S-(4-nitrophenyl) ethanethioate

Base Information

• Chemical Name: S-(4-nitrophenyl) ethanethioate
• CAS No.: 15119-62-7
• Molecular Formula: C8H7 N O3 S
• Molecular Weight: 197.214
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID70164729
• Nikkaji Number: J54.980K
• Wikidata: Q83033802
• Mol file: 15119-62-7.mol

Synonyms:4-nitrophenylthiol acetate;p-nitrophenylthiol acetate

Chemical Property of S-(4-nitrophenyl) ethanethioate

Chemical Property:

• Vapor Pressure: 0.000124mmHg at 25°C
• Melting Point: 81-82 °C
• Boiling Point: 334.9°Cat760mmHg
• Flash Point: 156.3°C
• PSA: 88.19000
• Density: 1.34g/cm³
• LogP: 2.75660
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 197.01466426
• Heavy Atom Count: 13
• Complexity: 206

Purity/Quality:

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

p-Nitrophenylthiol Acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Moderately toxic by ingestion.
• Hazard Codes: Moderately toxic by ingestion.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)SC1=CC=C(C=C1)[N+](=O)[O-]
• Uses: 4-nitrophenylthiol acetate is used to study the hydrolysis activity of carboxylesterase of intestinal mucosa. p-Nitrophenylthiol Acetate is used to study the hydrolysis activity of carboxylesterase of intestinal mucosa.

Technology Process of S-(4-nitrophenyl) ethanethioate

There total 13 articles about S-(4-nitrophenyl) ethanethioate 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%

acetic anhydride (108-24-7) + para-nitrobenzenethiol (1849-36-1) → 1-acetylsulfanyl-4-nitro-benzene (15119-62-7)

Guidance literature:

With magnesium bis(trifluoromethane solfonyl)imide; at 20 ℃; for 1h;

DOI:10.1021/jo0605142

Reference yield: 96.0%

di(p-nitrophenyl) disulfide (100-32-3) + acetic anhydride (108-24-7) → 1-acetylsulfanyl-4-nitro-benzene (15119-62-7)

Guidance literature:

With rongalite; cesium fluoride; In water; N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.tet.2010.07.023

Reference yield: 88.0%

1-(1,1-dimethylethyl)sulfanyl-4-nitrobenzene (7205-66-5) + acetyl chloride (75-36-5) → 1-acetylsulfanyl-4-nitro-benzene (15119-62-7)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at 0 - 20 ℃; Green chemistry;

DOI:10.1039/c4ob02120g

upstream raw materials:

acetyl chloride

para-nitrobenzenethiol

N-Acetylimidazole

4-nitrobenzenediazonium tetrafluoroborate

Downstream raw materials:

S-(2,2,2-trifluoroethyl) ethanethioate

para-nitrobenzenethiol

1-piperidin-1-yl-ethanone

2-nitrophenyl 4-nitrophenyl disulfide

Refernces

• 1、 Giri, Santosh Kumar,Gour, Rajesh,Kartha, K. P. Ravindranathan. "Diazepinium perchlorate: a neutral catalyst for mild, solvent-free acetylation of carbohydrates and other substances". . p. 13653 - 13667. Retrieved 2017/03/11.
• 2、 Pijper, Thomas C.,Robertus, Jort,Browne, Wesley R.,Feringa, Ben L.. "Mild Ti-mediated transformation of t-butyl thio-ethers into thio-acetates". supporting information. p. 265 - 268. Retrieved 2015/01/16.