234-03-7

Basic information

• Product Name: naphtho[1,2-b]furan
• Synonyms: naphtho[1,2-b]furan;benzo[g][1]benzofuran;benzo[g]benzofuran
• CAS NO: 234-03-7
• Molecular Formula: C₁₂H₈O
• Molecular Weight: 168.19132
• EINECS: 205-940-7
• Mol File: 234-03-7.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 293.1°Cat760mmHg
• Flash Point: 139.7°C
• Appearance: /
• Density: 1.197g/cm³
• Vapor Pressure: 0.00309mmHg at 25°C
• Refractive Index: 1.699
• CAS DataBase Reference: naphtho[1,2-b]furan(CAS DataBase Reference)
• NIST Chemistry Reference: naphtho[1,2-b]furan(234-03-7)
• EPA Substance Registry System: naphtho[1,2-b]furan(234-03-7)

Safety Data

• Hazardous Substances Data: 234-03-7(Hazardous Substances Data)

Usage

General Description

Naphtho[1,2-b]furan, also known as 2,3-benzofuran, is a chemical compound with a fused ring structure containing a naphthalene ring and a furan ring. It is a yellowish, crystalline solid that is soluble in organic solvents. Naphtho[1,2-b]furan is used as a building block in the synthesis of various pharmaceuticals, agrochemicals, and functional materials. It has also been studied for its potential biological activities, including as an antifungal and antimicrobial agent. Additionally, it is used in the manufacture of dyes, pigments, and other organic chemicals. However, it is important to handle naphtho[1,2-b]furan with caution, as it may be hazardous if not handled appropriately.

InChI:InChI=1/C12H8O/c1-2-4-11-9(3-1)5-6-10-7-8-13-12(10)11/h1-8H

Upstream product

• 25098-18-4 4,5-dihydro-naphtho[1,2-b]furan-2-carboxylic acid 
• 105878-39-5 [1]naphthyloxy-acetaldehyde-hydrate 
• 80789-61-3 2-(1-naphthoxy)acetaldehyde diethyl acetal 
• 7193-17-1 2,3-dihydronaphtho<1,2-b>furan 
• 170936-31-9 1-(2,2-Dimethoxyethoxy)-naphthalin 
• 221230-45-1 2-(2-furyl)-1-ethynylbenzene 
• 128587-62-2 3-styryl-furan 
• 90-15-3 α-naphthol 
• 337512-21-7 (cinnolin-3-yl)(furan-2-yl)methanone 
• 863659-61-4 2-(prop-1-enyl)-1-(prop-1-enyloxy)naphthalene 
• 35741-28-7 2-allyl-1-allyloxynaphthalene 
• 28164-58-1 2-allyl-1-naphthol 
• 103-82-2 phenylacetic acid 
• 73902-05-3 7-phenyl-2-oxabicycloheptan-6-one 

Relevant articles and documents

Bis(cyclopropenium)phosphines: Synthesis, Reactivity, and Applications

A straightforward route for the preparation of a set of bis(cyclopropenium)-substituted phosphines is reported. Due to their dicationic nature, these ligands depict an excellent π-acceptor character. The effect of the ligand substituent pattern on the catalytic activity of the metal complexes thereof derived is also studied. Whereas sterically demanding biaryl groups directly attached to the phosphorus atom seem to facilitate elementary steps such as the product release from the catalyst, long chain dialkylamino groups on the cyclopropenium units maximize the catalysts solubility and, thus, allow the use of typical apolar solvents such as toluene. Importantly, all new ligands prepared can be easily handled in air. Finally, the impact of the newly prepared dicationic phosphines in hydroarylation reactions is demonstrated. In particular, their use in the synthesis of several naphtho[1,2-b]furanes and naturally occurring naphthalene derivatives such as Calanquinone C is reported.

Rhodium(II)-catalyzed cyclization of bis(N-tosylhydrazone)s: An efficient approach towards polycyclic aromatic compounds

Ahead of the PAC: Polycyclic aromatic compounds (PACs) can be easily accessed by the combination of Suzuki-Miyaura cross-coupling and a [Rh 2(OAc)4]-catalyzed carbene reaction using easily available bis(N-tosylhydrazone)s as intermediates (see scheme; Ts=4-toluenesulfonyl). Copyright

Intramolecular reactions of alkynes with furans and electron rich arenes catalyzed by PtCl2: The role of platinum carbenes as intermediates

5-(2-Furyl)-1-alkynes react, with PtCl2 as catalyst, to give phenols. On the basis of DFT calculations, a cyclopropyl platinacarbene complex was found as the key intermediate in the process. The cyclopropane and dihydrofuran rings of this intermediate open to form a carbonyl compound, which reacts with the platinum carbene to form an oxepin, which is in equilibrium with an arene oxide. When the reaction is carried out in the presence of water, dicarbonyl compounds are obtained, which support the proposed mechanism. Other cyclizations of alkynes with furans or electron-rich arenes give products of apparent Friedel-Crafts-type reactions, although these processes could also proceed by pathways involving the formation of cyclopropyl platinum carbenes.