55745-70-5

Basic information

• Product Name: 2,3-Dihydrobenzo[b]furan-5-carbaldehyde
• Synonyms: 2,3-DIBENZO[B]FURAN-5-CARBOXALDEHYDE;2,3-DIHYDRO-1-BENZOFURAN-5-CARBALDEHYDE;2,3-DIHYDROBENZOFURAN-5-CARBALDEHYDE;2,3-DIHYDROBENZOFURAN-5-CARBOXALDEHYDE;2,3-DIHYDROBENZO[B]FURAN-5-CARBALDEHYDE;2,3-DIHYDROBENZO[B]FURAN-5-CARBOXALDEHYDE;AKOS MSC-0772;BUTTPARK 27\04-60
• CAS NO: 55745-70-5
• Molecular Formula: C₉H₈O₂
• Molecular Weight: 148.16
• EINECS: 259-788-1
• Product Categories: ALDEHYDE;Fluorobenzene;Carbonyl Compounds;Heterocycles;Heterocycle intermediates;Aromatics Compounds;Furans;Aromatics;Pharmaceutical intermediate;Benzofurans;Building Blocks;Heterocyclic Building Blocks
• Mol File: 55745-70-5.mol
• Article Data: 28

Chemical Properties

• Melting Point: 191～193℃
• Boiling Point: 88-89 °C0.1 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.177 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00452mmHg at 25°C
• Refractive Index: n20/D 1.6000(lit.)
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 2,3-Dihydrobenzo[b]furan-5-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dihydrobenzo[b]furan-5-carbaldehyde(55745-70-5)
• EPA Substance Registry System: 2,3-Dihydrobenzo[b]furan-5-carbaldehyde(55745-70-5)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 55745-70-5(Hazardous Substances Data)

Usage

Chemical Properties

White to light yellow liquid

Uses

Hair dye composition.

InChI:InChI=1/C9H8O2/c10-6-7-1-2-9-8(5-7)3-4-11-9/h1-2,5-6H,3-4H2

Upstream product

• 496-16-2 2.3-dihydrobenzofuran 
• 74-90-8 hydrogen cyanide 
• 68-12-2 N,N-dimethyl-formamide 
• 109-72-8 n-butyllithium 
• 66826-78-6 5-bromo-2,3-dihydrobenzo[b]furan 
• 103529-11-9 3-bromo-4-hydroxy-5-methylbenzaldehyde 
• 15174-69-3 4-hydroxy-3-methyl-benzaldehyde 
• 808750-22-3 3-bromo-4-methoxy-5-methyl benzaldehyde 
• 76429-73-7 2,3-dihydrobenzofuran-5-carboxylic acid 
• 4885-02-3 Dichloromethyl methyl ether 
• 542-88-1 bis(2-chloromethyl)ether 
• 615-58-7 2,4-dibromophenol 

Downstream Products

• 103262-35-7 (2,3-dihydrobenzo[b]furan-5-yl)methanol 
• 835885-26-2 1-(2,6-bis-benzyloxy-4-methyl-phenyl)-3-(2,3-dihydro-benzofuran-5-yl)-propenone 
• 943761-68-0 C₂₈H₂₆N₂O₃ 
• 152624-03-8 5-(2-aminopropyl)-2,3-dihydrobenzofuran 
• 875551-14-7 7-bromo-2,3-dihydro-1-benzofuran-5-carboxaldehyde 
• 198707-57-2 3-(2,3-dihydro-1-benzofuran-5-yl)prop-2-enoic acid 
• 588702-80-1 methyl 2,3-dihydro-1-benzofuran-5-carboxylate 
• 10035-16-2 benzofuran-5-carbaldehyde 
• 1177251-90-9 1-[(1-benzyl-1H-tetrazol-5-yl)(2,3-dihydro-1-benzofuran-5-yl)methyl]-4-cyclobutyl-1,4-diazepane 
• 1306773-32-9 4,5-(OCH₂CH₂)C₆H₃C(H)=N(2'-OH-5'-tBuC₆H₃) 
• 1221160-65-1 (Z)-ethyl 3-(2,3-dihydrobenzofuran-5-yl)acrylate 
• 196597-65-6 ethyl (E)-3-(2,3-dihydrobenzofuran-5-yl)-2-propenoate 

Relevant articles and documents

Redox-Neutral Coupling between Two C(sp3)?H Bonds Enabled by 1,4-Palladium Shift for the Synthesis of Fused Heterocycles

The intramolecular coupling of two C(sp3)?H bonds to forge a C(sp3)?C(sp3) bond is enabled by 1,4-Pd shift from a trisubstituted aryl bromide. Contrary to most C(sp3)?C(sp3) cross-dehydrogenative couplings, this reaction operates under redox-neutral conditions, with the C?Br bond acting as an internal oxidant. Furthermore, it allows the coupling between two moderately acidic primary or secondary C?H bonds, which are adjacent to an oxygen or nitrogen atom on one side, and benzylic or adjacent to a carbonyl group on the other side. A variety of valuable fused heterocycles were obtained from easily accessible ortho-bromophenol and aniline precursors. The second C?H bond cleavage was successfully replaced with carbonyl insertion to generate other types of C(sp3)-C(sp3) bonds.

Dihydrofuran and yinyin alkane - imidazole salt compound and its preparation method

The invention discloses a series of dihydrofuran indenoane-imidazole salts compounds and a preparation method thereof. The preparation method comprises the following steps of: carrying out Vilsmeier reaction and Perskin reaction on 2,3-dihydrobenzofuran taken as a raw material; reducing palladium/carbon in an acetic acid to 5-propionic acid dihydrobenzofuran and forming acyl chloride with thionyl chloride; carrying out intramolecular Friedel-Crafts reaction and reducing in an alcohol solution by using sodium borohydride to obtain dihydrofuran indenoanol; forming a chloride in a toluene solution with the thionyl chloride; and reflowing and reacting with imidazole or 2-methyl imidazole or 2-ethyl imidazole or benzimidazole in acetonitrile or a toluene solvent to synthesize 1-(dihydrofuran indenoane) imidazole, and reacting with a halide on the above basis to synthesize the compound. According to the dihydrofuran indenoane-imidazole salts compounds and the preparation method thereof, pharmacophores with obvious tumor resisting activity in natural products are used as precursors to carry out designing and synthesizing on anti-tumor medicine molecule, and when an imidazole structure unit in a synthesized compound is the benzimidazole, particularly a naphthoyl methyl imidazole salts compound, the compound has very good in-vitro anticancer physiological activity.

Selective reduction of carboxylic acids to aldehydes with hydrosilane: Via photoredox catalysis

The direct reduction of carboxylic acids to aldehydes with hydrosilane was achieved through visible light photoredox catalysis. The combination of both single electron transfer and hydrogen atom transfer steps offers a novel and convenient approach to selective reduction of carboxylic acids to aldehydes. The method also features mild conditions, high yields, broad substrate scope, and good functional group tolerance, such as alkyne, ester, ketone, amide and amine groups.