36897-00-4

Basic information

• Product Name: 2,4,5-trimethoxybenzophenone
• Synonyms: 2,4,5-trimethoxybenzophenone;Phenyl(2,4,5-trimethoxyphenyl)methanone
• CAS NO: 36897-00-4
• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29584
• EINECS: 253-262-5
• Mol File: 36897-00-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 444 °C at 760 mmHg
• Flash Point: 198 °C
• Appearance: /
• Density: 1.136 g/cm³
• Vapor Pressure: 4.43E-08mmHg at 25°C
• Refractive Index: 1.547
• CAS DataBase Reference: 2,4,5-trimethoxybenzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,5-trimethoxybenzophenone(36897-00-4)
• EPA Substance Registry System: 2,4,5-trimethoxybenzophenone(36897-00-4)

Safety Data

• Hazardous Substances Data: 36897-00-4(Hazardous Substances Data)

Usage

General Description

2,4,5-trimethoxybenzophenone, also known as benzophenone-12, is a chemical compound used primarily as a UV filter and photostabilizer in various cosmetic and personal care products to protect the skin and hair from the harmful effects of UV radiation. It belongs to the family of benzophenones, which are known for their ability to absorb and dissipate UV radiation. 2,4,5-trimethoxybenzophenone is a yellow crystalline powder that is insoluble in water but soluble in organic solvents, making it ideal for incorporation into oil-based formulations. While it is effective in providing UV protection, there is some concern over its potential for human and environmental toxicity, leading to its regulation in some regions. Nevertheless, it remains a widely used ingredient in sunscreens, moisturizers, and other personal care products to mitigate the damaging effects of sun exposure.

InChI:InChI=1/C16H16O4/c1-18-13-10-15(20-3)14(19-2)9-12(13)16(17)11-7-5-4-6-8-11/h4-10H,1-3H3

Upstream product

• 108-86-1 bromobenzene 
• 4460-86-0 asaraldehyde 
• 135-77-3 1,2,4-trimethoxy-benzene 
• 93-97-0 benzoic acid anhydride 
• 98-88-4 benzoyl chloride 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 14894-91-8 2,4,5-trihydroxy-benzophenone 
• 29652-84-4 1-Phenyl-1-(2,4,5-trimethoxyphenyl)-propan-1-ol 

Relevant articles and documents

A new efficient method for the preparation of intermediate aromatic ketones by Friedel–Crafts acylation

Abstract: As the most important method to prepare pharmaceutical and chemical intermediate aromatic ketones, Friedel–Crafts (F–C) acylation is used to seek a novel catalytic system which is imminently consistent with the concept of green chemistry. In this study, six deep eutectic solvents (DES) were synthesized for the Friedel–Crafts acylation reaction as a catalytic solvent. Among the six DES, choline chloride-zinc chloride ([ChCl][ZnCl2]2) proved to be the most competent candidate of electron-rich arenes with acylation reagent. It got the highest yield when 1.0 equivalent of [ChCl][ZnCl2]2 used with acyl halides at 70?°C. Recycled DES was reused directly without any extra process. After five cycles, the catalytic activity did not decrease significantly (80–85%). Finally, according to experimental validation, the possible mechanism of this reaction was considered. Graphical Abstract: [Figure not available: see fulltext.].

An efficient and green method for regio- and chemo-selective Friedel-Crafts acylations using a deep eutectic solvent ([CholineCl][ZnCl2]3)

[CholineCl][ZnCl2]3, a deep eutectic solvent between choline chloride and ZnCl2, has been used as a dual function catalyst and green solvent for the Friedel-Crafts acylation of aromatic compounds instead of using the moisture-sensitive Lewis acids and volatile organic solvents. The reactions are performed with high yields under microwave irradiation with short reaction times for the synthesis of ketones. Interestingly, indole derivatives are regioselectively acylated in the 3-position under mild conditions with high yields without NH protection. Three new ketone products are synthesized. [CholineCl][ZnCl2]3 is easily synthesized from choline chloride and zinc chloride at a low cost, with easy purification and environmentally benign compounds. [CholineCl][ZnCl2]3 can be reused up to five times without loss of catalytic activity, making it ideal in industrial processes.

An efficient combination of Zr-MOF and microwave irradiation in catalytic Lewis acid Friedel-Crafts benzoylation

A zirconium-based metal-organic framework, an effective heterogeneous catalyst, has been developed for the Friedel-Crafts benzoylation of aromatic compounds under microwave irradiation. Constructed by a Zr(iv) cluster and a linker 1,4-bis(2-[4-carboxyphenyl]ethynyl)benzene (H2CPEB), the MOF, possessing large pores and high chemical stability, was appropriate for the enhancement of Lewis acid activity under microwave irradiation. The reaction studies demonstrated that the material could give high yields for a few minutes and maintain its reactivity and structure over several cycles.