3-Nitrophenyloxycarbonyl chloride

Base Information

• Chemical Name: 3-Nitrophenyloxycarbonyl chloride
• CAS No.: 14235-05-3
• Molecular Formula: C7H4ClNO4
• Molecular Weight: 201.566
• DSSTox Substance ID: DTXSID50462634
• Mol file: 14235-05-3.mol

Synonyms:3-nitrophenyloxycarbonyl chloride;(3-nitrophenyl) carbonochloridate;14235-05-3;3-nitrophenyl chloroformate;SCHEMBL3291500;DTXSID50462634;JAYFJCQVACHCGU-UHFFFAOYSA-N;AKOS020226268;EN300-1612319

Chemical Property of 3-Nitrophenyloxycarbonyl chloride

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 200.9828853
• Heavy Atom Count: 13
• Complexity: 215

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Nitrophenyloxycarbonyl chloride

There total 5 articles about 3-Nitrophenyloxycarbonyl chloride 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:

meta-nitrophenol (554-84-7) → 3-nitrophenyl chloroformate (14235-05-3)

Guidance literature:

meta-nitrophenol; With bis(trichloromethyl) carbonate; In dichloromethane; at 0 ℃;

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 4h; Heating / reflux;

Reference yield:

bis(trichloromethyl) carbonate (32315-10-9) + meta-nitrophenol (554-84-7) → 3-nitrophenyl chloroformate (14235-05-3)

Guidance literature:

bis(trichloromethyl) carbonate; With N,N-diethylaniline; In toluene; at 0 ℃; for 0.25h;

meta-nitrophenol; In toluene; at 0 - 20 ℃; for 2h;

DOI:10.1021/jo5026496

Reference yield:

phosgene (75-44-5) + meta-nitrophenol (554-84-7) → 3-nitrophenyl chloroformate (14235-05-3)

Guidance literature:

With antipyrine;

DOI:10.1021/ja01687a028

upstream raw materials:

phosgene

meta-nitrophenol

bis(trichloromethyl) carbonate

Downstream raw materials:

3-Nitrophenyl N-(2-hydroxybenzyl)-N-methylcarbamate

3-nitrophenyl 4-methylpiperazine-1-carboxylate

tetrahydro-1-(5-t-butyl-1,3,4-thiadiazol-2-yl)-3-methyl-6-(3-nitrophenoxycarbonyloxy)-2(1H)-pyrimidinone

Refernces

• 1、 Chang, Sukbok,Jung, Hoimin,Kim, Dongwook,Lee, Jeonghyo,Lee, Jia,Park, Juhyeon. "Versatile Cp*Co(III)(LX) Catalyst System for Selective Intramolecular C-H Amidation Reactions". supporting information. p. 12324 - 12332. Retrieved 2020/08/06.
• 2、 Chacon, Almary,Masterson, Douglas S.,Yin, Huiyong,Liebler, Daniel C.,Porter, Ned A.. "N-Terminal amino acid side-chain cleavage of chemically modified peptides in the gas phase: A mass spectrometry technique for N-terminus identification". . p. 6213 - 6222. Retrieved 2007/10/03.