2,2,2-Trifluoroethyl chloroformate

Base Information

• Chemical Name: 2,2,2-Trifluoroethyl chloroformate
• CAS No.: 27746-99-2
• Molecular Formula: C3H2 Cl F3 O2
• Molecular Weight: 162.496
• Hs Code.: 2915900090
• European Community (EC) Number: 815-858-9
• DSSTox Substance ID: DTXSID10377816
• Nikkaji Number: J602.896I
• Wikidata: Q82167174
• Mol file: 27746-99-2.mol

Synonyms:2,2,2-TRIFLUOROETHYL CHLOROFORMATE;27746-99-2;2,2,2-trifluoroethyl carbonochloridate;Carbonochloridic acid, 2,2,2-trifluoroethyl ester;2,2,2-trifluoroethyl chloridocarbonate;trifluoroethyl chloroformate;SCHEMBL1990762;DTXSID10377816;MFCD00800932;STL134909;2,2,2-trifluoroethylcarbonochloridate;AKOS005363021;2,2,2-trifluoroethoxycarbonyl chloride;BS-13054;Chloroformic acid 2,2,2-trifluoroethyl ester;EN300-31105;C77575;J-016875;F2147-1612

Chemical Property of 2,2,2-Trifluoroethyl chloroformate

Chemical Property:

• Boiling Point: 40 °C(Press: 165 Torr)
• PSA: 26.30000
• Density: 1.4896 g/cm3
• LogP: 1.92410
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 161.9695415
• Heavy Atom Count: 9
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

2,2,2-TrifluoroethylChloroformate ^*data from reagent suppliers

Safty Information:

• Statements: 23/24/25-34
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(F)(F)F)OC(=O)Cl
• Uses: 2,2,2-Trifluoroethyl chloroformate is a derivatization reagent used to produce primary and secondary aliphatic amines (e.g. N-Methylhexadecylamine [M311995]).

Technology Process of 2,2,2-Trifluoroethyl chloroformate

There total 6 articles about 2,2,2-Trifluoroethyl chloroformate 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: 90.0%

phosgene (75-44-5) + 2,2,2-trifluoroethanol (75-89-8) → 2,2,2-trifluoroethyl chloroformate (27746-99-2)

Guidance literature:

With N,N-dimethyl-formamide; at 90 ℃; for 2.5h;

DOI:10.1134/S1070363208050289

Reference yield:

2,2,2-trifluoroethanol (75-89-8) + bis(trichloromethyl) carbonate (32315-10-9) → bis(2,2,2-trifluoroethyl) carbonate (1513-87-7) + 2,2,2-trifluoroethyl chloroformate (27746-99-2)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; 1,2-dichloro-benzene; at 0 - 20 ℃;

DOI:10.1016/j.tet.2011.03.101

Reference yield:

2,2,2-trifluoroethanol (75-89-8) + bis(trichloromethyl) carbonate (32315-10-9) → 2,2,2-trifluoroethyl chloroformate (27746-99-2)

Guidance literature:

With triethylamine; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃; for 4h;

DOI:10.1021/jo5026496

upstream raw materials:

hypochlorous acid 2,2,2-trifluoro-ethyl ester

carbon monoxide

Thiocarbonic acid S-ethyl ester O-(2,2,2-trifluoro-ethyl) ester

phosgene

Downstream raw materials:

(2-methyl-4-o-tolylazo-phenyl)-carbamic acid-(2,2,2-trifluoro-ethyl ester)

(2-(morpholin-4-yl)ethyl)carbamic acid 2,2,2-trifluoroethyl ester

pyridin-3-ylcarbamic acid 2,2,2-trifluoroethyl ester

thiazol-2-ylcarbamic acid 2,2,2-trifluoroethyl ester

Refernces

• 1、 An, Xiao-De,Jiao, Yan-Yan,Zhang, Hao,Gao, Yuxiang,Yu, Shouyun. "Photoredox-Induced Radical Relay toward Functionalized β-Amino Alcohol Derivatives". supporting information. p. 401 - 404. Retrieved 2018/01/28.
• 2、 Imramovsky, Ale?,Pejchal, Vladimír,?těpánková, ?árka,Vor?áková, Katarína,Jampílek, Josef,Van?o, Ján,?im?nek, Petr,Královec, Karel,Br??ková, Lenka,Mandíková, Jana,Trejtnar, Franti?ek. "Synthesis and in vitro evaluation of new derivatives of 2-substituted-6-fluorobenzo[d]thiazoles as cholinesterase inhibitors". . p. 1735 - 1748. Retrieved 2013/05/08.