1,3-Diphenylisobenzothiophene

Base Information

• Chemical Name: 1,3-Diphenylisobenzothiophene
• CAS No.: 16587-39-6
• Molecular Formula: C20H16S
• Molecular Weight: 286.397
• Hs Code.: 2934999090
• NSC Number: 135959
• DSSTox Substance ID: DTXSID10300326
• Nikkaji Number: J108.081D
• Wikidata: Q82043293
• ChEMBL ID: CHEMBL143653
• Mol file: 16587-39-6.mol

Synonyms:1,3-Diphenylbenzo[c]thiophene;16587-39-6;1,3-Diphenylisobenzothiophene;1,3-Diphenyl-2-benzothiophene;1,3-Diphenylisothianaphthene;1,3-Diphenylisothiobenzofuran;CHEMBL143653;1,3-Diphenyl-benzo[c]thiophene;1,3-Diphenylbenzo(c)thiophene;Benzo[c]thiophene, 1,3-diphenyl-;1.3-Diphenyl-isobenzothiophen;Benzo[c]thiophene,3-diphenyl-;SCHEMBL6238908;DTXSID10300326;RQXSNTYLVXFUAA-UHFFFAOYSA-N;1,3-Diphenyl-2-benzothiophene #;BDBM50094552;NSC135959;NSC-135959;FT-0688361;AO-435/41051597

Chemical Property of 1,3-Diphenylisobenzothiophene

Chemical Property:

• Appearance/Colour: yellow fluffy powder
• Vapor Pressure: 4.07E-08mmHg at 25°C
• Melting Point: 114-119 °C
• Refractive Index: 1.676
• Boiling Point: 457.371 °C at 760 mmHg
• Flash Point: 173.945 °C
• PSA: 25.30000
• Density: 1.176 g/cm³
• LogP: 5.62800
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 286.08162162
• Heavy Atom Count: 21
• Complexity: 295

Purity/Quality:

99.5% ^*data from raw suppliers

1,3-DIPHENYLBENZO[C]THIOPHENE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C3C=CC=CC3=C(S2)C4=CC=CC=C4

Technology Process of 1,3-Diphenylisobenzothiophene

There total 11 articles about 1,3-Diphenylisobenzothiophene 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: 82.0%

2,5-diphenyl-1,3-dithiolylium-4-olate (20850-89-9) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → 1,3-diphenylbenzo[c]thiophene (16587-39-6)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; In tetrahydrofuran; at 0 - 20 ℃; for 5h; Reagent/catalyst; Solvent; Temperature;

DOI:10.1002/anie.201908052

Reference yield: 76.0%

2-benzoylbenzophenone (1035806-30-4) → 1,3-diphenylbenzo[c]thiophene (16587-39-6)

Guidance literature:

With pyridine; tetraphosphorus decasulfide; In dichloromethane; at 115 ℃; for 24h; Kinetics; Inert atmosphere;

Reference yield: 76.0%

o-dibenzoylbenzene (1159-86-0) → 1,3-diphenylbenzo[c]thiophene (16587-39-6)

Guidance literature:

With pyridine; tetraphosphorus decasulfide; at 115 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c7cc06990a

upstream raw materials:

o-dibenzoylbenzene

Phthaloyl dichloride

benzene-1,2-dicarbothioic acid di(S-pyridin-2-yl) ester

bromobenzene

Downstream raw materials:

o-dibenzoylbenzene

9-phenylanthracene

Refernces

• 1、 -. "Visible light-sensitive composition for delivering hydrogen sulfide and use thereof". Paragraph 0058-0059; 0063; 0069. . Retrieved 2020/04/21.
• 2、 Shi, Xueliang,Gopalakrishna, Tullimilli Y.,Wang, Qing,Chi, Chunyan. "Non-classical S-Heteroacenes with o-Quinoidal Conjugation and Open-Shell Diradical Character". . p. 8525 - 8531. Retrieved 2017/06/28.