S-(4-Nitrophenyl) dimethylcarbamothioate

Base Information

• Chemical Name: S-(4-Nitrophenyl) dimethylcarbamothioate
• CAS No.: 7305-12-6
• Molecular Formula: C9H10 N2 O3 S
• Molecular Weight: 226.256
• NSC Number: 171509
• DSSTox Substance ID: DTXSID90305718
• Nikkaji Number: J1.628.048H
• Wikidata: Q82052440
• ChEMBL ID: CHEMBL2288458
• Mol file: 7305-12-6.mol

Synonyms:7305-12-6;NSC171509;CHEMBL2288458;SCHEMBL11339267;DTXSID90305718;NSC-171509;S-(4-Nitrophenyl) dimethylcarbamothioate

Chemical Property of S-(4-Nitrophenyl) dimethylcarbamothioate

Chemical Property:

• Vapor Pressure: 1.9E-05mmHg at 25°C
• Boiling Point: 362.7°Cat760mmHg
• Flash Point: 173.1°C
• Density: 1.33g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 226.04121336
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(=O)SC1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of S-(4-Nitrophenyl) dimethylcarbamothioate

There total 6 articles about S-(4-Nitrophenyl) dimethylcarbamothioate 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%

O-(4-nitrophenyl) N,N-dimethylcarbamothioate (10345-40-1) → S-(p-nitrophenyl) N,N-dimethylthiocarbamate (7305-12-6)

Guidance literature:

at 180 ℃; for 0.5h; Concentration; Kinetics; Inert atmosphere;

DOI:10.1021/jo1014382

Reference yield: 68.0%

S-(4-nitrophenyl) benzenesulfonothioate (1150-28-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → S-(p-nitrophenyl) N,N-dimethylthiocarbamate (7305-12-6)

Guidance literature:

With tert.-butylhydroperoxide; rhodamine B; In water; at 20 ℃; for 12h; Irradiation; Inert atmosphere;

DOI:10.1039/d1ob01592c

Reference yield: 56.0%

para-nitrobenzenethiol (1849-36-1) + N,N-Dimethylcarbamoyl chloride (79-44-7) → S-(p-nitrophenyl) N,N-dimethylthiocarbamate (7305-12-6)

Guidance literature:

para-nitrobenzenethiol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 5 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

N,N-Dimethylcarbamoyl chloride; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.0c00831

upstream raw materials:

O-(4-nitrophenyl) N,N-dimethylcarbamothioate

para-nitrobenzenethiol

N,N-Dimethylcarbamoyl chloride

4-nitro-phenol

Downstream raw materials:

para-nitrobenzenethiol

C₉H₁₀N₂O₅S

Refernces

• 1、 Roesel, Arend F.,Ugandi, Mihkel,Huyen, Nguyen Thi Thu,Májek, Michal,Broese, Timo,Roemelt, Michael,Francke, Robert. "Electrochemically Catalyzed Newman-Kwart Rearrangement: Mechanism, Structure-Reactivity Relationship, and Parallels to Photoredox Catalysis". . p. 8029 - 8044. Retrieved 2020/07/25.
• 2、 Burns, Matthew,Lloyd-Jones, Guy C.,Moseley, Jonathan D.,Renny, Joseph S.. "The molecularity of the Newman-Kwart rearrangement". supporting information; experimental part. p. 6347 - 6353. Retrieved 2010/12/19.