350693-45-7

Basic information

• Product Name: 2-[(3-METHOXYBENZYL)OXY]BENZALDEHYDE
• Synonyms: 2-[(3-METHOXYBENZYL)OXY]BENZALDEHYDE;2-[(3-methoxybenzyl)oxy]benzaldehyde(SALTDATA: FREE)
• CAS NO: 350693-45-7
• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.28
• Mol File: 350693-45-7.mol

Chemical Properties

• Boiling Point: 397.4°C at 760 mmHg
• Flash Point: 185.7°C
• Appearance: /
• Density: 1.154g/cm³
• Vapor Pressure: 1.6E-06mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: 2-[(3-METHOXYBENZYL)OXY]BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(3-METHOXYBENZYL)OXY]BENZALDEHYDE(350693-45-7)
• EPA Substance Registry System: 2-[(3-METHOXYBENZYL)OXY]BENZALDEHYDE(350693-45-7)

Safety Data

• Hazardous Substances Data: 350693-45-7(Hazardous Substances Data)

Usage

Benzaldehyde derivative

It is derived from benzaldehyde, with modifications to the basic benzaldehyde structure.

Methoxybenzyl group

A benzyl group (a phenyl group attached to a methylene group) has a methoxy group (an oxygen atom bonded to a methyl group) attached to it.

Aldehyde group attachment

The methoxybenzyl group is attached to the aldehyde group (a carbonyl group with a hydrogen atom attached to the carbonyl carbon) in the compound.

Building block in organic synthesis

It is commonly used as an intermediate compound in the synthesis of more complex organic molecules.

Applications in pharmaceuticals

It is used in the production of various pharmaceuticals due to its unique chemical structure and reactivity.

Fine chemicals production

It is utilized in the synthesis of other fine chemicals, which are high-purity, high-value chemical products.

Potential for new drugs and materials

The unique chemical structure and reactivity of 2-[(3-METHOXYBENZYL)OXY]BENZALDEHYDE make it a promising candidate for the development of new drugs and materials.

Biological activities

2-[(3-METHOXYBENZYL)OXY]BENZALDEHYDE may possess certain biological activities, but further research is needed to fully understand its potential uses.

InChI:InChI=1/C15H14O3/c1-17-14-7-4-5-12(9-14)11-18-15-8-3-2-6-13(15)10-16/h2-10H,11H2,1H3

Upstream product

• 89-95-2 2-methyl-benzyl alcohol 
• 824-98-6 m-methoxybenzyl chloride 
• 90-02-8 salicylaldehyde 
• 874-98-6 1-bromomethyl-3-methoxybenzene 

Downstream Products

• 127776-71-0 2-(3-methoxyphenyl)-3-methylbenzofuran 
• 1416064-74-8 C₃₃H₄₃N₃O₄ 
• 373596-93-1 benzenepropanoic acid, 2-O-(3'-methoxybenzyl)-α-diazo-β-oxoethyl ester 
• 373596-84-0 benzenepropanoic acid, 2-O-(3'-methoxybenzyl)-5-methyl-β-oxoethyl ester 
• 350693-37-7 C₆H₄OCH₂C₆H₄OCH₃CHOSi(CH₃)3C₂Si(CH₃)3 

Relevant articles and documents

Potassium tert-Butoxide-Mediated Condensation Cascade Reaction: Transition Metal-Free Synthesis of Multisubstituted Aryl Indoles and Benzofurans

An efficient and facile method to synthesize valuable disubstituted 2-aryl indoles and benzofurans in good yields has been demonstrated, based on a tert-butoxide-mediated condensation reaction involving a vinyl sulfoxide intermediate. Products are obtained from N- or O-benzyl benzaldehydes using dimethyl sulfoxide as a carbon source. The methodology features a wide functional group tolerance and transition metal-free environment. Preliminary mechanistic studies suggest that the reaction involves a tandem aldol reaction/Michael addition/dehydrosulfenylation/isomerization sequence through an ionic protocol.

Hydride transfer reactions of 5-(2-alkohybenzylidene) barbituric acids: Synthesis of 2,4,6-trioxoperhydropyrimidine-5-spiro-3′-chromanes

The thermal cyclization of 5-(2-phenoxymethylphenyl-methylene)barbituric acid and its derivatives affords 2,4,6-trioxoperhydropyrimidine-5-spiro-3′-chromanes. The reactions require no catalysts and proceed at temperatures from 118 to 240?°C depending on the substrate activity. These cyclization reactions are analogous to T-reactions of tertiary amines involving the hydride transfer.

Inhibition of Ebola virus infection: Identification of niemann-pick C1 as the target by optimization of a chemical probe

A high-throughput screen identified adamantane dipeptide 1 as an inhibitor of Ebola virus (EboV) infection. Hit-to-lead optimization to determine the structure-activity relationship (SAR) identified the more potent EboV inhibitor 2 and a photoaffinity labeling agent 3. These antiviral compounds were employed to identify the target as Niemann-Pick C1 (NPC1), a host protein that binds the EboV glycoprotein and is essential for infection. These studies establish NPC1 as a promising target for antiviral therapy.

Synthesis and anticancer activity of benzyloxybenzaldehyde derivatives against HL-60 cells

A series of benzyloxybenzaldehyde derivatives were prepared and tested against the HL-60 cell line for anticancer activity. Preliminary structure-activity relationships were established. It was discovered that 2-(benzyloxy)benzaldehyde (17), 2-(benzyloxy)-4-methoxybenzaldehyde (26), 2-(benzyloxy)-5-methoxybenzaldehyde (27), 2-(benzyloxy)-5-chlorobenzaldehyde (28), 2-[(3-methoxybenzyl)oxy]benzaldehyde (29), 2-[(2-chlorobenzyl)oxy] benzaldehyde (30), and 2-[(4-chlorobenzyl)oxy]benzaldehyde (31) exhibited significant activity at 1-10 μM. Among them, compound 29 was the most potent one. The morphological assessment and DNA fragmentation analysis indicated that these compounds arrested cell cycle progression at G2/M phase and induced cell apoptosis. They resulted in the loss of mitochondrial membrane potential after 12 h of treatment.

Novel carbon-carbon bond-forming reactions using carbocations produced from substituted propargyl silyl ethers by the action of TMSOTf

Highly useful carbon-carbon bond forming reactions using stable allenyl, propargyl, or allyl-propargyl hybrid cations have been developed. These carbocations could be generated from silyl 1-(π-donor)-substituted propargyl ethers by the action of trimethylsilyl trifluoromethanesulfonate in dichloromethane at -78 °C to room temperature and could be attacked nucleophilically by electron rich arenes, allylsilanes, or enol silyl ethers, giving rise to allenes, alkynes, and their derivatives. A novel method for regio- and stereoselective synthesis of conjugated enynes utilizing allyl-propargyl hybrid cations has also been established.