Benzyl bis(2-chloroethyl)carbamate

Base Information

• Chemical Name: Benzyl bis(2-chloroethyl)carbamate
• CAS No.: 72791-76-5
• Molecular Formula: C12H15Cl2NO2
• Molecular Weight: 276.163
• Hs Code.: 2924299090
• European Community (EC) Number: 879-279-3
• DSSTox Substance ID: DTXSID90502306
• Wikidata: Q82355217
• Mol file: 72791-76-5.mol

Synonyms:72791-76-5;benzyl bis(2-chloroethyl)carbamate;N-Cbz-N,N-bis(2-chloroethyl)amine;BENZYL N,N-BIS(2-CHLOROETHYL)CARBAMATE;bis-(2-chloro-ethyl)-carbamic acid benzyl ester;MFCD06858694;Carbamic acid, bis(2-chloroethyl)-, phenylmethyl ester;Carbamic acid,N,N-bis(2-chloroethyl)-, phenylmethyl ester;SCHEMBL2924379;DTXSID90502306;OBBMVFKOKGRDGS-UHFFFAOYSA-N;AMY21456;XCA79176;FD6006;AKOS016014446;DS-6037;SB38476;SY240484;A9442;CS-0156246;FT-0604316;bis-(2-chloroethyl)carbamic acid benzyl ester;EN300-207337;Carbamic acid,N,N-bis(2-chloroethyl)-,phenylmethyl ester

Chemical Property of Benzyl bis(2-chloroethyl)carbamate

Chemical Property:

• Vapor Pressure: 6.99E-06mmHg at 25°C
• Refractive Index: 1.539
• Boiling Point: 376.9 °C at 760 mmHg
• PKA: -1.78±0.70(Predicted)
• Flash Point: 181.8 °C
• PSA: 29.54000
• Density: 1.245 g/cm³
• LogP: 3.10280
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 275.0479841
• Heavy Atom Count: 17
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

N-Cbz-N,N-bis(2-chloroethyl)amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)N(CCCl)CCCl

Technology Process of Benzyl bis(2-chloroethyl)carbamate

There total 2 articles about Benzyl bis(2-chloroethyl)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: 95.5%

bis-(2-chloroethyl)amine hydrochloride (821-48-7) + benzyl chloroformate (501-53-1,94274-21-2) → bis(2-chloroethyl)carbamic acid benzyl ester (72791-76-5)

Guidance literature:

benzyl chloroformate; With sodium hydrogencarbonate; In water; at 0 - 20 ℃;

bis-(2-chloroethyl)amine hydrochloride; In water; at 0 - 20 ℃;

DOI:10.1021/ol802553g

Reference yield: 61.0%

benzyl chloroformate (501-53-1,94274-21-2) + N,N-bis(chloro-2-ethyl)amine (334-22-5) → bis(2-chloroethyl)carbamic acid benzyl ester (72791-76-5)

Guidance literature:

With sodium carbonate; In water; acetone; at 0 - 20 ℃; for 1h;

DOI:10.1016/j.jfluchem.2009.08.001

Reference yield: 64.0%

bis(2-chloroethyl)carbamic acid benzyl ester (72791-76-5) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → benzyl 8-azaspiro[4.5]deca-1,3-diene-8-carboxylate (1101177-62-1)

Guidance literature:

cyclopenta-1,3-diene; With sodium hydride; In tetrahydrofuran; dimethyl sulfoxide; mineral oil; at 0 - 75 ℃; Inert atmosphere;

bis(2-chloroethyl)carbamic acid benzyl ester; In tetrahydrofuran; dimethyl sulfoxide; mineral oil; at 20 ℃; for 8h; Inert atmosphere;

DOI:10.1021/ol802553g

upstream raw materials:

bis-(2-chloroethyl)amine hydrochloride

benzyl chloroformate

N,N-bis(chloro-2-ethyl)amine

Downstream raw materials:

3-({2-[(2-{2-[benzyl-(toluene-4-sulfonyl)-amino]-ethyl}-(toluene-4-sulfonyl)-amino)-ethyl]-(toluene-4-sulfonyl)-amino}-ethyl)-oxazolidin-2-one

N-vinyl-2-oxazolidone

1-benzyl 4-tert-butyl 4-(2-naphthyl)piperidine-1,4-dicarboxylate

benzyl 8-azaspiro[4.5]deca-1,3-diene-8-carboxylate

Refernces

• 1、 -. "Heterocyclic Compound". Paragraph 1903; 1904. . Retrieved 2018/06/15.
• 2、 -. "INDUCTION OF GATA2 BY HDAC1 AND HDAC2 INHIBITORS". Page/Page column 63. . Retrieved 2016/05/02.