1-Benzothiophene 1-oxide

Base Information

• Chemical Name: 1-Benzothiophene 1-oxide
• CAS No.: 51500-42-6
• Molecular Formula: C8H6OS
• Molecular Weight: 150.201
• Hs Code.: 2934999090
• NSC Number: 202038
• DSSTox Substance ID: DTXSID40875779
• Nikkaji Number: J726.141A
• Mol file: 51500-42-6.mol

Synonyms:1-benzothiophene 1-oxide;51500-42-6;Benzothiophene sulfoxide;Benzo(b)thiophene S-oxide;Benzo(b)thiophene, 1-oxide;NSC 202038;benzothiophene 1-oxide;benzo[b]thiophenone;Benzothiophene-S-oxide;1|E?-benzothiophen-1-one;SCHEMBL76168;1-benzo[b]thiophene 1-oxide;BENZO[B]THIOPHENESULFONE;DTXSID40875779;NSC202038;AKOS006286467;NSC-202038;FT-0640000;A828627

Chemical Property of 1-Benzothiophene 1-oxide

Chemical Property:

• Refractive Index: 1.686
• Boiling Point: 496.8 oCat760mmHg
• Flash Point: 254.2 oC
• PSA: 38.77000
• Density: 1.45g/cm³
• LogP: 2.78250
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 150.01393598
• Heavy Atom Count: 10
• Complexity: 186

Purity/Quality:

98%min ^*data from raw suppliers

Benzothiophenesulfoxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CS2=O

Technology Process of 1-Benzothiophene 1-oxide

There total 2 articles about 1-Benzothiophene 1-oxide 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: 75.0%

Benzo[b]thiophene (95-15-8,11095-43-5) → benzothiophene-1,1-dioxide (825-44-5) + (+/-)-benzo[b]thiophene 1-oxide (51500-42-6)

Guidance literature:

With tert.-butylhydroperoxide; [Mo₂(O)₄{[2,2'-(1,3-phenylene)bis(4,5-dihydrooxazole-4,2-diyl)]dimethanol}(acac)₂]; In 1,2-dichloro-ethane; for 0.5h; Reflux;

DOI:10.1016/j.poly.2014.01.004

Reference yield: 6.0%

Benzo[b]thiophene (95-15-8,11095-43-5) → benzo[b]thiophen-5-ol (19301-35-0) + 4-hydroxybenzothiophene (3610-02-4) + (+/-)-benzo[b]thiophene 1-oxide (51500-42-6) + (+)-(2R,3S)-2,3-dihydroxy-2,3-dihydrobenzo[b]thiophene + (+)-(4R,5S)-cis-4,5-dihydroxy-4,5-dihydrobenzo[b]thiophene + (-)-(2R,3R)-2,3-dihydroxy-2,3-dihydrobenzo[b]thiophene + (+)-(2S,3R)-2,3-dihydroxy-2,3-dihydrobenzo[b]thiophene

Guidance literature:

With toluene dioxygenase from Pseudomonas putida UV₄; optical yield given as %ee; Enzymatic reaction;

DOI:10.1039/c2ob26120k

Reference yield: 95.0%

(+/-)-benzo[b]thiophene 1-oxide (51500-42-6) → Benzo[b]thiophene (95-15-8,11095-43-5)

Guidance literature:

With hydrogen; In 1,4-dioxane; at 100 ℃; for 1h; under 760.051 Torr; chemoselective reaction;

DOI:10.1002/anie.201403425

upstream raw materials:

Benzo[b]thiophene

Downstream raw materials:

Benzo[b]thiophene

benzothiophene-1,1-dioxide

Refernces

• 1、 Al-Zaydi, Khadijah M.,Petrier, Christian,Mousally, Sameera M.M.,Arab, Sana T.,Refat, Moamen S.. "Sonochemical degradation of benzothiophene (BT) in deionized water, natural water and sea water". . . Retrieved 2019.
• 2、 Gan, Hong-Mei,Qin, Chao,Zhao, Liang,Sun, Chunyi,Wang, Xing-Long,Su, Zhong-Min. "Self-Assembled Polyoxometalate-Based Metal-Organic Polyhedra as an Effective Heterogeneous Catalyst for Oxidation of Sulfide". . p. 1028 - 1034. Retrieved 2021/01/26.
• 3、 Lian, Chen,Li, Hai-Lou,Yang, Guo-Yu. "A μ-AsO4-Bridging Hexadecanuclear Ni-Substituted Polyoxotungstate". . p. 3996 - 4003. Retrieved 2021/04/07.