233-02-3

Basic information

• Product Name: naphtho[2,1-b]thiophene
• Synonyms: naphtho[2,1-b]thiophene;benzo[e][1]benzothiole;benzo[e]benzothiophene
• CAS NO: 233-02-3
• Molecular Formula: C₁₂H₈S
• Molecular Weight: 184.25692
• EINECS: 205-939-1
• Mol File: 233-02-3.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 340.2°Cat760mmHg
• Flash Point: 118.4°C
• Appearance: /
• Density: 1.252g/cm³
• Vapor Pressure: 0.000173mmHg at 25°C
• Refractive Index: 1.756
• CAS DataBase Reference: naphtho[2,1-b]thiophene(CAS DataBase Reference)
• NIST Chemistry Reference: naphtho[2,1-b]thiophene(233-02-3)
• EPA Substance Registry System: naphtho[2,1-b]thiophene(233-02-3)

Safety Data

• Hazardous Substances Data: 233-02-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 19, p. 2691, 1989 DOI: 10.1080/00397918908053063Tetrahedron Letters, 6, p. 301, 1965

InChI:InChI=1/C12H8S/c1-2-4-10-9(3-1)5-6-12-11(10)7-8-13-12/h1-8H

Upstream product

• 60569-00-8 naphtho[2,1-b]thiophen-1-ol 
• 108871-15-4 naphtho[2,1-b]thiophene-6,9-dione 
• 88220-27-3 naphtho<2,1-b>thiophene carboxylic acid 
• 108774-00-1 [2]naphthylsulfanyl-acetaldehyde diethylacetal 
• 3783-65-1 (E)-2-(2-phenylethenyl)thiophene 
• 85992-26-3 3-chloronaphtho<2,1-b>thiophene 
• 85589-69-1 3-chloro-2-carboxynaphtho<2,1-b>thiophene 
• 109-99-9 tetrahydrofuran 
• 337512-22-8 3-(2-thienoyl)cinnoline 
• 15727-65-8 1-ethynylnaphthalene 
• 126331-91-7 C₁₂H₆Li₂ 
• 85992-25-2 1-chloronaphtho<2,1-b>thiophene-2-carboxoyl chloride 
• 1918-82-7 2-vinylthiophene 
• 5402-55-1 2-thiophenethanol 

Downstream Products

• 88220-21-7 2-naphtho<2,1-b>thienyl o-carboxyphenyl ketone 
• 78076-55-8 2-(3',4'-dimethylphenyl)naphtho<2,1-b>thiophene 
• 78076-56-9 1,2-dihydro-2-(3'4'-dimethylphenyl)naphtho<2,1-b>thiophene 
• 78076-58-1 1,2-dihydro-2-(2'5'-dimethylphenyl)naphtho<2,1-b>thiophene 
• 78076-66-1 1,2-dihydronaphtho<2,1-b>thiophene 
• 78076-65-0 1-(4-Ethyl-phenyl)-naphtho[2,1-b]thiophene 
• 78076-54-7 1,2-dihydro-1-(4'-ethylphenyl)nophtho<2,1-b>thiophene 
• 52823-29-7 2-(4'methylphenyl)naphtho<2,1-b>thiophene 
• 78076-52-5 1,2-dihydro-1-(4'-methylphenyl)naphtho<2,1-b>thiophene 
• 16587-38-5 2-phenylnaphtho<2,1-b>thiophene 
• 78076-51-4 1,2-dihydro-1-phenylnaphtho<2,1-b>thiophene 
• 1127-76-0 1-ethylnapthelene 
• 16587-59-0 3-phenylnaphtho[2,1-b]thiophene 
• 78076-53-6 1-(4-methylphenyl)-1-(1'-naphthyl)ethane 

Relevant articles and documents

W(CO)5·THF-catalyzed electrocyclizations of aromatic enynes via vinylidene intermediates

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Direct Access to S-Heterocycles by Scandium(III) Triflate Catalyzed Cyclization of Aromatic Thiols and Diols

A simple and environmentally friendly method to prepare S-heterocycles by cyclization of aromatic thiols and diols with H2O as a byproduct is described. The Sc(OTf)3-catalyzed dehydrative cyclizations of aromatic thiols and diols provided the corresponding thiopyran and thiophene derivatives. Control experiments were also performed to obtain insights into the reaction pathway.

Further insight into the photochemical behavior of 3-aryl-N-(arylsulfonyl)propiolamides: tunable synthetic route to phenanthrenes

Reported herein is further insight into the photochemical behaviour of 3-aryl-N-(arylsulfonyl)-propiolamides, which provides a straightforward way to access meaningful phenanthrenes. Mechanistic investigation indicated that aryl migration, C-C coupling, 1,3-hydrogen shift, desulfonylation and elimination were involved in the process. Moreover, this protocol allowed for scale-up using a flow reactor.