1,2,2,2-Tetrachloroethyl carbonochloridate

Base Information

• Chemical Name: 1,2,2,2-Tetrachloroethyl carbonochloridate
• CAS No.: 98015-53-3
• Molecular Formula: C3H Cl5 O2
• Molecular Weight: 246.305
• Hs Code.: 2915900090
• DSSTox Substance ID: DTXSID10369852
• Nikkaji Number: J315.347I
• Mol file: 98015-53-3.mol

Synonyms:98015-53-3;1,2,2,2-tetrachloroethyl carbonochloridate;(+/-)-1,2,2,2-TETRACHLOROETHYL CHLOROFORMATE;1,2,2,2-TETRACHLOROETHYL CHLOROFORMATE;Carbonochloridic Acid 1,2,2,2-Tetrachloroethyl Ester;SCHEMBL1502043;DTXSID10369852;RINXZIYBNVEZRT-UHFFFAOYSA-N;MFCD00012247;1,2,2,2-tetrachloroethylchlo-roformate;FT-0642354;Chloroformic acid 1,2,2,2-tetrachloroethyl ester

Chemical Property of 1,2,2,2-Tetrachloroethyl carbonochloridate

Chemical Property:

• Vapor Pressure: 0.633mmHg at 25°C
• Refractive Index: n20/D 1.482(lit.)
• Boiling Point: 187.4°Cat760mmHg
• Flash Point: 89.4°C
• PSA: 26.30000
• Density: 1.773g/cm³
• LogP: 3.29690
• Storage Temp.: Refrigerator (+4°C)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 245.838968
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

98%min ^*data from raw suppliers

CarbonochloridicAcid1,2,2,2-TetrachloroethylEster ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 23/24/25-34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(Cl)(Cl)Cl)(OC(=O)Cl)Cl
• Uses: Carbonochloridic Acid 1,2,2,2-Tetrachloroethyl Ester is used in the synthesis of Doxorubicin (D558000), is used as an antineoplastic. Also used in the synthesis of metabolites of Docetaxel (D494420), a semisynthetic derivative of Paclitaxel. An antimitotic agent that promotes the assembly of micro-tubules and inhibits their de-polymerization to free tubulin. An antine oplastic.

Technology Process of 1,2,2,2-Tetrachloroethyl carbonochloridate

There total 1 articles about 1,2,2,2-Tetrachloroethyl carbonochloridate 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: 70.0%

phosgene (75-44-5) + chloral (75-87-6) → 1,2,2,2-tetrachloroethyl chloroformate (98015-53-3)

Guidance literature:

benzyltri(n-butyl)ammonium chloride; at 0 ℃; for 1h;

DOI:10.1055/s-1986-31724

Reference yield: 98.0%

Pentachlorophenol (87-86-5,67471-28-7) + 1,2,2,2-tetrachloroethyl chloroformate (98015-53-3) → pentachlorophenyl 1,2,2,2-tetrachloroethyl carbonate (107960-04-3)

Guidance literature:

With pyridine; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1021/jo00388a005

Reference yield: 93.0%

1,2,2,2-tetrachloroethyl chloroformate (98015-53-3) + 4-acetaminophenol (103-90-2,8055-08-1) → 4-acetamidophenyl 1,2,2,2-tetrachloroethyl carbonate (153756-88-8)

Guidance literature:

With pyridine; In tetrahydrofuran; for 4h; Ambient temperature;

DOI:10.1021/jm00020a012

upstream raw materials:

phosgene

chloral

Downstream raw materials:

1,2,2,2-tetrachloroethyl-(N-succinimidyl)carbonate

Carbonic acid 2,4-dinitro-phenyl ester 1,2,2,2-tetrachloro-ethyl ester

1,2,2,2-tetrachloroethyl 4-nitrophenyl carbonate

pentachlorophenyl 1,2,2,2-tetrachloroethyl carbonate

Refernces

• 1、 Barcelo, Gerard,Senet, Jean-Pierre,Sennyey, Gerard,Bensoam, Jean,Loffet, Albert. "Alkyl 1-Chloroalkyl Carbonates: Reagents for the Synthesis of Carbamates and Protection of Amino Groups". . p. 627 - 632. Retrieved 2007/10/02.