239-30-5

Basic information

• Product Name: BENZO[B]NAPHTHO[2,1-D]FURAN
• Synonyms: BENZO[B]NAPHTHO[2,1-D]FURAN;Naphtho[2,1-b][1]benzofuran;35969, Benzo[b]naphtho[2,1-d]furan (puri ty);naphtho[1,2-b][1]benzofuran;naphtho[1,2-b]benzofuran
• CAS NO: 239-30-5
• Molecular Formula: C₁₆H₁₀O
• Molecular Weight: 218.25
• EINECS: 205-947-5
• Product Categories: Alphabetic;B;BA - BH
• Mol File: 239-30-5.mol
• Article Data: 17

Chemical Properties

• Melting Point: 102-103 °C
• Boiling Point: 394.1°Cat760mmHg
• Flash Point: 208.3°C
• Appearance: /
• Density: 1.25g/cm³
• Storage Temp.: 2-8°C
• BRN: 156008
• CAS DataBase Reference: BENZO[B]NAPHTHO[2,1-D]FURAN(CAS DataBase Reference)
• NIST Chemistry Reference: BENZO[B]NAPHTHO[2,1-D]FURAN(239-30-5)
• EPA Substance Registry System: BENZO[B]NAPHTHO[2,1-D]FURAN(239-30-5)

Safety Data

• Hazardous Substances Data: 239-30-5(Hazardous Substances Data)

Usage

General Description

Benzo[b]naphtho[2,1-d]furan, also known as BNF, is a polycyclic aromatic hydrocarbon (PAH) that is commonly found in environmental and industrial settings. It is a yellowish crystalline powder with a molecular formula of C18H10O. BNF is known to be highly toxic and a potential carcinogen, as it has been linked to adverse health effects including respiratory issues and cancer. It is formed during the incomplete combustion of organic materials such as fossil fuels, wood, and tobacco. BNF is also found in various sources such as vehicle exhaust, cigarette smoke, and industrial emissions, posing a significant health risk to individuals exposed to these environments. Therefore, it is important to limit exposure to this chemical and take necessary precautions to prevent its adverse effects on human health.

InChI:InChI=1S/C16H10O/c1-2-6-12-11(5-1)9-10-14-13-7-3-4-8-15(13)17-16(12)14/h1-10H

Upstream product

• 109396-47-6 (2-phenyl-benzofuran-3-yl)-pyruvic acid 
• 51171-00-7 10-(2-Phenyl-benzofuran-3-yl-methylcarbonyloxy)-dibenzo-benzofuran 
• 159052-03-6 (E)-1-(2-Methoxy-phenyl)-4-phenyl-1-(triphenyl-λ⁵-phosphanylidene)-but-3-en-2-one 
• 613669-18-4 2-(naphthalen-1-yloxy)-benzoic acid 
• 1245937-16-9 1-naphthyl 2-(allyloxy)benzoate 
• 90-15-3 α-naphthol 
• 1165952-91-9 cyclohexa-1,3-diene 
• 20841-63-8 7,8,9,10-tetrahydronaphtho<1,2-b>benzofuran 
• 871817-14-0 2-(2-chlorophenyl)-1,3,2-dioxaborolane 
• 573-57-9 1,4-dihydronaphthalene-1,4-epoxide 
• 78210-35-2 2-(2-hydroxyphenyl)naphthalene 
• 67-56-1 methanol 
• 93321-12-1 2-(2'-methoxyphenyl)naphthalene 
• 5720-06-9 2-Methoxyphenylboronic acid 

Downstream Products

• 101279-19-0 2-(2-carboxy-phenyl)-benzofuran-3-carboxylic acid 
• 199-24-6 benzo[a]benzo[4,5]furo[2,3-c]phenazine 
• 1256544-81-6 5-(3-bromophenyl)benzo[b]naphtho[2,1-d]furan 
• 1377575-06-8 C₃₅H₂₂N₂O 

Relevant articles and documents

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Regioselective arene homologation through rhenium-catalyzed deoxygenative aromatization of 7-oxabicyclo[2.2.1]hepta-2,5-dienes

Combined use of oxorhenium catalysts with triphenyl phosphite as an oxygen acceptor allowed efficient deoxygenative aromatization of oxabicyclic dienes. The reaction proceeded under neutral conditions and was compatible with various functional groups. Combining this deoxygenation with regioselective bromination and trapping of the generated aryne with furan resulted in benzannulative π-extension at the periphery of the PAHs. This enabled direct use of unfunctionalized PAHs for extension of π-conjugation. Iteration of the transformations increased the number of fused-benzene rings one at a time, which has the potential to alter the properties of PAHs by fine-tuning the degree of π-conjugation, shape, and edge topology.

Heterotetracenes: Flexible Synthesis and in Silico Assessment of the Hole-Transport Properties

Thienoacenes and furoacenes are among the most frequent molecular units found in organic materials. The efficient synthesis of morphologically different heteroacenes and the rapid determination of their solid-state and electronic properties are still challenging tasks, which slow down progress in the development of new materials. Here, we report a flexible and efficient synthesis of unprecedented heterotetracenes based on a platinum- and gold-catalyzed cyclization–alkynylation domino process using EthynylBenziodoXole (EBX) hypervalent iodine reagents in the key step. The proof-of-principle in silico estimation of the synthesized tetracenes’ charge transport properties reveals their strong dependence on both the position and nature of the heteroatoms in the ring system. A broad range of mobility is predicted, with some compounds displaying performance potentially comparable to that of state-of-the-art electronic organic materials.