4-Bromo-2-thiophenecarbonyl chloride

Base Information

• Chemical Name: 4-Bromo-2-thiophenecarbonyl chloride
• CAS No.: 58777-65-4
• Molecular Formula: C5H2BrClOS
• Molecular Weight: 225.493
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00383704
• Wikidata: Q82175491
• Mol file: 58777-65-4.mol

Synonyms:4-bromo-2-thiophenecarbonyl chloride;58777-65-4;4-bromothiophene-2-carbonyl chloride;4-BROMO-2-THIOPHENECARBONYLCHLORIDE;SCHEMBL1032788;DTXSID00383704;ZFFUAQAMUIHRON-UHFFFAOYSA-N;4-bromothiophene-2-carbonylchloride;GEO-03868;MFCD04115391;AKOS005173287;LS-03688;FT-0683336;4-bromo-2-thiophenecarbonyl chloride, AldrichCPR;J-514694

Chemical Property of 4-Bromo-2-thiophenecarbonyl chloride

Chemical Property:

• Vapor Pressure: 0.00932mmHg at 25°C
• Refractive Index: 1.618
• Boiling Point: 265.1°Cat760mmHg
• Flash Point: 114.2°C
• PSA: 45.31000
• Density: 1.855g/cm³
• LogP: 2.88960
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 223.86983
• Heavy Atom Count: 9
• Complexity: 130

Purity/Quality:

98%min ^*data from raw suppliers

4-Bromo-2-thiophenecarbonyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R34:Causes burns.
• Hazard Codes: Xi
• Statements: 34-36
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC=C1Br)C(=O)Cl

Technology Process of 4-Bromo-2-thiophenecarbonyl chloride

There total 4 articles about 4-Bromo-2-thiophenecarbonyl chloride 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:

4-bromo-thiophene-2-carboxylic acid (16694-18-1) → 4-Bromothiophene-2-carboxylic acid chloride (58777-65-4)

Guidance literature:

With thionyl chloride; In chloroform; for 2h; Heating;

DOI:10.1021/jo00237a035

Reference yield:

4-Bromothiophen-2-aldehyde (18791-75-8) → 4-Bromothiophene-2-carboxylic acid chloride (58777-65-4)

Guidance literature:

Multi-step reaction with 2 steps

1: AgNO₃; aq. NaOH / ethanol / 40 °C

2: (COCl)2; DMF / CH₂Cl₂ / 0 - 20 °C

With sodium hydroxide; oxalyl dichloride; silver nitrate; N,N-dimethyl-formamide; In ethanol; dichloromethane;

DOI:10.1016/j.bmcl.2005.05.079

Reference yield:

→ 4-Bromothiophene-2-carboxylic acid chloride (58777-65-4)

Guidance literature:

upstream raw materials:

4-bromo-thiophene-2-carboxylic acid

4-Bromothiophen-2-aldehyde

Downstream raw materials:

4-bromothiophene-2-carboxylic acid methyl ester

Refernces

• 1、 Shaaban, Saad,Li, Houhua,Otte, Felix,Strohmann, Carsten,Antonchick, Andrey P.,Waldmann, Herbert. "Enantioselective Synthesis of Five-Membered-Ring Atropisomers with a Chiral Rh(III) Complex". supporting information. p. 9199 - 9202. Retrieved 2020/11/30.
• 2、 Frizler, Maxim,Schmitz, Janina,Schulz-Fincke, Anna-Christina,Gütschow, Michael. "Selective nitrile inhibitors to modulate the proteolytic synergism of cathepsins S and F". supporting information; experimental part. p. 5982 - 5986. Retrieved 2012/08/14.