1-chloroethyl (4-nitrophenyl) Carbonate

Base Information

• Chemical Name: 1-chloroethyl (4-nitrophenyl) Carbonate
• CAS No.: 101623-69-2
• Molecular Formula: C9H8ClNO5
• Molecular Weight: 245.619
• DSSTox Substance ID: DTXSID20441476
• Nikkaji Number: J3.610.296I
• Mol file: 101623-69-2.mol

Synonyms:101623-69-2;1-chloroethyl (4-nitrophenyl) Carbonate;1-chloroethyl 4-nitrophenyl carbonate;Carbonic acid 4-nitro-phenyl ester 1-chloro-ethyl ester;Carbonic acid, 1-chloroethyl 4-nitrophenyl ester;1-Chloroethyl p-Nitrophenyl Carbonate;MFCD19441847;SCHEMBL27126;DTXSID20441476;DXVQFTPXVZUWIF-UHFFFAOYSA-N;BEA62369;CS-M3307;1-chloroethyl(4-nitrophenyl)Carbonate;1-chloroethyl-4-nitrophenyl carbonate;1-Chloroethyl=4-nitrophenyl=carbonate;alpha-chloroethyl 4-nitrophenyl carbonate;AS-10733;SY102832;alpha-chloroethyl para-nitrophenyl Carbonate;J3.610.296I;AN-584/43503106;Carbonic acid,4-nitrophenyl ester 1-chloroethyl ester

Chemical Property of 1-chloroethyl (4-nitrophenyl) Carbonate

Chemical Property:

• Melting Point: 71.0-71.7 °C(Solv: hexane (110-54-3))
• Boiling Point: 359.1±42.0 °C(Predicted)
• PSA: 81.35000
• Density: 1.415±0.06 g/cm3(Predicted)
• LogP: 3.21820
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 245.0091000
• Heavy Atom Count: 16
• Complexity: 259

Purity/Quality:

99% ^*data from raw suppliers

1-Chloroethyl(4-Nitrophenyl)Carbonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(OC(=O)OC1=CC=C(C=C1)[N+](=O)[O-])Cl

Technology Process of 1-chloroethyl (4-nitrophenyl) Carbonate

There total 1 articles about 1-chloroethyl (4-nitrophenyl) Carbonate 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: 97.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + carbonochloridic acid 1-chloro-ethyl ester (50893-53-3) → (1-chloroethyl)-(4-nitrophenyl)carbonate (101623-69-2)

Guidance literature:

In pyridine; chloroform; at 0 - 20 ℃; for 17h;

DOI:10.7164/antibiotics.52.643

Reference yield: 94.0%

acetic acid (64-19-7,77671-22-8) + (1-chloroethyl)-(4-nitrophenyl)carbonate (101623-69-2) → 1-{[(4-nitrophenoxy)carbonyl]oxy}ethyl acetate (101623-68-1)

Guidance literature:

mercury(II) diacetate; at 20 ℃;

Reference yield: 89.0%

mercury(II) diacetate (1600-27-7) + (1-chloroethyl)-(4-nitrophenyl)carbonate (101623-69-2) → 1-{[(4-nitrophenoxy)carbonyl]oxy}ethyl acetate (101623-68-1)

Guidance literature:

With acetic acid; at 20 ℃; for 40h;

DOI:10.1021/jm990237+

upstream raw materials:

4-nitro-phenol

carbonochloridic acid 1-chloro-ethyl ester

Downstream raw materials:

1-{[(4-nitrophenoxy)carbonyl]oxy}ethyl acetate

1-(trimethylacetoxy)ethyl p-nitrophenyl carbonate

1-[[(4-nitrophenoxy)carbonyl]oxy]-2-methylpropionic acid ethyl ester

1-iodoethyl 4-nitrophenyl carbonate

Refernces

• 1、 Andersson, Vincent,Bergstr?m, Fredrik,Br?nalt, Jonas,Gr?nberg, Gunnar,Gustafsson, David,Karlsson, Staffan,Polla, Magnus,Bergman, Joakim,Kihlberg, Jan. "Macrocyclic prodrugs of a selective nonpeptidic direct thrombin inhibitor display high permeability, efficient bioconversion but low bioavailability". . p. 6658 - 6670. Retrieved 2016.
• 2、 -. "PRODRUGS OF KALLIKREIN INHIBITORS". Page/Page column 112. . Retrieved 2018/05/24.