O-Ethyl thiocarbanilate

Base Information

• Chemical Name: O-Ethyl thiocarbanilate
• CAS No.: 3111-89-5
• Molecular Formula: C9H11 N O S
• Molecular Weight: 181.258
• Hs Code.: 2930909090
• NSC Number: 47840,7236
• UNII: QS3R8D3VJE
• DSSTox Substance ID: DTXSID30185051
• Nikkaji Number: J42.863I
• Mol file: 3111-89-5.mol

Synonyms:O-Ethyl thiocarbanilate;3111-89-5;Phenylthiourethane;Ethyl N-phenylthiocarbamate;Ethyl phenylaminothioformate;O-Ethyl phenylthiocarbamate;O-Ethyl phenylcarbamothioate;O-ethyl N-phenylcarbamothioate;Carbanilic acid, thiono-, ethyl ester;Carbamothioic acid, phenyl-, O-ethyl ester;CARBANILIC ACID, THIO-, O-ETHYL ESTER;NSC 7236;NSC 47840;QS3R8D3VJE;AI3-16955;N-PHENYLETHOXYCARBOTHIOAMIDE;Phenylthiocarbamic acid ethyl ester;NSC-7236;NSC-47840;WLN: SUYO2&MR;Carbamothioic acid, phenyl-, O-ethyl ester (9CI);Carbanilic acid, o-ethyl ester;UNII-QS3R8D3VJE;CBDivE_002137;SCHEMBL465265;Ethoxy(phenylimino)methanethiol;DTXSID30185051;NSC7236;NSC47840;O-ETHYL N-PHENYLTHIOCARBAMATE;AKOS004904130;LS-51550;CARBAMOTHIOIC ACID, N-PHENYL-, O-ETHYL ESTER

Chemical Property of O-Ethyl thiocarbanilate

Chemical Property:

• Vapor Pressure: 0.0276mmHg at 25°C
• Melting Point: 237-238 °C
• Boiling Point: 246.1°Cat760mmHg
• PKA: 11.91±0.70(Predicted)
• Flash Point: 102.6°C
• PSA: 53.35000
• Density: 1.182g/cm³
• LogP: 2.49290
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 181.05613515
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

O-ETHYL THIOCARBANILATE ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=S)NC1=CC=CC=C1

Technology Process of O-Ethyl thiocarbanilate

There total 59 articles about O-Ethyl thiocarbanilate 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: 98.0%

ethanol (64-17-5) + phenyl isothiocyanate (103-72-0) → O-ethyl-N-phenylthiocarbamate (3111-89-5)

Guidance literature:

Heating;

Reference yield: 82.0%

iodobenzene (591-50-4) + O-ethyl thiocarbamate (625-57-0) → O-ethyl-N-phenylthiocarbamate (3111-89-5)

Guidance literature:

With sodium t-butanolate; In toluene; at 100 ℃; for 3h; chemoselective reaction;

DOI:10.1039/c9nj00028c

Reference yield: 82.0%

potassium ethyl xanthogenate (140-89-6) + aniline (62-53-3) → O-ethyl-N-phenylthiocarbamate (3111-89-5)

Guidance literature:

With potassium triiodide; In water; for 0.5h;

DOI:10.1021/jo00273a041

upstream raw materials:

3-phenyl-2-thioxooxazolidin-4-one

sodium ethanolate

diiodomethane

ethanol

Downstream raw materials:

phenyl thiocarbimidoic acid O-ethyl ester-S-methyl ester

5,6-Dihydro-3-phenyl-2H-1,3-thiazin-2,4(3H)-dion

-aethyl-disulfid

Butyloxycarbonyl-phenylcarbamoyl-disulfid

Refernces

• 1、 Sardarian, Ali Reza,Dindarloo Inaloo, Iman,Zangiabadi, Milad. "An Fe3O4@SiO2/Schiff base/Cu(ii) complex as an efficient recyclable magnetic nanocatalyst for selective mono: N-arylation of primary O-alkyl thiocarbamates and primary O-alkyl carbamates with aryl halides and arylboronic acids". . p. 8557 - 8565. Retrieved 2019/06/14.
• 2、 Sahoo, Santosh K.,Chakraborty, Supratim,Patel, Bhisma K.. "A one-pot conversion of di-substituted thiourea to O-organyl arylthiocarbamate using FeCl3". experimental part. p. 143 - 153. Retrieved 2012/06/01.