4,5-Dichlorothiophene-2-carboxylic acid

Base Information

• Chemical Name: 4,5-Dichlorothiophene-2-carboxylic acid
• CAS No.: 31166-29-7
• Molecular Formula: C5H2Cl2O2S
• Molecular Weight: 197.042
• Hs Code.: 29349990
• European Community (EC) Number: 695-066-6
• NSC Number: 202727
• DSSTox Substance ID: DTXSID50308220
• Wikidata: Q72468359
• Pharos Ligand ID: JU5Z14G6LTYN
• ChEMBL ID: CHEMBL4285389
• Mol file: 31166-29-7.mol

Synonyms:4,5-dichlorothiophene-2-carboxylic acid;31166-29-7;2-Thiophenecarboxylic acid, 4,5-dichloro-;CHEMBL4285389;4,5-DICHLOROTHIOPHENE-2-CARBOXYLICACID;NSC202727;SCHEMBL788050;DTXSID50308220;JDBAYLWBVQVMTD-UHFFFAOYSA-N;BCP06761;BDBM50467732;MFCD07366674;AKOS000278207;CS-W005123;NSC-202727;2,3-dichlorothiophen-5-carboxylic acid;4,5-dichloro-2-thiophenecarboxylic acid;4,5-dichloro-thiophene-2-carboxylic acid;DS-16916;FT-0692369;EN300-139090;A851048;Z1198171936

Chemical Property of 4,5-Dichlorothiophene-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.000186mmHg at 25°C
• Melting Point: 196-197 °C
• Refractive Index: 1.636
• Boiling Point: 315.3 °C at 760 mmHg
• PKA: 3.31±0.10(Predicted)
• Flash Point: 144.5 °C
• PSA: 65.54000
• Density: 1.708 g/cm³
• LogP: 2.75310
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: DMSO, Methanol (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 195.9152559
• Heavy Atom Count: 10
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

4,5-Dichlorothiophene-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38-20/22
• Safety Statements: 20-26-35

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC(=C1Cl)Cl)C(=O)O
• Uses: 4,5-Dichlorothiophene-2-carboxylic Acid is used in the preparation of compounds that have therapeutic BACE1 and BACE2 inhibitors which are used for the treatment of Alzheimer’s disease, type 2 diabetes and other metabolic disorders.

Technology Process of 4,5-Dichlorothiophene-2-carboxylic acid

There total 13 articles about 4,5-Dichlorothiophene-2-carboxylic 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: 96.0%

2,3-dichlorothiophene-5-carboxylic acid methyl ester (89281-29-8) → 4,5-dichlorothiophene-2-carboxylic acid (31166-29-7)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.3184/174751914X14116517685637

Reference yield: 75.0%

2,3-Dichlorothiophene (17249-79-5) + carbon dioxide (124-38-9,18923-20-1) → 4,5-dichlorothiophene-2-carboxylic acid (31166-29-7)

Guidance literature:

2,3-Dichlorothiophene; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 - 0 ℃;

carbon dioxide; In tetrahydrofuran; at -78 - 20 ℃; for 0.133333h;

With hydrogenchloride; In tetrahydrofuran; water;

Reference yield:

4,5-dichloro-2-thiophenecarboxylic acid ethyl ester (130562-97-9) → 4,5-dichlorothiophene-2-carboxylic acid (31166-29-7)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; ethanol;

upstream raw materials:

4,5-dichlor-2-thiophenecarboxaldehyde

4,5-Dibromo-thiophene-2-carboxylic acid

1-(4,5-Dichlor-2-thienyl)-ethanon

chlorine

Downstream raw materials:

2,3-dichlorothiophene-5-carboxylic acid methyl ester

(S)-4,5-dichloro-N-[[2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl]methyl]-2-thiophenecarboxamide

2,3-Dichlorothiophene

Refernces

• 1、 -. "SUBSTITUTED THIOPHENE DERIVATIVES AS GLUCAGON RECEPTOR ANTAGONISTS, PREPARATION AND THERAPEUTIC USES". Page/Page column 55. . Retrieved 2009/10/21.
• 2、 Stanetty, Peter,Puschautz, Erhard,Friedbacher, Gernot. "Herbicidal Thienylureas, I". . p. 53 - 63. Retrieved 2007/10/02.