2,5-Thiophenedicarbonyl dichloride

Base Information

• Chemical Name: 2,5-Thiophenedicarbonyl dichloride
• CAS No.: 3857-36-1
• Molecular Formula: C6H2 Cl2 O2 S
• Molecular Weight: 209.053
• Hs Code.: 2934999090
• European Community (EC) Number: 626-252-7
• DSSTox Substance ID: DTXSID80396337
• Nikkaji Number: J764.183D
• Wikidata: Q82196995
• Mol file: 3857-36-1.mol

Synonyms:3857-36-1;2,5-Thiophenedicarbonyl dichloride;Thiophene-2,5-dicarbonyl Chloride;Thiophene-2,5-dicarbonyl dichloride;2,5-Thiophenedicarbonyldichloride;2 5-THIOPHENEDICARBONYL DICHLORIDE 97;25-THIOPHENEDICARBONYLDICHLORIDE97;2,5-Bis(chlorocarbonyl)thiophene;SCHEMBL996669;2,5-Di(chlorocarbonyl)thiophene;DTXSID80396337;AKOS000121748;2,5-Thiophenedicarbonyl dichloride, 97%;EN300-00717

Chemical Property of 2,5-Thiophenedicarbonyl dichloride

Chemical Property:

• Vapor Pressure: 0.00117mmHg at 25°C
• Melting Point: 43-47 °C
• Refractive Index: 1.6
• Boiling Point: 150-152 °C/11 mmHg
• Flash Point: 135.1°C
• PSA: 62.38000
• Density: 1.586g/cm³
• LogP: 2.50610
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 207.9152559
• Heavy Atom Count: 11
• Complexity: 175

Purity/Quality:

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

thiophene-2,5-dicarbonyldichloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC(=C1)C(=O)Cl)C(=O)Cl
• Uses: Building block for the synthesis of chiral bis-oxazoline ligands used in copper- and ruthenium-catalyzed asymmetric cyclopropanations.

Technology Process of 2,5-Thiophenedicarbonyl dichloride

There total 6 articles about 2,5-Thiophenedicarbonyl dichloride 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: 87.0%

Thiophene-2,5-dicarboxylic acid (4282-31-9) → thiophene-2,5-dicarbonyl dichloride (3857-36-1)

Guidance literature:

With pyridine; thionyl chloride; In toluene; for 12h; Heating;

DOI:10.1016/S0040-4020(99)00611-0

Reference yield: 61.0%

Adipic acid (124-04-9) → thiophene-2,5-dicarbonyl dichloride (3857-36-1)

Guidance literature:

With pyridine; thionyl chloride; for 24h; Heating;

DOI:10.1007/BF00575250

Reference yield:

Thiophene-2,5-dicarboxylic acid (4282-31-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → thiophene-2,5-dicarbonyl dichloride (3857-36-1)

Guidance literature:

With thionyl chloride;

upstream raw materials:

Thiophene-2,5-dicarboxylic acid

Adipic acid

2,5‐diethyl thiophene‐2,5‐dicarboxylate

2,5-bis-chloromethyl-thiophene

Downstream raw materials:

methyl 5-(chlorocarbonyl)thiophene-2-carboxylate

Refernces

• 1、 Browne, Wesley R.,Weldon, Frances,Guckian, Adrian,Vos, Johannes G.. "Modulation of internuclear communication in multinuclear ruthenium(II) polypyridyl complexes". . p. 1467 - 1487. Retrieved 2003.
• 2、 Da, Xiao-Rong,Feng, Hua,Guo, Xiao-Feng,Hu, Dong-Cheng,Liu, Jia-Cheng,Tan, Jing-Jing. "Three multifunctional coordination polymers based on the amide-functionalized N2,N5-di(pyridin-3-yl)thiophene-2,5-dicarboxamide ligand (Nptp): Synthesis, magnetic properties and luminescent sensing for Pb2+, Cr2O72? . . Retrieved 2020/06/09.
• 3、 Wu, Yi Yang,Meng, Miao,Wang, Gang Yi,Feng, Pengju,Liu, Chun Y.. "Optically probing the localized to delocalized transition in Mo2-Mo2 mixed-valence systems". supporting information. p. 3030 - 3033. Retrieved 2017/03/17.