7470-93-1

Usage

InChI:InChI=1/C15H12O2/c1-17-14-8-4-7-12-13(14)9-10-5-2-3-6-11(10)15(12)16/h2-8H,9H2,1H3

Upstream product

• 82-39-3 1-methoxyanthracene-9,10-dione 
• 108-90-7 chlorobenzene 
• 82-44-0 1-chloroanthracene-9,10-dione 
• 54016-87-4 4-hydroxy-anthrone 
• 95-50-1 1,2-dichloro-benzene 
• 67-56-1 methanol 
• 213669-71-7 10-Diazo-4-methoxy-10H-anthracen-9-one 
• 100790-77-0 9,10-bis(trimethylsilyl)-9,10-dihydro-9,10-epoxy-1-methoxyanthracene 

Downstream Products

• 77953-83-4 4-methoxy-10-(3,5-dimethylbenzyl)anthrone 
• 77900-37-9 1-methoxy-9-(2-methylbenzyl)anthracene 
• 345320-78-7 4-methoxy-10-(2-methylbenzyl)anthrone 

Relevant academic research and scientific papers

Intramolecular reactivity of 1-alkoxyanthronylidenes. Disproportionation (set) of carbene-derived 1,5-biradicals

Photolyses of 1-alkoxy-9-diazoanthrones 12 in benzene induce abstraction of hydrogen from the side chain, followed by cyclization (→ 15 → 16) or disproportionation (→ 17 + 18) of the intervening biradicals 20. In alcohols, reduction of triplet anthronylidenes (314 → 21 → 22) competes with the formation of 20, and intramolecular electron transfer of 20 leads eventually to the acetals 24.

Reduction of 1-substituted anthraquinones to 1- and 4-substituted anthrones

The regioselectivity of reduction of 1-substituted anthraquinones to 1 - or 4-substituted anthrones is determined by both the nature of the substituent and the type of the reducing system used.

Isobenzofuran-Aryne Cycloadducts: Formation and Regioselective Conversion to Anthrones and Substituted Polycyclic Aromatics

Several substituted anthracenes, benzanthracenes, dibenzanthracene, and more complex ring system derivatives are formed by the cycloaddition of 1,3-bis(trimethylsilyl)isobenzofuran (2) with arynes generated by LTMP-induced dehydrohalogenation of readily accessible haloaromatics.The cycloadducts undergo a novel acid-induced conversion to anthracenones.For several substrates this reaction is highly regioselective, allowing position specific introduction of another substituent at this stage.Reduction/dehydration of the anthrones provides an expeditious route to various polycyclic aromatic hydrocarbons.

Restricted Rotation Involving the Tetrahedral Carbon. XXXV. Stereodynamics of 9-(3,5-Dimethylbenzyl)styrene Derivatives

Stereodynamics of a variety of 9-(3,5-dimethylbenzyl)triptycene derivatives was studied.Atropisomerism about the bridgehead-to-methylene bond was realized in a triply peri-substituted derivative, 8,13-dichloro-1,4-dimethyl-9-(3,5-dimethylbenzyl)triptycene: the activation enthalpy for the ap--> +/-sc conversion was 26.4 kcal/mol.Barriers to rotation about the bridgehead-to-methylene bond in a variety of triply, doubly, and singly peri-substituted derivatives were obtained by DNMR method.DNMR behavior of the diastereotopic m-methyl groups in the benzyl moiety revealed the dual mechanisms of the methyl exchange process; rotation about the methylene-to-aryl bond by 180 deg without rotation about the bridgehead-to-methylene bond ("isolated rotation (IR)") and rotation about the methylene-to-aryl bond by 180 deg synchronous with rotation about the bridgehead-to-methylene bond by 120 deg ("gear motion (GM)").The GM process predominates in peri-unsubstituted derivatives, while the IR process predominates in triply peri-substituted ones.