1592-70-7

Basic information

• Product Name: 4-Vinylbenzylchloride
• Synonyms: 4-vinyl lenzyl chloride;3-O-Methylkaempferol;Isokaempferide;Kaempferol 3-methylether;Kaempferol 3-O-methylether;Kaempferol-3-methylether;Kaempferol 3-monomethyl ether;3-Methylkaempferol
• CAS NO: 1592-70-7
• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.2629
• Mol File: 1592-70-7.mol

Chemical Properties

• Melting Point: >300℃
• Boiling Point: 586.2 °C at 760 mmHg
• Flash Point: 224.1 °C
• Appearance: /
• Density: 1.58 g/cm³
• Storage Temp.: ?20°C
• PKA: 6.34±0.40(Predicted)
• CAS DataBase Reference: 4-Vinylbenzylchloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Vinylbenzylchloride(1592-70-7)
• EPA Substance Registry System: 4-Vinylbenzylchloride(1592-70-7)

Safety Data

• Hazard Codes: T,N
• Statements: 25-50
• Safety Statements: 45-61
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 1592-70-7(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
4-Vinylbenzylchloride is used as a chemical intermediate for the production of various compounds, such as pharmaceuticals, agrochemicals, and other specialty chemicals. Its reactive vinyl and benzyl chloride groups make it a versatile building block in organic synthesis.
Used in Polymer Industry:
In the polymer industry, 4-Vinylbenzylchloride is used as a monomer for the synthesis of polymers with specific properties. The vinyl group can be polymerized to form poly(4-vinylbenzylchloride), which can be further modified or used as a precursor for other polymers with desired characteristics.
Used in Adhesives and Sealants:
4-Vinylbenzylchloride is used as a component in the formulation of adhesives and sealants. Its reactive groups can be involved in the curing process, leading to improved adhesion and sealing properties.
Used in Surface Coatings:
The compound is also used in the development of surface coatings, such as paints and varnishes. Its chemical reactivity allows for the creation of coatings with specific properties, such as improved durability and resistance to environmental factors.
Used in Bioactive Compounds Synthesis:
4-Vinylbenzylchloride can be used in the synthesis of bioactive compounds, such as Isokaempferide, a flavonoid with antioxidant and anticholinesterase activity. Its reactive groups facilitate the formation of complex molecular structures with potential applications in the pharmaceutical and healthcare industries.

Upstream product

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Downstream Products

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Relevant articles and documents

Selective methylation of kaempferol via benzylation and deacetylation of kaempferol acetates

A strategy for selective mono-, di- and tri-O-methylation of kaempferol, predominantly on the basis of selective benzylation and controllable deacetylation of kaempferol acetates, was developed. From the selective deacetylation and benzylation of kaempferol tetraacetate (1), 3,4′,5,-tri-O-acetylkaempferol (2) and 7-O-benzyl-3,4′5,-tri-O-acetylkaempferol (8) were obtained, respectively. By controllable deacetylation and followed selective or direct methylation of these two intermediates, eight O-methylated kaempferols were prepared with 51-77% total yields from kaempferol.

4'-Hydroxy-3-methoxyflavones with potent antipicornavirus activity

4'-Hydroxy-3-methoxyflavones are natural compounds with known antiviral activities against picornaviruses such as poliomyelitis and rhinoviruses. In order to establish a structure-activity relationship a series of analogues were synthesized, and their antiviral activities and cytotoxicities were compared with those of flavones from natural origin. The 4'-hydroxyl and 3-methoxyl groups, a substitution in the 5 position and a polysubstituted A ring appeared to be essential requirements for a high activity. The most interesting compound was 4',7-dihydroxy-3-methoxy-5,6-dimethylflavone possessing in vitro TI99 values of > 1000 and > 200 against poliovirus type 1 and rhinovirus type 15, respectively. This compound was also active against other rhinovirus serotypes (2, 9, 14, 29, 39, 41, 59, 63, 70, 85, and 89) tested, having MIC50 values ranging from 0.016 to 0.5 μg/mL. Finally in contrast to quercetin it showed to be not mutagenic in concentrations up to 2.5 mg in the Ames test.

O-methylation of flavonoids by cell-free extracts of calamondin orange

Cell-free extracts of calamondin orange (Citrus mitis) catalysed the O-methylation of almost all hydroxyls of a number of flavonoids, indicating the existence in citrus tissues of ortho, meta, para and 3-O-methyltransferases. The latter, hitherto unreported enzyme, catalysed the formation of 3-O-methyl ethers of galangin and quercetin. The stepwise O-methylation of a number of compounds, especially quercetin and quercetagetin, tends to suggest a coordinated sequence of O-methylations on the surface of a multienzyme complex. The methyl acceptor abilities of the flavonoid substrates used are discussed in relation to their hydroxyl substitution patterns and their negative electron density distribution.