3H-1,2-Benzodithiol-3-one

Base Information

• Chemical Name: 3H-1,2-Benzodithiol-3-one
• CAS No.: 1677-27-6
• Molecular Formula: C7H4 O S2
• Molecular Weight: 168.24
• Hs Code.: 2930909090
• European Community (EC) Number: 216-829-8
• NSC Number: 158037
• UNII: 2SN20K238G
• DSSTox Substance ID: DTXSID20168358
• Nikkaji Number: J80.284K
• Wikidata: Q27255550
• ChEMBL ID: CHEMBL255321
• Mol file: 1677-27-6.mol

Synonyms:1,2-Benzodisulfol-3-one;1,2-Benzodithiol-3-one; 2-Dithiobenzoyl; Benzodithiolone; NSC 158037

Chemical Property of 3H-1,2-Benzodithiol-3-one

Chemical Property:

• Vapor Pressure: 0.000104mmHg at 25°C
• Melting Point: 74-77 °C(lit.)
• Boiling Point: 337.6°Cat760mmHg
• Flash Point: 162.5°C
• PSA: 73.55000
• Density: 1.476g/cm³
• LogP: 2.32300
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: toluene: soluble2.5%, clear, yellow
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 167.97035709
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

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

3H-1,2-Benzodithiol-3-one 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)SS2
• Uses: 3H-1,2-Benzodithiol-3-one (1,2-benzodithiol-3-one) may be used as sulfur-transferring agent for the transformation of H-phosphonothioate and H-phosphonate diesters into the corresponding phosphorodi- and phosphoromonothioates.

Technology Process of 3H-1,2-Benzodithiol-3-one

There total 36 articles about 3H-1,2-Benzodithiol-3-one 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%

3H-1,2-benzodithiole-3-thione (3354-42-5) → 3H-1,2-benzodithiol-3-one (1677-27-6)

Guidance literature:

With mercury(II) oxide; In acetic acid; Ambient temperature;

DOI:10.1246/cl.1980.619

Reference yield: 96.0%

3H-1,2-benzodithiole-3-thione (3354-42-5) → 3H-1,2-benzodithiol-3-one (1677-27-6) + 3H-1,2-Benzodithiol-3-thion-S-oxid (75437-99-9)

Guidance literature:

With dibenzoyl peroxide; In benzene; at 60 ℃; for 10h; Product distribution; further oxidizing agents, further solvent, different temperature and duration;

DOI:10.1246/cl.1980.619

Reference yield: 89.0%

2-bromo-N-phenylbenzothioamide → 3H-1,2-benzodithiol-3-one (1677-27-6)

Guidance literature:

2-bromo-N-phenylbenzothioamide; With copper(l) iodide; potassium carbonate; sulfur; triphenylphosphine; In N,N-dimethyl-formamide; at 120 ℃; for 8h; Inert atmosphere;

With hydrogenchloride; In water; at 20 ℃; for 2h; Temperature; Reagent/catalyst; Solvent;

upstream raw materials:

disulfanediyldiacetic acid

2-carboxymethyldisulfanyl-benzoic acid

2,2'-dithiobenzoic acid

2-acetyldisulfanyl-benzoic acid methyl ester

Downstream raw materials:

bis[2-(N-n-propylcarbamoyl)phenyl] disulfide

2,2'-dithiobenzoic acid

2,2'-dithiobis(N-phenylbenzamide)

2,2'-dithiobis(N-methylbenzamide)

Refernces

• 1、 Salvetti, Raul,Martinetti, Giovanni,Ubiali, Daniela,Pregnolato, Massimo,Pagani, Giuseppe. "1,2-Dithiolan-3-ones and derivatives structurally related to leinamycin. Synthesis and biological evaluation". . p. 995 - 998. Retrieved 2003.
• 2、 Iyer,Phillips,Egan,Regan,Beaucage. "The automated synthesis of sulfur-containing oligodeoxyribonucleotides using 3H-1,2-benzodithiol-3-one 1,1-dioxide as a sulfur-transfer reagent". . p. 4693 - 4699. Retrieved 1990.
• 3、 Zhao, Qi,Kang, Jin,Wen, Ying,Huo, Fangjun,Zhang, Yongbin,Yin, Caixia. "“Turn-on” fluorescent probe for detection of H2S and its applications in bioimaging". . p. 8 - 12. Retrieved 2018.
• 4、 -. "Preparation method of benzodithiole skeleton compounds". Paragraph 0029-0066. . Retrieved 2020/04/17.