2-Thiophenecarbonyl chloride

Base Information

• Chemical Name: 2-Thiophenecarbonyl chloride
• CAS No.: 5271-67-0
• Deprecated CAS: 130536-80-0,2231811-49-5
• Molecular Formula: C5H3ClOS
• Molecular Weight: 146.597
• Hs Code.: 29349990
• European Community (EC) Number: 226-092-4
• DSSTox Substance ID: DTXSID4063749
• Nikkaji Number: J25.467C
• Wikidata: Q72508818
• Mol file: 5271-67-0.mol

Synonyms:2-Thiophenecarbonyl chloride;5271-67-0;Thiophene-2-carbonyl chloride;2-Thenoyl chloride;2-Thiophenecarbonylchloride;2-thiophene carbonyl chloride;2-Thienylcarbonyl chloride;EINECS 226-092-4;THIOPHENE-2-CARBOXYLIC ACID CHLORIDE;EC 226-092-4;thiophenecarbonyl chloride;thenoyl chloride;thienoyl chloride;2-thenoylchloride;a-Thenoyl chloride;2-thenoyl-chloride;2-thienoyl chloride;Thiophenecarbonylchloride;2-Thiophenzoyl Chloride;.alpha.-Thenoyl chloride;2-thiophencarbonylchloride;2-thienyl formyl chloride;thiophenylcarbonyl chloride;2-chlorocarbonyl-thiophene;thiophene carbonyl chloride;2-Thiophenecarbonylchioride;2-Thiophencarbonyl chloride;2-thiophene-carbonylchloride;SCHEMBL1813;Thiopen-2-carbonyl chloride;thiophene-2-carbonylchloride;thiopene-2-carbonyl chloride;thiophen-2-carbonyl chloride;2-thiophene-carbonyl chloride;thiophene-2-carbonyl-chloride;thiophen-2-yl-carbonyl chloride;DTXSID4063749;thiophene carboxylic acid chloride;2-Thiophenecarbonyl chloride, 97%;BBL011388;MFCD00005428;STL146490;AKOS000268690;PS-10803;FT-0635597;T0177;EN300-24041;D78154;SR-01000944733;SR-01000944733-1;W-202994;2-Thiophenecarbonyl chloride, technical, >=97.0% (AT);F2190-0124;Z168827498;271-67-0

Chemical Property of 2-Thiophenecarbonyl chloride

Chemical Property:

• Appearance/Colour: clear colourless to yellow-grey liquid
• Vapor Pressure: 5.61E-12mmHg at 25°C
• Refractive Index: n20/D 1.590(lit.)
• Boiling Point: 201.8 °C at 760 mmHg
• Flash Point: 75.9 °C
• PSA: 45.31000
• Density: 1.391 g/cm³
• LogP: 2.12710
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 145.9593136
• Heavy Atom Count: 8
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

Thiophene-2-carbonyl chloride ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: C1=CSC(=C1)C(=O)Cl
• Uses: 2-Thiophenecarbonyl Chloride is used in the synthesis of substituted pyridines as selective and highly effective GPR119 agonists. It is also seen in the preparation of diuretics. 2-Thiophenecarbonyl chloride was used in the synthesis of building blocks derived from ornithine by undergoing acylation/sulphonation of copper complex of orthinine.

Technology Process of 2-Thiophenecarbonyl chloride

There total 19 articles about 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: 97.0%

2-thiophenylcarboxylic acid (527-72-0) → 2-Thiophenecarbonyl chloride (5271-67-0)

Guidance literature:

Reference yield: 93.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + oxalyl dichloride (79-37-8) → 2-Thiophenecarbonyl chloride (5271-67-0)

Guidance literature:

With sulfolane; at 200 ℃; for 0.75h; under 60006 Torr; Temperature; Pressure; Reagent/catalyst;

Reference yield: 92.0%

N, N-dimethylthiophene-2-carboxamide (30717-57-8) → 2-Thiophenecarbonyl chloride (5271-67-0)

Guidance literature:

With iodine; N,N-dimethyl-formamide; phosphorus trichloride; In 1,2-dichloro-ethane; at 100 ℃; for 12h; Schlenk technique; Sealed tube;

DOI:10.1002/ejoc.202100630

upstream raw materials:

thiophene

oxalyl dichloride

2-thiophenylcarboxylic acid

thiophene-2-carboxylic acid methyl ester

Downstream raw materials:

Thiophene-2-acetic acid

methyl 2-thiopheneacetate

ethyl thiophen-2-ylacetate

thiophene-2-carboxylic acid-[3-(2-methyl-piperidino)-propylester]; hydrochloride

Refernces

• 1、 Jin, Lu,Ren, Yu-Jie,Du, Cheng. "Synthesis and Antitumor Activities of Resveratrol Derivatives on Cervical Cancer Hela Cells". . p. 652 - 655. Retrieved 2015.
• 2、 Laws, Melissa J.,Schiesser, Carl H.,White, Jonathan M.,Zheng, Shi-Long. "Novel analogues of ebselen - Preparation of 2-alkylthieno[2,3-d]isoselenazol-3(2H)-ones by peroxide-mediated ring-closure of 3,3′-diselenobis(N-alkylthiophencarboxamides)". . p. 277 - 283. Retrieved 2000.
• 3、 Nikitas, Nikolaos F.,Apostolopoulou, Mary K.,Skolia, Elpida,Tsoukaki, Anna,Kokotos, Christoforos G.. "Photochemical Activation of Aromatic Aldehydes: Synthesis of Amides, Hydroxamic Acids and Esters". supporting information. p. 7915 - 7922. Retrieved 2021/05/03.