4389-09-7

Basic information

• Product Name: 5,6-Dihydro-4H-benz[de]anthracene
• Synonyms: 5,6-Benzoperinaphthane;5,6-Dihydro-4H-benz[de]anthracene
• CAS NO: 4389-09-7
• Molecular Formula: C₁₇H₁₄
• Molecular Weight: 218.29
• Mol File: 4389-09-7.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5,6-Dihydro-4H-benz[de]anthracene(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-Dihydro-4H-benz[de]anthracene(4389-09-7)
• EPA Substance Registry System: 5,6-Dihydro-4H-benz[de]anthracene(4389-09-7)

Safety Data

• Hazardous Substances Data: 4389-09-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 73, p. 2656, 1951 DOI: 10.1021/ja01150a069

Upstream product

• 199-94-0 7H-benz[d,e]anthracene 
• 82-05-3 7H-benz[d,e]anthracene-7-one 
• 611-45-0 1-Benzyl-naphthalene 

Downstream Products

• 681215-17-8 7-(2-formyl-4-methoxyphenyl)-5,6-dihydro-4H-benz[de]anthracene 
• 681215-16-7 7-(2-formylphenyl)-5,6-dihydro-4H-benz[de]anthracene 
• 191-30-0 Dibenzo[a,l]pyrene 

Relevant articles and documents

Thermal reduction of 7H-benz[d,e]anthracen-7-one and related ketones under hydrogen-transfer conditions

In the presence of hydrogen donor solvents and at elevated temperatures, aromatic ketones can be selectively deoxygenated to the corresponding hydroaromatic compounds. The kinetics for reduction of 7H-benz[d,e]anthracen-7-one (benzanthrone, 6) into 7H-benz[d,e]anthracene (benzanthrene, 1) in 9,10-dihydroanthracene (3) solvent has been investigated in detail. The relatively slow hydrogenation of 6 is due to reversibility of the initial hydrogen-transfer step according to a reverse radical disproportionation (RRD). The dynamics could well be rationalized using the energetics of species computed by density functional theory (DFT). The application of hydrogen donors such as 1 as a hydrogen-transfer agent, although favorable in terms of a low benzylic carbon-hydrogen bond dissociation enthalpy, is limited due to the slow self-hydrogenation, which in case of 1 gives 5,6-dihydro-4H-benz[d,e]anthracene (7).