72976-61-5

Basic information

• Product Name: 1,2-dihydroacenaphthylen-3-yl(phenyl)methanone
• CAS NO: 72976-61-5
• Molecular Formula: C₁₉H₁₄O
• Molecular Weight: 258.3139
• Mol File: 72976-61-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 481.2°C at 760 mmHg
• Flash Point: 215.6°C
• Density: 1.212g/cm³
• Vapor Pressure: 2.04E-09mmHg at 25°C
• Refractive Index: 1.69
• CAS DataBase Reference: 1,2-dihydroacenaphthylen-3-yl(phenyl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-dihydroacenaphthylen-3-yl(phenyl)methanone(72976-61-5)
• EPA Substance Registry System: 1,2-dihydroacenaphthylen-3-yl(phenyl)methanone(72976-61-5)

Safety Data

• Hazardous Substances Data: 72976-61-5(Hazardous Substances Data)

Usage

General Description

1,2-dihydroacenaphthylen-3-yl(phenyl)methanone is a chemical compound that consists of a dihydroacenaphthylene ring and a phenyl group attached to a ketone functional group. It is a yellow crystalline solid that is commonly used in organic synthesis and pharmaceutical research. 1,2-dihydroacenaphthylen-3-yl(phenyl)methanone has potential applications in the development of new drugs and materials due to its unique molecular structure and reactivity. It may also have uses in the fields of organic chemistry and chemical engineering, where it can be used as a building block for creating new molecules and materials. Overall, 1,2-dihydroacenaphthylen-3-yl(phenyl)methanone is a versatile compound with a variety of potential applications in science and industry.

Upstream product

• 7424-63-7 1,2-dihydroacenaphthylene-3-carboxylic acid 
• 71-43-2 benzene 
• 51754-77-9 1-acenaphthenyl(diisobutyl)aluminum 
• 98-88-4 benzoyl chloride 

Downstream Products

• 202-94-8 11H-Benzaceanthrylene 

Relevant articles and documents

Kinetic Control and Locoselectivity in the Electrophilic Cleavage of Allylic Aluminum Compounds: Reactions of Acenaphthenylaluminum Reagents with Carbonyl Substrates

The benzylic reagent 1-acenaphthenyldiisobutylaluminum, which is formed by the addition of diisobutylaluminum hydride to acenaphthylene, exhibits a 1H NMR spectrum at 25 deg C consistent with a C1-Al bond.At 110 deg C the carbon-aluminum bond undergoes configurational inversion, as evidenced by the magnetic equivalence of the cis and trans C2 protons.At -78 deg C this aluminum compound reacts with ketones to give, upon hydrolysis, 65-75percent of 3-(α-hydroxy-disubstituted methyl)-1,3-dihydroacenaphthylenes, which undergo acid-catalyzed isomerization to 3-(α-hydroxy-disubstituted methyl)acenaphthenes and which dissociate into acenaphthene and the ketone upon contact with Pd.On the other hand, the same reagents at 80-100 deg C lead to the formation of 75-85percent of 1-(α-hydroxy-disubstituted methyl)acenaphthenes.Similiar reactions with acyl chlorides (RCOCl, where R = Me, Et, Ph) and with Me3SiCl laed to 3-acylacenaphthenes and 1-(trimethylsilyl)acenaphthene, respectively.The stereochemically defined adduct of acenaphthylene and diisobutylaluminum deuteride, (cis-2-deuterio-1-acenaphthenyl)diisobutylaluminum diethyl etherate, is found to react with 9-fluorenone at 65 deg C to yield a 1:1 mixture of cis- and trans-2-deuterio-1-acenaphthenylcarbinols.Similarly, treatment of the same aluminum reagent with O2 gives a 1:1 mixture of cis- and trans-2-deuterio-1-acenaphthenols.The magnetically shielded C8 or ortho proton in the original aluminum adduct offers a valuable monitor of the extent of complexation at the C1-Al bond.The present findings demonstrate that electrophilic attack at the ortho position (leading to C3 substitution) in the kinetically controlled process, while rearrangement to C1 is thermodynamically determined.