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

Base Information

• Chemical Name: 3H-1,2-Benzodithiol-3-one 1,1-dioxide
• CAS No.: 66304-01-6
• Molecular Formula: C7H4O3S2
• Molecular Weight: 200.239
• Hs Code.: 29309090
• DSSTox Substance ID: DTXSID10388381
• Nikkaji Number: J329.580J
• Wikidata: Q72445476
• Mol file: 66304-01-6.mol

Synonyms:66304-01-6;Beaucage reagent;3H-1,2-Benzodithiol-3-one 1,1-dioxide;3h-1,2-benzodithiol-3-one-1,1-dioxide;3H-Benzo[c][1,2]dithiol-3-one 1,1-dioxide;3H-1,2-Benzodithiol-3-one, 1,1-dioxide;MFCD00132960;1,1-dioxo-1$l^{6},2-benzodithiol-3-one;3h-1,2-benzodithiol-one 1,1-dioxide;1,1-dioxo-1lambda6,2-benzodithiol-3-one;C7H4O3S2;SCHEMBL155929;DTXSID10388381;JUDOLRSMWHVKGX-UHFFFAOYSA-N;BCP19335;GEO-04361;AKOS005206890;CS-6141;3h-1,2-benzodithiol-3-one1,1-dioxide;3H-1,2-Benzodithio-3-one-1,1-dioxide;AS-15593;SY019459;1lambda~6~,2-Benzodithiole-1,1,3-trione;HY-100951;B3125;FT-0641059;A835414;3H-1,2-Benzodithiol-3-one 1,1-dioxide, >=95%;J-512584;1,1-bis(oxidanylidene)-1$l^{6},2-benzodithiol-3-one

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

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 4.39E-07mmHg at 25°C
• Melting Point: 103-107°C(lit.)
• Refractive Index: 1.69
• Boiling Point: 414.616 °C at 760 mmHg
• Flash Point: 204.553 °C
• PSA: 84.89000
• Density: 1.654 g/cm³
• LogP: 2.34310
• Storage Temp.: 2-8°C
• Solubility.: soluble in Toluene
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 199.96018633
• Heavy Atom Count: 12
• Complexity: 301

Purity/Quality:

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

3H-1,2-Benzodithiol-3-one 1,1-Dioxide >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)SS2(=O)=O

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

There total 5 articles about 3H-1,2-Benzodithiol-3-one 1,1-dioxide 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: 71.0%

3H-1,2-benzodithiol-3-one (1677-27-6) → 3H-1,2-Benzodithiol-3-one 1,1-dioxide (66304-01-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In acetone; at 20 ℃; for 5h;

DOI:10.1021/acs.orglett.0c00907

Reference yield:

Thiosalicylic acid (147-93-3) → 3H-1,2-Benzodithiol-3-one 1,1-dioxide (66304-01-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / CH₃-COSH, H₂SO₄

2: dimethyldioxirane / acetone / Ambient temperature

With sulfuric acid; 3,3-dimethyldioxirane; tiolacetic acid; In acetone;

DOI:10.1055/s-1999-3692

Reference yield:

(Z)-N-phenyl-3H-benzo[c][1,2]dithiol-3-imine (5054-53-5) → 3H-1,2-Benzodithiol-3-one 1,1-dioxide (66304-01-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride; water / tetrahydrofuran / 48 h / 20 °C

2: 3-chloro-benzenecarboperoxoic acid / acetone / 5 h / 20 °C

With hydrogenchloride; water; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; acetone;

DOI:10.1021/acs.orglett.0c00907

upstream raw materials:

3H-1,2-benzodithiol-3-one

Thiosalicylic acid

(Z)-N-phenyl-3H-benzo[c][1,2]dithiol-3-imine

Downstream raw materials:

(2R)-Bis(2-cyanoethyl)-2-octanoylamino-2-phenylethylthiophosphate

bis(2-hydroxyethyl) disulfide

methyl 2-(methylthio)benzoate

bis[2-(methoxycarbonyl)phenyl]disulfide

Refernces

• 1、 Marchan, Vicente,Gibert, Mariona,Messeguer, Angel,Pedroso, Enrique,Grandas, Anna. "Use of dimethyldioxirane for the oxidation of 1,2-dithiolan-3-ones to 1- oxides or 1,1-dioxides. Preparation of 3H-1,2-benzodithiol-3-one 1,1-dioxide (Beaucage sulfurizing reagent)". . p. 43 - 45. Retrieved 2007/10/03.
• 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 2007/10/02.