Carbonic acid, p-nitrophenyl phenyl ester

Base Information

• Chemical Name: Carbonic acid, p-nitrophenyl phenyl ester
• CAS No.: 17175-11-0
• Molecular Formula: C13H9NO5
• Molecular Weight: 259.218
• DSSTox Substance ID: DTXSID701269135
• Nikkaji Number: J142.384C
• Mol file: 17175-11-0.mol

Synonyms:4-nitrophenyl phenyl carbonate

Chemical Property of Carbonic acid, p-nitrophenyl phenyl ester

Chemical Property:

• PSA: 81.35000
• LogP: 3.69580
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 259.04807239
• Heavy Atom Count: 19
• Complexity: 314

Purity/Quality:

99% ^*data from raw suppliers

95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC(=O)OC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of Carbonic acid, p-nitrophenyl phenyl ester

There total 9 articles about Carbonic acid, p-nitrophenyl phenyl ester 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: 94.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + phenyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate (1202680-24-7) → phenyl O‐(4‐nitrophenyl) carbonate (17175-11-0)

Guidance literature:

With potassium tert-butylate; In toluene; at 20 ℃; for 0.5h; Green chemistry;

DOI:10.1055/s-0035-1561411

Reference yield: 90.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + phenyl chloroformate (1885-14-9) → phenyl O‐(4‐nitrophenyl) carbonate (17175-11-0)

Guidance literature:

With N,N-diethylaniline; In dichloromethane; at -20 - 20 ℃; for 1.5h;

Reference yield:

bis-(p-nitrophenyl) carbonate (5070-13-3) + phenol (108-95-2,27073-41-2) → bis(phenyl) carbonate (102-09-0) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + phenyl O‐(4‐nitrophenyl) carbonate (17175-11-0)

Guidance literature:

With potassium chloride; In water; at 25 ℃; pH=9.0; Further Variations:; pH-values; Kinetics;

DOI:10.1021/jo0101252

upstream raw materials:

bis-(p-nitrophenyl) carbonate

phenol

4-nitro-phenol

phenyl chloroformate

Downstream raw materials:

phenyl (1-benzylpiperidin-4-yl)carbamate

4-nitro-phenol

p-nitrophenolate

(2-Hydroxy-ethyl)-carbamic acid phenyl ester

Refernces

• 1、 -. "Preparation method of lenvatinib and preparation method of lenvatinib intermediate". Paragraph 0124-0129. . Retrieved 2021/07/01.
• 2、 Moon, Hyun Kyung,Sung, Gi Hyeon,Yoon, Yong-Jin,Yoon, Hyo Jae. "Alkyl and aryl 4,5-dichloro-6-oxopyridazin-1(6 H)-carboxylates: A practical alternative to chloroformates for the synthesis of symmetric and asymmetric carbonates". supporting information. p. 1577 - 1581. Retrieved 2016/06/14.