4-Nitrophenyl methylcarbamate

Base Information

• Chemical Name: 4-Nitrophenyl methylcarbamate
• CAS No.: 5819-21-6
• Molecular Formula: C8H8 N2 O4
• Molecular Weight: 196.163
• NSC Number: 127881
• DSSTox Substance ID: DTXSID10879380
• Nikkaji Number: J747.745G
• Wikidata: Q82861482
• ChEMBL ID: CHEMBL2288483
• Mol file: 5819-21-6.mol

Synonyms:4-Nitrophenyl methylcarbamate;5819-21-6;4-nitrophenyl N-methylcarbamate;(4-nitrophenyl) N-methylcarbamate;p-nitrophenyl n-methylcarbamate;Phenol, 4-nitro-, methylcarbamate;TL-947;NSC 127881;p-Nitrophenyl methylcarbamate;Carbamic acid, methyl-, 4-nitrophenyl ester;SCHEMBL3337757;CHEMBL2288483;DTXSID10879380;NSC127881;Methylcarbamic acid 4-nitrophenyl ester;N-METHYL-4-NITROPHENYLCARBAMATE;NSC-127881;LS-50281;Carbamic acid, N-methyl-, 4-nitrophenyl ester

Chemical Property of 4-Nitrophenyl methylcarbamate

Chemical Property:

• Vapor Pressure: 0.000405mmHg at 25°C
• Melting Point: 160.5-162.0 °C(Solv: methanol (67-56-1); ethanol (64-17-5); octane (111-65-9))
• Boiling Point: 316.6°Cat760mmHg
• PKA: 10.67±0.46(Predicted)
• Flash Point: 145.3°C
• PSA: 84.15000
• Density: 1.327g/cm³
• LogP: 2.22710
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 196.04840674
• Heavy Atom Count: 14
• Complexity: 218

Purity/Quality:

99%min ^*data from raw suppliers

ETHYL 4-NITROPHENYLCARBAMATE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Nitrophenyl methylcarbamate

There total 8 articles about 4-Nitrophenyl methylcarbamate 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: 85.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + methyl isocyanate (624-83-9) → 4-nitrophenyl N-methylcarbamate (5819-21-6)

Guidance literature:

With pyridine; for 3h; Ambient temperature;

Reference yield: 85.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + benzyl N-methylcarbamate (30379-59-0) → 4-nitrophenyl N-methylcarbamate (5819-21-6)

Guidance literature:

With trichlorophosphate; at 60 ℃; for 12h;

DOI:10.1016/S0040-4020(01)81769-5

Reference yield: 76.0%

bis-(p-nitrophenyl) carbonate (5070-13-3) + methylamine (74-89-5) → 4-nitrophenyl N-methylcarbamate (5819-21-6)

Guidance literature:

With dmap; In tetrahydrofuran; ethanol; at 20 ℃; for 3h;

upstream raw materials:

4-nitro-phenol

methyl isocyanate

methyl N-methylcarbamate

allyl N-methylcarbamate

Downstream raw materials:

N-methyl-N-nitroso-carbamate de p-nitrophenyle

5'-deoxy-2',3'-O,O-isopropylidene-5'-[(N-methylcarbamoyl)amino]-N₆-(N-phenylcarbamoyl)adenosine

5'-deoxy-2',3'-bis-O-triethylsilyl-5'-[(N-methylcarbamoyl)amino]-N⁶-(N-phenylcarbamoyl)adenosine

2',3'-bis-O-tert-butyldiphenylsilyl-5'-deoxy-5'-[(N-methylcarbamoyl)amino]-N⁶-(N-phenylcarbamoyl)adenosine

Refernces

• 1、 -. "New derivatives of resveratrol". Paragraph 0069-0071. . Retrieved 2014/09/29.
• 2、 Kumaran, G.,Naik, R. H.,Kulkarni, G. H.. "A non-MIC route to carbamates: Irreversible trans-esterification reaction of methyl N-methylcarbamate with phenolic substrates possessing additional functional groups". . p. 893 - 895. Retrieved 2007/10/02.