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

Base Information

• Chemical Name: Benzo[b]naphtho[2,3-d]thiophene
• CAS No.: 243-46-9
• Molecular Formula: C16H10 S
• Molecular Weight: 234.321
• Hs Code.: 2934999090
• European Community (EC) Number: 205-956-4
• DSSTox Substance ID: DTXSID5075442
• Nikkaji Number: J193.689A
• Wikidata: Q81977045
• Mol file: 243-46-9.mol

Synonyms:2,3-BNT;benzo(b)naphtho(2,3-d)thiophene

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

Chemical Property:

• Vapor Pressure: 2.44E-07mmHg at 25°C
• Melting Point: 160°C
• Refractive Index: 1.6170 (estimate)
• Boiling Point: 434.3°Cat760mmHg
• Flash Point: 163°C
• PSA: 28.24000
• Density: 1.292g/cm³
• LogP: 5.20770
• Storage Temp.: 2-8°C
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 234.05032149
• Heavy Atom Count: 17
• Complexity: 287

Purity/Quality:

99% ^*data from raw suppliers

Benzo[b]naphtho[2,3-d]thiophene BCR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Aromatic Compounds
• Canonical SMILES: C1=CC=C2C=C3C(=CC2=C1)C4=CC=CC=C4S3

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

There total 35 articles about Benzo[b]naphtho[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: 87.0%

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + naphtho[2,3-b]thiophene (268-77-9) → benzo[b]naphtho[2,3-d]thiophene (243-46-9)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol501006t

Reference yield: 86.0%

5-benzothiophen-2-yl-2,5-dihydrobenzofuran-2-one (79966-30-6) → benzo[b]naphtho[2,3-d]thiophene (243-46-9)

Guidance literature:

With phosphorus; hydrogen iodide; acetic acid; for 12h; Reflux;

DOI:10.1055/s-0036-1588337

Reference yield: 75.0%

2-(Benzo[b]thien-2-ylmethyl)benzaldehyde (345621-73-0) → benzo[b]naphtho[2,3-d]thiophene (243-46-9)

Guidance literature:

With iron(III) chloride; In dichloromethane; at 25 ℃; for 0.0833333h; Solvent; Reagent/catalyst; Sonication;

DOI:10.1016/j.ultsonch.2016.07.010

upstream raw materials:

6,6A,7,8,9,10,10a,11-octahydro-benzo[b]naphtho[2,3-d]thiophene

tetrahydrobenzonaphtho<2,3-d>thiophen-7(8H)one

<1>benzothieno<2,3-b>-1,4-naphthoquinone

3-(2-hydroxyphenyl)naphthalen-2-ol

Downstream raw materials:

dibenzo[a,c]anthracene

2-phenylnaphthalene

Refernces

• 1、 Song, Juan,Wu, Hao,Sun, Wei,Wang, Songjiang,Sun, Haisen,Xiao, Kang,Qian, Yan,Liu, Chao. "A Pd-catalyzed optional approach for the synthesis of dibenzothiophenes". supporting information. p. 2083 - 2087. Retrieved 2018/03/26.
• 2、 Kowalska, Emilia,Ba?czewski, Piotr. "Ultrasound assisted Bradsher reaction in aqueous and non-aqueous media: First use of ultrasounds in electrophilic aromatic cyclisation leading to polyacenes". . p. 743 - 753. Retrieved 2016/07/25.