2-(Chloromethyl)thiophene

Base Information

• Chemical Name: 2-(Chloromethyl)thiophene
• CAS No.: 765-50-4
• Molecular Formula: C5H5 Cl S
• Molecular Weight: 132.614
• Hs Code.: 2934999090
• European Community (EC) Number: 212-150-6
• UNII: 7QQ8C6HMR7
• DSSTox Substance ID: DTXSID10227307
• Nikkaji Number: J25.379K
• Wikidata: Q72455372
• Mol file: 765-50-4.mol

Synonyms:2-(Chloromethyl)thiophene;765-50-4;2-chloromethylThiophene;2-chloromethyl thiophene;Thiophene, 2-(chloromethyl)-;2-(Chloromethyl)-thiophene;EINECS 212-150-6;7QQ8C6HMR7;2-Thenyl chloride;2-thienylmethylchloride;2-chloromethyl-thiophene;2-thienylmethyl chloride;UNII-7QQ8C6HMR7;2-(1-chloro)methylthiophene;SCHEMBL507333;DTXSID10227307;BCP30938;AKOS000262183;CS-W011085;324533-72-4;AM20100753;FT-0655872;EN300-29688;A838744;2-(CHLOROMETHYL)THIOPHENE ((CONTAINS 1% DICYCLOHEXYLAMINE)

Chemical Property of 2-(Chloromethyl)thiophene

Chemical Property:

• Vapor Pressure: 1.32mmHg at 25°C
• Boiling Point: 178.6 °C at 760 mmHg
• Flash Point: 76.1 °C
• PSA: 28.24000
• Density: 1.243 g/cm³
• LogP: 2.48690
• Storage Temp.: Amber Vial, -20°C Freezer
• Solubility.: Acetonitrile, Chloroform
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 131.9800490
• Heavy Atom Count: 7
• Complexity: 56

Purity/Quality:

99.0% ^*data from raw suppliers

2-(Chloromethyl)thiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)CCl

Technology Process of 2-(Chloromethyl)thiophene

There total 14 articles about 2-(Chloromethyl)thiophene 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: 100.0%

2-thiophenemethanol (636-72-6) → 2-Chloromethylthiophene (765-50-4)

Guidance literature:

With thionyl chloride; In dichloromethane; at 20 ℃; for 4h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c00290

Reference yield: 97.0%

2-thiophenemethanol (636-72-6) → thiophene-2-carbaldehyde (98-03-3) + 2-Chloromethylthiophene (765-50-4)

Guidance literature:

With hydrogenchloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium nitrite; In dichloromethane; water; at 20 ℃; for 12h; under 760.051 Torr; in air;

DOI:10.1002/chem.200701818

Reference yield: 85.2%

thiophene (188290-36-0,8014-23-1,25233-34-5) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 2-Chloromethylthiophene (765-50-4)

Guidance literature:

formaldehyd; With hydrogenchloride; In acetone; at 10 ℃; for 0.00555556h; Flow reactor;

thiophene; In acetone; at 15 ℃; for 0.00833333h; Temperature; Flow reactor;

upstream raw materials:

thiophene

formaldehyd

chloromethyl methyl ether

2-Methylthiophene

Downstream raw materials:

2,2'-dithienylmethane

2-<(2-thienylmethyl)amino>pyridine

N-phenyl-N-[2]thienylmethyl-glycin-ethyl ester

methapyrilene

Refernces

• 1、 Zhu, Yunmin,Luo, Xueyi,Zhi, Huozhen,Liao, Youhao,Xing, Lidan,Xu, Mengqing,Liu, Xiang,Xu, Kang,Li, Weishan. "Diethyl(thiophen-2-ylmethyl)phosphonate: A novel multifunctional electrolyte additive for high voltage batteries". . p. 10990 - 11004. Retrieved 2018.
• 2、 Yan, Yu-Hang,Li, Wenfang,Chen, Wei,Li, Chao,Zhu, Kai-Rong,Deng, Ji,Dai, Qing-Qing,Yang, Ling-Ling,Wang, Zhenling,Li, Guo-Bo. "Structure-guided optimization of 1H-imidazole-2-carboxylic acid derivatives affording potent VIM-Type metallo-β-lactamase inhibitors". . . Retrieved 2021/11/17.
• 3、 Bavo, Francesco,de-Jong, Heleen,Petersen, Jonas,Falk-Petersen, Christina Birkedahl,L?ffler, Rebekka,Sparrow, Emma,Rostrup, Frederik,Eliasen, Jannik Nicklas,Wilhelmsen, Kristine S.,Barslund, Kasper,Bundgaard, Christoffer,Nielsen, Birgitte,Kristiansen, Uffe,Wellendorph, Petrine,Bogdanov, Yury,Fr?lund, Bente. "Structure–Activity Studies of 3,9-Diazaspiro[5.5]undecane-Based γ-Aminobutyric Acid Type A Receptor Antagonists with Immunomodulatory Effect". . p. 17795 - 17812. Retrieved 2022/01/03.