3,6-Dichloro-1-benzothiophene-2-carboxylic acid

Base Information

• Chemical Name: 3,6-Dichloro-1-benzothiophene-2-carboxylic acid
• CAS No.: 34576-94-8
• Molecular Formula: C9H4Cl2O2S
• Molecular Weight: 247.0979
• Hs Code.: 2934999090
• European Community (EC) Number: 843-847-9
• UNII: D6H647726W
• Wikidata: Q27451050
• ChEMBL ID: CHEMBL1448105
• Mol file: 34576-94-8.mol

Synonyms:34576-94-8;3,6-dichloro-1-benzothiophene-2-carboxylic acid;3,6-dichlorobenzo[b]thiophene-2-carboxylic acid;3,6-Dichloro-benzo[b]thiophene-2-carboxylic acid;BT2;CHEMBL1448105;3,6-DICHLOROBENZO(B)THIOPHENE-2-CARBOXYLIC ACID;3,6-dichloro-1-benzothiophene-2-carboxylate;IFLab1_003595;0F1;MLS000777260;BT-2;SCHEMBL6886010;AAHPIJMQJAZYTM-UHFFFAOYSA-N;HMS1422D09;AMY38478;BBL015713;BDBM50424782;MFCD00781745;STK396196;AKOS000113955;D6H647726W;IDI1_009702;BS-13937;SMR000413655;HY-114855;CS-0064484;EN300-00845;3,6-dichlorobenzo[b]thiophene-2-carboxylicacid;D78291;AF-399/25051010;SR-01000412428;3,6-DICHLOROBENZOTHIOPHENE-2-CARBOXYLIC ACID;J-019658;SR-01000412428-1;Q27451050;Z56896343;F0818-0022;BENZO(B)THIOPHENE-2-CARBOXYLIC ACID, 3,6-DICHLORO-

Chemical Property of 3,6-Dichloro-1-benzothiophene-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 4.95E-08mmHg at 25°C
• Boiling Point: 426.4 °C at 760 mmHg
• PKA: 2.09±0.30(Predicted)
• Flash Point: 211.7 °C
• PSA: 65.54000
• Density: 1.653 g/cm³
• LogP: 3.90630
• Storage Temp.: 2-8°C
• Solubility.: Soluble in DMSO (up to at least 20 mg/ml)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 245.9309059
• Heavy Atom Count: 14
• Complexity: 249

Purity/Quality:

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

3,6-Dichloro-1-benzothiophene-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)SC(=C2Cl)C(=O)O
• Description: 3,6-dichloro-benzo[b]thiophene-2-Carboxylic acid is an inhibitor of myeloid cell leukemia 1 (Mcl-1) with a Ki value of 59 μM for binding of FITC-Mcl-1-BH2 peptide binding to Mcl-1. It has been used as a building block in the synthesis of inhibitors of Mcl-1, the toll-like receptor 3/double-stranded RNA (TLR3/dsRNA) complex, and D-amino acid oxidase (DAO).

Technology Process of 3,6-Dichloro-1-benzothiophene-2-carboxylic acid

There total 1 articles about 3,6-Dichloro-1-benzothiophene-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:

→ 3,6-dichlorobenzo[b]thiophene-2-carboxylic acid (34576-94-8)

Guidance literature:

aus entspr. Saeurechlorid durch alkal.Hydrolyse;

Reference yield: 93.0%

4-vinylbenzyl chloride (1073-67-2,24991-47-7) + 3,6-dichlorobenzo[b]thiophene-2-carboxylic acid (34576-94-8) → (E)-3,6-dichloro-2-(4-chlorostyryl)benzo[b]thiophene

Guidance literature:

With silver carbonate; palladium dichloride; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 110 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c5ob01905b

Reference yield: 90.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 3,6-dichlorobenzo[b]thiophene-2-carboxylic acid (34576-94-8) → (E)-3,6-dichloro-2-styrylbenzo[b]thiophene

Guidance literature:

With silver carbonate; palladium dichloride; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 110 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c5ob01905b