4909-19-7

Basic information

• Product Name: 1,1-diphenylhexan-3-one
• CAS NO: 4909-19-7
• Molecular Formula: C₁₈H₂₀O
• Molecular Weight: 252.3508
• Mol File: 4909-19-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 359.3°C at 760 mmHg
• Flash Point: 139.7°C
• Density: 1.012g/cm³
• Vapor Pressure: 2.39E-05mmHg at 25°C
• Refractive Index: 1.544
• CAS DataBase Reference: 1,1-diphenylhexan-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-diphenylhexan-3-one(4909-19-7)
• EPA Substance Registry System: 1,1-diphenylhexan-3-one(4909-19-7)

Safety Data

• Hazardous Substances Data: 4909-19-7(Hazardous Substances Data)

Usage

General Description

1,1-diphenylhexan-3-one, also known as benzophenone, is a ketone compound with the chemical formula C18H16O. It is a white solid with a slightly floral odor, commonly used as a flavoring agent and in the production of fragrances. Benzophenone is also utilized as a photoinitiator in the manufacture of various products, including adhesives, inks, and coatings, due to its ability to initiate and control the rate of photopolymerization. Additionally, it is used as a UV filter in sunscreen to protect the skin from harmful UV rays. However, benzophenone has raised concerns over its potential toxicity and endocrine-disrupting properties, prompting its ban in certain applications.

Upstream product

• 100-52-7 benzaldehyde 
• 107-87-9 2-Pentanone 
• 98-80-6 phenylboronic acid 
• 4380-91-0 3-oxocaproic acid 
• 853-83-8 N-tosyldiphenylmethylamine 
• 82297-62-9 1-phenylhex-1-en-3-one 

Downstream Products

• 4812-73-1 1-(2,2-Diphenylethyl)-butylamine 
• 4812-74-2 (Z)-3-[1-(2,2-Diphenyl-ethyl)-butylcarbamoyl]-acrylic acid 

Relevant articles and documents

Tandem aldol condensation/platinacycle-catalyzed addition reactions of aldehydes, methyl ketones, and arylboronic acids

Aldol condensation of aldehydes with methyl ketones followed by anionic four-electron donor-based (type I) platinacycle-catalyzed addition reactions of arylboronic acids to form β-arylated ketones is described. Good to excellent yields of β-arylated ketones were obtained for the tandem reactions of aromatic/aliphatic aldehydes, methyl ketones, and arylboronic acids, and moderate yields were observed for the tandem reactions of α,β-unsaturated aldehydes. The aldol condensation of aldehydes with methyl ketones was successfully combined with the platinacycle-catalyzed addition reactions of arylboronic acids in a tandem fashion. A variety of β-arylated ketones was obtained in good to excellent yields.

Sequential aldol Condensation-Transition metal-Catalyzed addition reactions of aldehydes, methyl ketones, and arylboronic acids

Sequential aldol condensation of aldehydes with methyl ketones followed by transition metal-catalyzed addition reactions of arylboronic acids to form β-substituted ketones is described. By using the 1,1′;-spirobiindane- 7,7′;-diol (SPINOL)-based phosphite, an asymmetric version of this type of sequential reaction, with up to 92% ee, was also realized. Our study provided an efficient method to access β-substituted ketones and might lead to the development of other sequential/tandem reactions with transition metal-catalyzed addition reactions as the key step.