6268-61-7

Basic information

• Product Name: 1,10-Decanedione,1,10-diphenyl-
• Synonyms: 1,10-Diphenyl-1,10-decanedione;1,8-Dibenzoyloctane; NSC 36278
• CAS NO: 6268-61-7
• Molecular Formula: C₂₂H₂₆O₂
• Molecular Weight: 322.4406
• Mol File: 6268-61-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 480.1°Cat760mmHg
• Flash Point: 178.1°C
• Appearance: /
• Density: 1.032g/cm³
• Vapor Pressure: 2.23E-09mmHg at 25°C
• Refractive Index: 1.541
• CAS DataBase Reference: 1,10-Decanedione,1,10-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,10-Decanedione,1,10-diphenyl-(6268-61-7)
• EPA Substance Registry System: 1,10-Decanedione,1,10-diphenyl-(6268-61-7)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 6268-61-7(Hazardous Substances Data)

Usage

General Description

1,10-Decanedione, 1,10-diphenyl- is a chemical compound with the molecular formula C26H30O2. It is commonly known as dibenzoylmethane and is used in various applications including as a fragrance ingredient, a UV filter in sunscreens, and as a photoinitiator in polymerization processes. It is a yellow crystalline solid at room temperature and is sparingly soluble in water but more soluble in organic solvents. 1,10-Decanedione,1,10-diphenyl- has been investigated for its potential antioxidant and anti-inflammatory properties, making it of interest for various pharmaceutical and cosmetic applications. Additionally, it is utilized in the production of pharmaceuticals, dyes, and other organic compounds. However, it is important to use this chemical with caution as it may be harmful if ingested or comes in contact with the skin and eyes.

InChI:InChI=1/C22H26O2/c23-21(19-13-7-5-8-14-19)17-11-3-1-2-4-12-18-22(24)20-15-9-6-10-16-20/h5-10,13-16H,1-4,11-12,17-18H2

Upstream product

• 629-11-8 1,6-hexanediol 
• 98-86-2 acetophenone 
• 71-43-2 benzene 
• 110-52-1 1,4-dibromo-butane 
• 67-56-1 methanol 
• 135-00-2 2-Benzoylthiophene 
• 3877-60-9 trans,cis,cis,trans-1,10-Diphenyl-deca-2,4,6,8-tetraen-1,10-dion 
• 3877-60-9 1,8-Dibenzoyl-octatetraen-(1,3,5,7) 
• 111-19-3 sebacoyl chloride 
• 33666-77-2 1,10-diphenyl-decane-1,10-diol 
• 100-52-7 benzaldehyde 
• 98-88-4 benzoyl chloride 

Downstream Products

• 95746-44-4 2,11-dicyclohexyl-dodecane 
• 110719-09-0 1-Phenyloct-7-en-1-one 
• 98-86-2 acetophenone 
• 66901-92-6 1,2-Diphenylcyclododecen 
• 33666-77-2 1,10-diphenyl-decane-1,10-diol 
• 95744-35-7 2,11-diphenyl-dodecane 

Relevant articles and documents

Nickel-Catalyzed Allylic Defluorinative Cross-Electrophile Coupling with Cycloalkyl Silyl Peroxides as the Alkyl Source

Herein we demonstrate the first successful application of cycloalkyl silyl peroxides (CSP) as an electrophilic coupling partner in the cross-electrophile coupling reaction. Diverse CSP are efficiently cross-coupled with an array of α-trifluoromethyl alkenes under the catalysis of nickel with the assistance of zinc as the reducing agent. This method allows the use of unstrained CSP as the carbonyl-containing alkyl source in the allylic defluorinative reaction, to access a variety of gem-difluoroalkenes bearing a pendent ketone moiety with high functionality tolerance.

Synthesis of diketones and ω-hydroxy ketones from methyl ketones and α,ω-diols by an [IrCl(eod)]2/PPh3/KOH system

ω-Hydroxy ketones and diketones, which are important starting materials for the synthesis of cycloalkanones and heterocyclic compounds, were prepared by the one-step reaction of methyl ketones with α,ω-diols under the influence of an iridium complex and a base. The selectivity of ω-hydroxy ketones and diketones could be controlled by varying the starting ratio of methyl ketones to α,ωdiols. For example, reaction using acetophenone (5 equiv) with respect to 1,6-hexanediol (1 equiv) in the presence of [IrCl(cod)]2, PPh3, and KOH without solvent gave 1,10-diphenyl-1,10-decane-dione in almost quantitative yield, while reaction using acetophenone (1 equiv) to 1,6-hexanediol (4 equiv) led to 8-hy-droxy-l-phenyl-l-octanone in 92% yield. This methodology was successfully extended to the reaction of arylacetonitriles with α.ω-odiols leading to diaryldinitriles.

Diphenyl compounds that are intermediates in preparation of polymerization initiators

Organo-lithium compounds of the formula: STR1 wherein R is an alkyl group of up to 5 carbon atoms, R' is either hydrogen or an alkyl group of up to 5 carbon atoms and n is an integer from 2 to 10. These bifunctional organo-lithium compounds are prepared w