2,2,2-trichloroethyl N-(2,2,2-trichloroethoxycarbonylimino)carbamate

Base Information

• Chemical Name: 2,2,2-trichloroethyl N-(2,2,2-trichloroethoxycarbonylimino)carbamate
• CAS No.: 38857-88-4
• Molecular Formula: C6H4 Cl6 N2 O4
• Molecular Weight: 380.827
• Hs Code.: 2927000090
• European Community (EC) Number: 627-927-9
• DSSTox Substance ID: DTXSID50405480
• Nikkaji Number: J534.007A
• Mol file: 38857-88-4.mol

Synonyms:Bis(2,2,2-trichloroethyl) azodicarboxylate;38857-88-4;2,2,2-trichloroethyl N-(2,2,2-trichloroethoxycarbonylimino)carbamate;SCHEMBL736931;DTXSID50405480;LIEOEYTUTSDYKB-BUHFOSPRSA-N;LIEOEYTUTSDYKB-UHFFFAOYSA-N;bis(2,2,2-trichloroethyl)-azodicarboxylate;FT-0639500;C93474;(E)-bis(2,2,2-trichloroethyl) diazene-1,2-dicarboxylate

Chemical Property of 2,2,2-trichloroethyl N-(2,2,2-trichloroethoxycarbonylimino)carbamate

Chemical Property:

• Vapor Pressure: 5.34E-06mmHg at 25°C
• Melting Point: 109-111 °C(lit.)
• Refractive Index: 1.566
• Boiling Point: 380.7°C at 760 mmHg
• Flash Point: 184.1°C
• PSA: 77.32000
• Density: 1.78g/cm³
• LogP: 4.45220
• Storage Temp.: 2-8°C
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 379.827273
• Heavy Atom Count: 18
• Complexity: 304

Purity/Quality:

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

Bis(2,2,2-trichloroethyl) azodicarboxylate 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(Cl)(Cl)Cl)OC(=O)N=NC(=O)OCC(Cl)(Cl)Cl
• Uses: Bis(2,2,2-trichloroethyl) azodicarboxylate has been used:in the asymmetric synthesis of substituted cycloalkyl[b]indolesas amination reagent during the aza-ene reaction of different alkenes to yield the corresponding allyl aminesin para-directed amination of C2-alkyl substituted anisolein the synthesis of acid- and base-sensitive azo compounds and in Diels-Alder cycloadditions

Technology Process of 2,2,2-trichloroethyl N-(2,2,2-trichloroethoxycarbonylimino)carbamate

There total 3 articles about 2,2,2-trichloroethyl N-(2,2,2-trichloroethoxycarbonylimino)carbamate 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: 93.0%

bis(2,2,2-trichloroethyl) hydrazino-1,2-dicarboxylate (38858-02-5) → bis(2,2,2-trichloroethyl)azodicarboxylate (38857-88-4)

Guidance literature:

With pyridine; bromine; In dichloromethane; for 1.5h;

DOI:10.1021/ol7022054

Reference yield:

bis(2,2,2-trichloroethyl) hydrazino-1,2-dicarboxylate (38858-02-5) → bis(2,2,2-trichlorethyl)azodicarboxylate (38857-88-4)

Guidance literature:

With dinitrogen tetraoxide;

DOI:10.1021/jo00951a016

Reference yield:

→ bis(2,2,2-trichloroethyl)azodicarboxylate (38857-88-4)

Guidance literature:

upstream raw materials:

bis(2,2,2-trichloroethyl) hydrazino-1,2-dicarboxylate

Downstream raw materials:

(1rN,2cH,4cH,5cN)-3-oxa-6,7-diaza-tricyclo[3.2.2.0^2,4]non-8-ene-6,7-dicarboxylic acid bis-(2,2,2-trichloro-ethyl) ester

1-(2,4,6-trimethoxyphenyl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester

1-(4-methoxyphenyl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester

1-(2-cyclohexen-1-yl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester

Refernces

• 1、 Schmidt, Valerie A.,Alexanian, Erik J.. "Metal-free oxyaminations of alkenes using hydroxamic acids". supporting information; scheme or table. p. 11402 - 11405. Retrieved 2011/09/16.
• 2、 Starr, Jeremy T.,Rai, Gurdev S.,Dang, Hung,McNelis, Brian J.. "An improved oxidation method for the synthesis of azodicarbonyl compounds". . p. 3197 - 3200. Retrieved 2007/10/03.