Naphtho[2,1-b]thiophene

Base Information

• Chemical Name: Naphtho[2,1-b]thiophene
• CAS No.: 233-02-3
• Molecular Formula: C12H8 S
• Molecular Weight: 184.262
• Hs Code.: 2934999090
• European Community (EC) Number: 205-939-1
• UNII: DEK3WGN7VF
• DSSTox Substance ID: DTXSID40177866
• Nikkaji Number: J150.930F
• Wikidata: Q83048212
• Mol file: 233-02-3.mol

Synonyms:Naphtho[2,1-b]thiophene;Naphtho(2,1-b)thiophene;233-02-3;DEK3WGN7VF;Naphtho[2.1-b]thiophene;EINECS 205-939-1;NAPHTHO(2.1-B)THIOPHENE;Naphthothiophene;benzo[e]benzothiophene;UNII-DEK3WGN7VF;SCHEMBL420650;DTXSID40177866

Chemical Property of Naphtho[2,1-b]thiophene

Chemical Property:

• Vapor Pressure: 0.000173mmHg at 25°C
• Boiling Point: 340.2°Cat760mmHg
• Flash Point: 118.4°C
• PSA: 28.24000
• Density: 1.252g/cm³
• LogP: 4.05450
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 184.03467143
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2C=CS3

Technology Process of Naphtho[2,1-b]thiophene

There total 35 articles about Naphtho[2,1-b]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: 99.0%

3-(2-ethynylphenyl)thiophene → naphtho[2,1-b]thiophene (233-02-3)

Guidance literature:

tungsten pentacarbonyl tetrahydrofuran; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo981361o

Reference yield: 97.0%

3-[2-(2-methoxyethenyl)phenyl]thiophene → naphtho[2,1-b]thiophene (233-02-3)

Guidance literature:

With bismuth(lll) trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 25 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1021/ol5018273

Reference yield: 90.0%

2-styrylthiophene (3783-65-1) → naphtho[2,1-b]thiophene (233-02-3)

Guidance literature:

With potassium iodide; In cyclohexane; for 3.5h; Irradiation;

DOI:10.1021/acs.joc.6b01450

upstream raw materials:

naphtho[2,1-b]thiophen-1-ol

naphtho[2,1-b]thiophene-6,9-dione

naphtho<2,1-b>thiophene carboxylic acid

[2]naphthylsulfanyl-acetaldehyde diethylacetal

Downstream raw materials:

Benzo[b]naphtho[1,2-d]thiophene

2-naphtho-<2',1'-b>-thienylthioglycolic acid p-nitrobenzyl ester

2-naphtho-<2',1'-b>-thienylthioglycolic acid p-bromophenacyl ester

2-(o-carboxybenzyl)naphtho<2,1-b>thiophene

Refernces

• 1、 Bin, Zhengyang,Liao, Xingrong,Liu, Jiahui,Shen, Boming,Shi, Yang,Yan, Lipeng,Yang, Feng,Yang, Ge,Yang, Yudong,You, Jingsong,Yu, Peiyuan. "Insight into Regioselective Control in Aerobic Oxidative C-H/C-H Coupling for C3-Arylation of Benzothiophenes: Toward Structurally Nontraditional OLED Materials". supporting information. . Retrieved 2021/12/14.
• 2、 Chen, Shihao,Wang, Ming,Jiang, Xuefeng. "Pd-Catalyzed C—S Cyclization via C—H Functionalization Strategy: Access to Sulfur-containing Benzoheterocyclics". supporting information. p. 921 - 924. Retrieved 2018/09/22.