Ethyl (3-hydroxyphenyl)carbamate

Base Information

• Chemical Name: Ethyl (3-hydroxyphenyl)carbamate
• CAS No.: 7159-96-8
• Molecular Formula: C9H11 N O3
• Molecular Weight: 181.191
• Hs Code.: 2924299090
• European Community (EC) Number: 615-309-1
• NSC Number: 222551
• UNII: 4X2HYG86P1
• DSSTox Substance ID: DTXSID6064581
• Nikkaji Number: J42.849C
• Wikidata: Q27260621
• Mol file: 7159-96-8.mol

Synonyms:Ethyl (3-hydroxyphenyl)carbamate;7159-96-8;Ethyl N-(3-hydroxyphenyl)carbamate;Ethyl 3-hydroxyphenylcarbamate;3-Carbethoxyaminophenol;Ethyl m-hydroxycarbanilate;Ethyl 3-hydroxycarbanilate;(3-Hydroxyphenyl)carbamic acid ethyl ester;m-Hydroxycarbanilic acid ethyl ester;(3-HYDROXY-PHENYL)-CARBAMIC ACID ETHYL ESTER;m-(Ethoxycarbonylamino)phenol;3-(Ethoxycarbonylamino)phenol;Carbamic acid, (3-hydroxyphenyl)-, ethyl ester;NSC 222551;BRN 0909644;UNII-4X2HYG86P1;4X2HYG86P1;CARBANILIC ACID, m-HYDROXY-, ETHYL ESTER;Carbamic acid, N-(3-hydroxyphenyl)-, ethyl ester;NSC-222551;EC 615-309-1;1-13-00-00134 (Beilstein Handbook Reference);Ethyl-N-(3-hydroxyphenyl)-carbamate ethyl 3-hydroxyphenylcarbamate;Desmedipham metabolite;ethyl 3-hydroxycarbamate;Enamine_005305;Oprea1_437556;SCHEMBL1933135;DTXSID6064581;HMS1409B03;AMY20764;ethyl-N-(3-hydroxyphenyl)-carbamate;MFCD00463773;NSC222551;AKOS000118532;AS-60990;LS-51311;CS-0116794;E1227;ethyl (3-hydroxyphenyl)carbamate, AldrichCPR;EN300-05447;T72868;A866410;SR-01000405603;SR-01000405603-1;Q27260621;Z31717081

Chemical Property of Ethyl (3-hydroxyphenyl)carbamate

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Melting Point: 95 °C
• Refractive Index: 1.5270 (estimate)
• Boiling Point: 266.4 °C at 760 mmHg
• PKA: 9.57±0.10(Predicted)
• Flash Point: 114.9 °C
• PSA: 58.56000
• Density: 1.259 g/cm³
• LogP: 2.03360
• Storage Temp.: 2-8°C
• Solubility.: Ethyl Acetate
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 172

Purity/Quality:

99.9% ^*data from raw suppliers

Ethyl (3-Hydroxyphenyl)carbamate >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)NC1=CC(=CC=C1)O
• Uses: 3-Ethyloxycarbonylaminophenol is an intermediate in the synthesis of Phenmedipham-ethyl (P314605), an impurity of Phenmedipham (P314600); a carbanilate selective herbicide used post-emergence in beet crops after the emergence of most broad-leaved weeds and before they develop.

Technology Process of Ethyl (3-hydroxyphenyl)carbamate

There total 2 articles about Ethyl (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: 99.0%

chloroformic acid ethyl ester (541-41-3) + m-Hydroxyaniline (591-27-5) → ethyl N-(3-hydroxyphenyl)carbamate (7159-96-8)

Guidance literature:

In ethyl acetate; Heating;

DOI:10.1021/jo016140o

Reference yield:

→ ethyl N-(3-hydroxyphenyl)carbamate (7159-96-8)

Guidance literature:

DOI:10.1021/jo00404a028

Reference yield: 96.9%

phenyl isocyanate (103-71-9) + ethyl N-(3-hydroxyphenyl)carbamate (7159-96-8) → desmedipham (13684-56-5)

Guidance literature:

With borax; In water;

upstream raw materials:

chloroformic acid ethyl ester

m-Hydroxyaniline

Downstream raw materials:

(4-methyl-2-oxo-2H-1-benzopyran-7-yl)carbamic acid ethyl ester

7-(Carbethoxyamido)-4-(trifluoromethylcoumarin)

ethyl 7-N-(carbethoxy)aminocoumarin-4-acetate

(3-Oxiranylmethoxy-phenyl)-carbamic acid ethyl ester

Refernces

• 1、 Thorson, Megan K.,Van Wagoner, Ryan M.,Harper, Mary Kay,Ireland, Chris M.,Majtan, Tomas,Kraus, Jan P.,Barrios, Amy M.. "Marine natural products as inhibitors of cystathionine beta-synthase activity". . p. 1070 - 1072. Retrieved 2015.
• 2、 Begoyan,Weseliński,Xia,Fedie,Kannan,Ferrier,Rao,Tanasova. "Multicolor GLUT5-permeable fluorescent probes for fructose transport analysis". . p. 3855 - 3858. Retrieved 2018.
• 3、 Nahrjou, Nazanin,Ghosh, Avik,Tanasova, Marina. "Targeting of glut5 for transporter-mediated drug-delivery is contingent upon substrate hydrophilicity". . . Retrieved 2021/05/18.
• 4、 -. "Coumarin Schiff base derivative as well as preparation method and application thereof". Paragraph 0022; 0053; 0055-0080. . Retrieved 2020/11/25.