Methyl phenylcarbamate

Base Information

• Chemical Name: Methyl phenylcarbamate
• CAS No.: 2603-10-3
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 2924299090
• European Community (EC) Number: 220-014-2
• NSC Number: 36208
• UNII: B3L1HPI8NJ
• DSSTox Substance ID: DTXSID00180674
• Nikkaji Number: J80.527K
• Wikidata: Q83051264
• ChEMBL ID: CHEMBL4529032
• Mol file: 2603-10-3.mol

Synonyms:METHYL N-PHENYLCARBAMATE;Methyl phenylcarbamate;2603-10-3;N-Phenylcarbamic acid methyl ester;Methyl carbanilate;Methyl phenylurethane;Carbanilic acid, methyl ester;Methyl N-phenylurethane;Carbamic acid, phenyl-, methyl ester;Carbamic acid, N-phenyl-, methyl ester;B3L1HPI8NJ;N-phenyl-carbamic acid methyl ester;NSC-36208;Carbamic acid, phenyl-, methyl ester (9CI);Carbamic acid,N-phenyl-, methyl ester;methyl phenyl carbamate;UNII-B3L1HPI8NJ;Phenylcarbamic acid methyl;METHANOL CARBANILATE;SCHEMBL282531;phenylcarbamic acid methyl ester;CHEMBL4529032;IAGUPODHENSJEZ-UHFFFAOYSA-;N-PHENYL-O-METHYLURETHANE;DTXSID00180674;N-(METHOXYCARBONYL)ANILINE;O-METHYL N-PHENYLCARBAMATE;HMS1721H14;methyl hydrogen phenylimidocarbonate;CAA60310;N-phenyl carbamic acid methyl ester;NSC36208;EINECS 220-014-2;MFCD00027552;NSC 36208;STK397155;AKOS000119957;AS-63536;AI3-15077;CS-0066443;FT-0634390;P1010;EN300-16865;D70137;Z56801320

Chemical Property of Methyl phenylcarbamate

Chemical Property:

• Vapor Pressure: 0.664mmHg at 25°C
• Melting Point: 47 °C
• Refractive Index: 1.569
• Boiling Point: 186.4 °C at 760 mmHg
• PKA: 13.86±0.70(Predicted)
• Flash Point: 66.5 °C
• PSA: 38.33000
• Density: 1.172 g/cm³
• LogP: 1.93790
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 130

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl N-Phenylcarbamate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of Methyl phenylcarbamate

There total 224 articles about Methyl phenylcarbamate 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: 79.0%

methanol (67-56-1) + vinyl acetate (108-05-4,9003-20-7) + N-benzoyl-O-acetylhydroxylamine (21251-12-7) → N-phenyl methyl carbamate (2603-10-3) + 1-isoquinolone (491-30-5)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; at 60 ℃; Inert atmosphere;

DOI:10.1021/ol502095z

Reference yield: 69.0%

methanol (67-56-1) + vinyl acetate (108-05-4,9003-20-7) + N-(pivaloyloxy)benzamide (61650-22-4) → N-phenyl methyl carbamate (2603-10-3) + 1-isoquinolone (491-30-5)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; at 60 ℃; Temperature; Inert atmosphere;

DOI:10.1021/ol502095z

Reference yield: 26.0%

methanol (67-56-1) + vinyl acetate (108-05-4,9003-20-7) + Benzohydroxamic acid (495-18-1) → N-phenyl methyl carbamate (2603-10-3) + 1-isoquinolone (491-30-5)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; at 60 ℃; Inert atmosphere;

DOI:10.1021/ol502095z

upstream raw materials:

N-bromobenzamide

sodium methylate

benzamide

methanol

Downstream raw materials:

methyl N-(2,4-dinitrophenyl)carbamate

4-[(methoxycarbonyl)amino]benzenesulfonic acid

(2,4-dibromo-phenyl)-carbamic acid methyl ester

methyl N-(2,4,6-trinitrophenyl)carbamate

Refernces

• 1、 Knoevenagel,Schuerenberg. "-". . p. 148. Retrieved 1897.
• 2、 Pri-Bar, Ilan,Schwartz, Jeffrey. "I2-Promoted Palladium-Catalyzed Carbonylation of Amines". . p. 8124 - 8125. Retrieved 1995.
• 3、 Gorbunova, L. V.,Knyazeva, I. L.,Nefedov, B. K.,Khoshdurdyev, Kh. O.,Manov-Yuvenskii, V. I.. "TRIPHENYLPHOSPHINE COMPLEXES OF RHODIUM AND IRIDIUM AS NEW HOMOGENEOUS CATALYSTS FOR THE SYNTHESIS OF METHYL N-PHENYLCARBAMATE BY CARBONYLATION OF NITROBENZENE IN METHANOL". . p. 1334 - 1335. Retrieved 1981.
• 4、 Li, Fang,Wang, Xi,Li, Hongqin,Wang, Shufang,Xue, Wei,Wang, Yanji. "The Induction Period and Novel Active Species in Zn(OAc)2 Catalyzed Synthesis of Aromatic Carbamates". . p. 1478 - 1484. Retrieved 2017.
• 5、 Xu, Dehua,Li, Huiquan,Li, Zhibao. "Determination and modeling of isobaric vapor-liquid equilibria for the methylcarbamate + Methyl-N-phenyl carbamate system at different pressures". . p. 3110 - 3117. Retrieved 2013.
• 6、 Ragaini, Fabio,Cognolato, Carlo,Gasperini, Michela,Cenini, Sergio. "The carbonylation reaction of nitrobenzene to methyl phenylcarbamate: Highly efficient promoters for the palladium-phenanthroline catalytic system based on phosphorus acids". . p. 2886 - 2889. Retrieved 2003.
• 7、 Hossain, Md. Delwar,Kitamura, Tsugio. "Alternative, easy and efficient preparation of poly[4-(diacetoxyiodo) styrene] from poly(4-iodostyrene) using sodium perborate as the oxidant". . p. 1253 - 1256. Retrieved 2006.
• 8、 Gupte,Shivarkar,Chaudhari. "Carbamate synthesis by solid-base catalyzed reaction of disubstituted ureas and carbonates". . p. 2620 - 2621. Retrieved 2001.
• 9、 Cenini, Sergio,Crotti, Corrado,Pizzotti, Maddalena,Porta, Francesca. "Ruthenium Carbonyl Catalyzed Reductive Carbonylation of Aromatic Nitro Compounds. A Selective Route to Carbamates". . p. 1243 - 1250. Retrieved 1988.
• 10、 Wang, Yi,Liu, Bo. "Efficient and recyclable heterogeneous zinc alkyl carboxylate catalyst for the synthesis of N-phenyl carbamate from aniline and dimethylcarbonate". . p. 109 - 113. Retrieved 2015.