meneses, Ruby,Dominguez, Rosa M.,Tosta, Maria,Herize, Armando,Lezama, Jesus,Lafont, Jennifer,Chuchani, Gabriel. "The gas-phase elimination kinetics of ethyl 2-furoate and ethyl 2-thiophenecarboxylate". . p. 145 - 152. Retrieved 2009.
• 2、 Attia, Yasser A.,Vázquez, Carlos Vázquez,Mohamed, Yasser M. A.. "Facile production of vitamin B3 and other heterocyclic carboxylic acids using an efficient Ag/ZnO/graphene-Si hybrid nanocatalyst". . p. 203 - 218. Retrieved 2017.
• 3、 Chaubey, Girija Shankar,Das, Simi,Mahanti, Mahendra Kumar. "Kinetics of the oxidation of heterocyclic aldehydes by quinolinium dichromate". . p. 2215 - 2220. Retrieved 2002.
• 4、 Payne, Karl A. P.,Marshall, Stephen A.,Fisher, Karl,Rigby, Stephen E. J.,Cliff, Matthew J.,Spiess, Reynard,Cannas, Diego M.,Larrosa, Igor,Hay, Sam,Leys, David. "Structure and Mechanism of Pseudomonas aeruginosa PA0254/HudA, a prFMN-Dependent Pyrrole-2-carboxylic Acid Decarboxylase Linked to Virulence". . p. 2865 - 2878. Retrieved 2021.
• 5、 Fu, Qiang,Liang, Fu-Shun,Lou, Da-Wei,Pan, Gao-Feng,Wang, Rui,Wu, Min,Xie, Kai-Jun. "Transformation of Thioacids into Carboxylic Acids via a Visible-Light-Promoted Atomic Substitution Process". supporting information. p. 2020 - 2024. Retrieved 2022/03/31.
• 6、 Tan, Wen-Yun,Lu, Yi,Zhao, Jing-Feng,Chen, Wen,Zhang, Hongbin. "Oxidation of Primary Alcohols and Aldehydes to Carboxylic Acids via Hydrogen Atom Transfer". supporting information. p. 6648 - 6653. Retrieved 2021/09/08.