13935-65-4

Basic information

• Product Name: 9,10-Dimethoxyphenanthrene
• Synonyms: 9,10-Dimethoxyphenanthrene
• CAS NO: 13935-65-4
• Molecular Formula: C16H14O2
• Molecular Weight: 238.28116
• Mol File: 13935-65-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 396.8±15.0 °C(Predicted)
• Appearance: /
• Density: 1.158±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 9,10-Dimethoxyphenanthrene(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-Dimethoxyphenanthrene(13935-65-4)
• EPA Substance Registry System: 9,10-Dimethoxyphenanthrene(13935-65-4)

Safety Data

• Hazardous Substances Data: 13935-65-4(Hazardous Substances Data)

Upstream product

• 544-97-8 dimethyl zinc(II) 
• 84-11-7 9,10-phenanthrenequinone 
• 60-29-7 diethyl ether 
• 30928-28-0 α,β-dimethoxystilbene 
• 17694-65-4 9,1-diacetoxyphenanthrene 
• 77-78-1 dimethyl sulfate 
• 604-84-2 phenanthrene-9,10-diol 
• 74-88-4 methyl iodide 

Downstream Products

• 215385-40-3 3,6-diacetyl-9,10-(diphenylmethylenedioxy)phenanthrene 

Relevant articles and documents

PHOTOOXYDATIONS PAR TRANSFERT D'ELECTRON. PHOTOOXIGENATIONS SENSIBILISEES PAR LE DICYANO-9,10 ANTHRACENE. FORMATION DE O2. ET (1)O2.

Photooxidation of electron-rich compounds (donor) sensitized by 9,10-dicyanoanthracene (DCA, acceptor) gives evidence for the effect of solvent polarity on the photochemical reaction mechanism.The chemical outcome can be connected with the fluorescence data.The formation of O2. and (1)O2 proceeds from a charge transfer complex between the donor and the acceptor upon excitation.

Direct Synthesis of Hydroquinones from Quinones through Sequential and Continuous-Flow Hydrogenation-Derivatization Using Heterogeneous Au–Pt Nanoparticles as Catalysts

Pt–Au bimetallic nanoparticle catalysts immobilized on dimethyl polysilane (Pt–Au/(DMPSi-Al2O3)) have been developed for selective hydrogenation of quinones to hydroquinones. High reactivity, selectivity, and robustness of the catalysts were confirmed under continuous-flow conditions. Various direct derivatizations of quinones, such as methylation, acetylation, trifluoromethanesulfonylation, methacrylation, and benzoylation were successfully performed under sequential and continuous-flow conditions to afford the desired products in good to excellent yields. Especially, air-sensitive hydroquinones, such as anthrahydroquinones and naphthohydroquinones, could be successfully generated and derivatized under closed sequential and continuous-flow conditions without decomposition.

First Friedel-Crafts diacylation of a phenanthrene as the basis for an efficient synthesis of nonracemic [7]helicenes

Reported are the first examples of Friedel-Crafts reactions used to prepare 3,6-diacylphenanthrenes. 9,10-Dimethoxyphenanthrene gives its 3,6-diacetyl derivative in good yield and in large amounts. The ketone's triisopropylsilyl enol ether when combined with 1,4-benzoquinone forms a [7]helicenebisquinone. This bisquinone's reduction product, a bishydroquinone, when combined with methanolic HCl gives the [7]helicene whose peripheral side chains are all methoxyls but whose interior hydroxyls remain. The diastereomeric (1S)-(-)-camphanates can be separated by crystallization. Their structures, analyzed by X-ray diffraction, demonstrate that the camphanates' lactone functions point away from the ring system when the helicene has the (P) configuration and toward it when the helicene has the (M) configuration. This is because the camphanates' O=C-C-O dihedral angles are, as expected, close to 0°in the former and close to 180°in the latter. Other derivatives of 3,6-diacetylphenanthrene and of [7]helicenebisquinone are prepared, and the crystal structure of one of the latter is analyzed.