methyl N-(3-hydroxyphenyl)carbamate

Base Information

• Chemical Name: methyl N-(3-hydroxyphenyl)carbamate
• CAS No.: 13683-89-1
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 2924299090
• European Community (EC) Number: 237-196-4
• DSSTox Substance ID: DTXSID60159967
• Nikkaji Number: J277.991I
• Wikidata: Q83028344
• Mol file: 13683-89-1.mol

Synonyms:13683-89-1;methyl N-(3-hydroxyphenyl)carbamate;Methyl (3-hydroxyphenyl)carbamate;MHPC;Methyl 3-hydroxycarbanilate;Methyl (3-hydroxyphenyl)-carbamate;methyl 3-hydroxyphenylcarbamate;Methyl N-(3-hydroxyphenyl)-carbamate;Methyl (m-hydroxyphenyl)carbamate;3-((Methoxycarbonyl)amino)phenol;EINECS 237-196-4;BRN 2414735;Carbamic acid, (3-hydroxyphenyl)-, methyl ester;METHYL(3-HYDROXYPHENYL)CARBAMATE;EC 237-196-4;CARBANILIC ACID, m-HYDROXY-, METHYL ESTER;Carbamic acid, (3-hydroxyphenyl)-, methyl ester (9CI);phenmedipham TP1;methyl m-hydroxycarbanilate;methyl-3-hydroxylphenylcarbamate;SCHEMBL8017782;DTXSID60159967;AM9943;methyl-(N-3-hydroxyphenyl)-carbamate;AKOS009221621;LS-51315;(3-Hydroxyphenyl)carbamic acid methyl ester;CS-0249289;FT-0693494;EN300-43020;J-006922;Z335810160;Methyl N-(3-hydroxyphenyl)carbamate 10 microg/mL in Cyclohexane

Chemical Property of methyl N-(3-hydroxyphenyl)carbamate

Chemical Property:

• Appearance/Colour: Soil
• Vapor Pressure: 0.0142mmHg at 25°C
• Melting Point: 94-96 °C
• Refractive Index: 1.61
• Boiling Point: 249.8 °C at 760 mmHg
• PKA: 9.91±0.10(Predicted)
• Flash Point: 104.9 °C
• PSA: 58.56000
• Density: 1.313 g/cm³
• LogP: 1.64350
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

99.9% ^*data from raw suppliers

MethylN-(3-hydroxyphenyl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of methyl N-(3-hydroxyphenyl)carbamate

There total 4 articles about methyl N-(3-hydroxyphenyl)carbamate 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: 94.8%

methyl chloroformate (79-22-1) + m-Hydroxyaniline (591-27-5) → methyl N-(3-hydroxyphenyl)carbamate (13683-89-1)

Guidance literature:

With potassium hydrogencarbonate; In water; ethyl acetate; for 4h;

DOI:10.1007/BF00472539

Reference yield: 25.0%

N-phenyl methyl carbamate (2603-10-3) → carbamate de methyle et de N(hydroxy-4 phenyle) (54840-09-4) + methyl N-(3-hydroxyphenyl)carbamate (13683-89-1) + carbamate de methyle et de N(hydroxy-2 phenyle) (40783-78-6)

Guidance literature:

With dihydrogen peroxide; at -40 ℃; for 0.5h; Product distribution; Hf - SbF₅;

Reference yield:

meta-nitrophenol (554-84-7) → carbon dioxide (124-38-9,18923-20-1) + methyl N-(3-hydroxyphenyl)carbamate (13683-89-1) + m-Hydroxyaniline (591-27-5)

Guidance literature:

With sodium sulfide; ammonium metavanadate; carbon monoxide; water; In methanol; at 24.9 ℃; for 4h; under 52504.2 Torr;

DOI:10.1135/cccc19950514

upstream raw materials:

N-phenyl methyl carbamate

methyl chloroformate

m-Hydroxyaniline

meta-nitrophenol

Downstream raw materials:

(2,4-Dimethoxy-phenyl)-carbamic acid 3-methoxycarbonylamino-phenyl ester

3-Methoxycarbonylaminophenyl-N-(3',4'-dichlor-phenyl)-carbamat

phenmediphame

Refernces

• 1、 Vor?áková, Katarína,Májeková, Magdaléna,Horáková, Eva,Drabina, Pavel,Sedlák, Milo?,?těpánková, ?árka. "Synthesis and characterization of new inhibitors of cholinesterases based on N-phenylcarbamates: In vitro study of inhibitory effect, type of inhibition, lipophilicity and molecular docking". . p. 280 - 289. Retrieved 2018/04/06.
• 2、 Hennings, D. David,Iwasa, Seiji,Rawal, Viresh H.. "Anion-accelerated palladium-mediated intramolecular cyclizations: Synthesis of benzofurans, indoles, and a benzopyran". . p. 6379 - 6382. Retrieved 2007/10/03.