803-58-7

Basic information

• Product Name: 9,10-Dihydro-9,10-diphenylanthracene
• Synonyms: 9,10-Dihydro-9,10-diphenylanthracene
• CAS NO: 803-58-7
• Molecular Formula: C₂₆H₂₀
• Molecular Weight: 0
• Mol File: 803-58-7.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 9,10-Dihydro-9,10-diphenylanthracene(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-Dihydro-9,10-diphenylanthracene(803-58-7)
• EPA Substance Registry System: 9,10-Dihydro-9,10-diphenylanthracene(803-58-7)

Safety Data

• Hazardous Substances Data: 803-58-7(Hazardous Substances Data)

Upstream product

• 1499-10-1 9,10-diphenylanthracene 
• 408313-84-8 2,2-dioxo-1,1,3-triphenyl-1,3-dihydro-2λ⁶-benzo[c]thiophene 
• 98-87-3 benzylidene dichloride 
• 71-43-2 benzene 
• 108-86-1 bromobenzene 
• 86901-19-1 9,10-dihydro-9,10-anthracendiyl-tris(THF)magnesium 
• 613-31-0 9,10-dihydroanthracene 
• 591-50-4 iodobenzene 
• 126615-80-3 C₂₆H₁₈Mg*3C₄H₈O 
• 67-66-3 chloroform 
• 56-23-5 tetrachloromethane 
• 64-17-5 ethanol 
• 123-51-3 i-Amyl alcohol 
• 7732-18-5 water 

Downstream Products

• 1499-10-1 9,10-diphenylanthracene 

Relevant articles and documents

Transition metal-free regioselective access to 9,10-dihydroanthracenes via the reaction of anthracenes with elemental phosphorus in the KOH/DMSO system

Anthracene and its 9- or 9,10-substituted (Me, Ph, Cl, Br) derivatives react with red phosphorus (Pn) in the KOH/DMSO superbase system at 85–120 °C to afford 9,10-dihydroanthracenes in good to excellent yields, thus providing simple and clean access to these extensively used dihydroaromatics.

Hydrogen-protected acenes

The first systematic study concerning the hydrogenation of acenes and acene quinones is presented. Phenyl substituted acenes and acene quinones are hydrogenated in excellent yield and with complete regioselectivity using HI-AcOH. The resulting H-protected acenes bear alternating aromatic and non-aromatic rings and are stable, soluble molecules that may be stored indefinitely and then deprotected to afford the parent acenes. In this manner, H-protected acenes have been utilized in the syntheses of several [60]fullerene-acene adducts. Buckminsterfullerene also hydrogenates in HI-AcOH yielding C3v symmetric C60H18. The Royal Society of Chemistry.

Use of Magnesium Anthracene * 3 THF in Synthesis: Generation of Grignard Compounds and Other Reactions with Organic Halides

The course (a), (b), (c) (Scheme 1) of the reaction of magnesium anthracene * 3 THF (1) with organic halides (RX) is dependent on the nature of RX.With alkyl halides in THF 1 reacts as a nucleophile, whereby primary as well as secondary alkyl halides produce dialkyldihydroanthracenes (4-4'') and tertiary alkyl halides yield primarily monoalkyl-substituted dihydroanthracenes (2, 2').With bromo- and iodobenzene in THF 1 reacts predominantly as a radical with H atom abstraction from the solvent affording benzene and 9.The formation of Grignard compounds (5) and anthracene (6), originating from primary and secondary alkyl and aryl halides and 1 in toluene or ether at elevated temperatures, is not caused by the reaction of 1 but by the "active magnesium" (Mg*) formed by decomposition of 1 in these solvents.In contrast, allyl, propargyl, and benzyl halides react with 1 independently of the solvent under mild conditions to produce 5 and 6.Allyl- and the difficultly accessible allenylmagnesium chloride can be prepared in THF at -78 and 0 deg C, respectively, from the corresponding halides and ordinary Mg powder via catalytic amounts of 1.