Benzo[b]phenanthro[2,3-d]thiophene

Base Information

• Chemical Name: Benzo[b]phenanthro[2,3-d]thiophene
• CAS No.: 248-85-1
• Molecular Formula: C₂₀H₁₂S
• Molecular Weight: 284.381
• DSSTox Substance ID: DTXSID30179495
• Nikkaji Number: J2.003.945K
• Wikidata: Q83050041
• Mol file: 248-85-1.mol

Synonyms:Benzo[b]phenanthro[2,3-d]thiophene;Benzo(b)phenanthro(2,3-d)thiophene;248-85-1;9-Thianaphtho(1',2':2,3)fluorene;SCHEMBL13085235;DTXSID30179495;GDBRLJQTLSLZLH-UHFFFAOYSA-N;LS-182399

Chemical Property of Benzo[b]phenanthro[2,3-d]thiophene

Chemical Property:

• Vapor Pressure: 1.61E-10mmHg at 25°C
• Boiling Point: 523.2°Cat760mmHg
• Flash Point: 205.1°C
• PSA: 28.24000
• Density: 1.32g/cm³
• LogP: 6.36090
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 284.06597156
• Heavy Atom Count: 21
• Complexity: 391

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=CC4=C(C=C32)SC5=CC=CC=C54

Technology Process of Benzo[b]phenanthro[2,3-d]thiophene

There total 10 articles about Benzo[b]phenanthro[2,3-d]thiophene 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: 60.0%

Dichloromethyl methyl ether (4885-02-3) + 2-(1-naphthylmethyl)benzothiophene (87642-99-7) → benzophenanthro<2,3-d>thiophene (248-85-1)

Guidance literature:

tin(IV) chloride; In dichloromethane; 1) 0 deg C, 1 h; 2) room temp., overnight;

Reference yield: 50.0%

2-styryldibenzothiophene (87660-03-5) → benzophenanthro<2,3-d>thiophene (248-85-1) + Benzophenanthro<4,3-d>thiophene (192-88-1)

Guidance literature:

With air; iodine; In benzene; for 5h; Irradiation;

Reference yield: 46.0%

naphthalene (91-20-3,71998-51-1,72931-45-4) + diethyl 2-{[2-(bromomethyl)benzo[b]thiophen-3-yl]methylene}malonate (541506-43-8) → benzophenanthro<2,3-d>thiophene (248-85-1)

Guidance literature:

With zinc dibromide; In 1,2-dichloro-ethane; at 80 ℃; for 3h; Inert atmosphere;

DOI:10.1002/ejoc.200801018

upstream raw materials:

benzo[b]thiophen-3-yl-(1-methyl-[2]naphthyl)-ketone

Dichloromethyl methyl ether

2-(1-naphthylmethyl)benzothiophene

3-(2-methyl-1-naphthoyl)benzothiophene

Downstream raw materials:

3-(2-formylphenyl)-2-dibenzothiophenecarboxaldehyde

Refernces

• 1、 Laali, Kenneth K.,Chun, Joong-Hyun,Okazaki, Takao,Kumar, Subodh,Borosky, Gabriela L.,Swartz, Carol. "Electrophilic chemistry of thia-PAHs: Stable carbocations (NMR and DFT), S-alkylated onium salts, model electrophilic substitutions (nitration and bromination), and mutagenicity assay". . p. 8383 - 8393. Retrieved 2008/03/13.
• 2、 Tedjamulia, Marvin L.,Tominaga, Yoshinori,Castle, Raymond N.,Lee, Milton L.. "The Synthesis of Benzophenathrothiophenes and Anthrabenzothiophenes". . p. 861 - 866. Retrieved 2007/10/02.