Carbamic acid, 4-fluorophenyl-, methyl ester

Base Information

• Chemical Name: Carbamic acid, 4-fluorophenyl-, methyl ester
• CAS No.: 16744-99-3
• Molecular Formula: C8H8FNO2
• Molecular Weight: 169.155
• DSSTox Substance ID: DTXSID00879374
• Nikkaji Number: J1.604.697C
• Wikidata: Q82861476
• Mol file: 16744-99-3.mol

Synonyms:methyl (4-fluorophenyl)carbamate;16744-99-3;Carbamic acid, 4-fluorophenyl-, methyl ester;methyl N-(4-fluorophenyl)carbamate;starbld0029774;methyl fluorophenyl carbamate;SCHEMBL2095091;DTXSID00879374;ZTHJCBXOIFNHDX-UHFFFAOYSA-N;AKOS002936499;Carbamic acid, (4-fluorophenyl)-, methyl ester;SR-01000514395;SR-01000514395-1;F3035-0962

Chemical Property of Carbamic acid, 4-fluorophenyl-, methyl ester

Chemical Property:

• Melting Point: 92 - 94 °C
• Boiling Point: 185.5±23.0 °C(Predicted)
• PSA: 38.33000
• Density: 1.270±0.06 g/cm3(Predicted)
• LogP: 2.07700
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 169.05390666
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)NC1=CC=C(C=C1)F

Technology Process of Carbamic acid, 4-fluorophenyl-, methyl ester

There total 11 articles about Carbamic acid, 4-fluorophenyl-, methyl 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: 92.0%

methanol (67-56-1) + carbon dioxide (124-38-9,18923-20-1) + 4-fluoroaniline (371-40-4) → methyl N-(4-fluorophenyl)carbamate (16744-99-3)

Guidance literature:

With calcium carbide; potassium carbonate; In acetonitrile; at 180 ℃; for 24h; under 37503.8 Torr; Autoclave; Glovebox; Sealed tube;

DOI:10.1039/d0gc01402h

Reference yield: 92.0%

→ methyl N-(4-fluorophenyl)carbamate (16744-99-3)

Guidance literature:

With calcium carbide; potassium carbonate; In acetonitrile; at 180 ℃; for 24h; under 37503.8 Torr; Autoclave;

Reference yield: 89.0%

tetramethylorthosilicate (681-84-5) + carbon dioxide (124-38-9,18923-20-1) + 4-fluoroaniline (371-40-4) → methyl N-(4-fluorophenyl)carbamate (16744-99-3)

Guidance literature:

With 1,10-Phenanthroline; potassium methanolate; zinc diacetate; In 1-methyl-pyrrolidin-2-one; at 150 ℃; for 2h; under 7500.75 Torr; Autoclave;

DOI:10.1002/chem.202103587

upstream raw materials:

methyl chloroformate

4-fluoroaniline

methanol

potassium cyanate

Downstream raw materials:

3-(4-fluorophenyl)-6-(trifluoromethyl)pyrimidine-2,4-(1H,3H)-dione

3-(4-fluorophenyl)-1-methyl-6-(trifluorometheyl)pyrimidine-2,4(1H,3H)-dione

2-(5-fluoro-2,4-dinitrophenoxy)-N-(2-fluoro-5-(3-methyl-2,6-dioxo-4-(trifluoromethyl)-2,3-dihydropyrimidin-1(6H)-yl)phenyl)propanamide

N-(2-fluoro-5-(3-methyl-2,6-dioxo-4-(trifluoromethyl)-2,3-dihydropyrimidin-1(6H)-yl)phenyl)-2-(4-nitrophenoxy)acetamide

Refernces

• 1、 Chen, Ming-Yu,Choe, Yoong-Kee,Choi, Jun-Chul,Fukaya, Norihisa,Hamura, Satoshi,Koizumi, Hiroki,Matsumoto, Kazuhiro,Matsumoto, Seiji,Shigeyasu, Shinji,Takeuchi, Katsuhiko,Yuan, Hao-Yu. "N-Aryl and N-Alkyl Carbamates from 1 Atmosphere of CO2". supporting information. p. 18066 - 18073. Retrieved 2021/12/08.
• 2、 Wang, Song-Ning,Zhang, Guo-Yu,Shoberu, Adedamola,Zou, Jian-Ping. "Copper-Catalyzed Coupling of Amines with Carbazates: An Approach to Carbamates". . p. 9067 - 9075. Retrieved 2021/07/19.