35294-28-1

Basic information

• Product Name: (R)-(+)-2,2'-Dimethoxy-1,1'-binaphthalene
• Synonyms: (R)-(+)-2,2'-DIMETHOXY-1,1'-BINAPHTHYL;(R)-2,2'-DIMETHOXY-1,1'-BINAPHTHYL;(R)-(+)-2,2'-DIMETHOXY-1,1'-BI-NAPHTHOL;(R)-(+)-1,1'-BI-2-NAPHTHOL DIMETHYL ETHER;(S)-(-)-2,2'-DIMETHOXY-1,1'-BINAPHTHYL;(S)-(+)-2,2'-DIMETHOXY-1,1'-BINAPHTHYL;(S)-2,2'-DIMETHOXY-1,1'-BINAPHTHYL;2,2'-DIMETHOXY-1,1'-BINAPHTHALENE
• CAS NO: 35294-28-1
• Molecular Formula: C₂₂H₁₈O₂
• Molecular Weight: 314.38
• Mol File: 35294-28-1.mol
• Article Data: 41

Chemical Properties

• Melting Point: 227-231 °C(lit.)
• Boiling Point: 414.1°Cat760mmHg
• Flash Point: 152.5°C
• Appearance: /
• Density: 1.16g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• BRN: 4704231
• CAS DataBase Reference: (R)-(+)-2,2'-Dimethoxy-1,1'-binaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-2,2'-Dimethoxy-1,1'-binaphthalene(35294-28-1)
• EPA Substance Registry System: (R)-(+)-2,2'-Dimethoxy-1,1'-binaphthalene(35294-28-1)

Safety Data

• Hazard Codes: Xi,N
• Statements: 41-50/53-37/38
• Safety Statements: 26-36/39-60-61-36
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 35294-28-1(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white crystalline powder

Upstream product

• 602-09-5 (-)-2,2'-dihydroxy-1,1'-binaphthyl 
• 77-78-1 dimethyl sulfate 
• 18531-94-7 (+)-2,2'-dihydroxy-1,1'-binaphthyl 
• 13101-92-3 1-chloro-2-methoxynaphthalene 
• 32721-21-4 1-iodo-2-methoxynapthalene 
• 3401-47-6 1-bromo-2-methoxynaphthalene 
• 13922-41-3 1-Naphthylboronic acid 
• 90-14-2 1-Iodonaphthalene 

Downstream Products

• 18531-94-7 (R)-1,1'-Bi-2-naphthol 
• 35193-63-6 (R)-1,1'-binaphthyl-2,2'-phosphoric acid 
• 75714-59-9 (Ra)-3,3’-dibromo-2,2’-dimethoxy-1,1’-binaphthalene 
• 1242419-39-1 (R)-(+)-3,3'-di-p-tolyl-[1,1'-binaphthalene]-2,2'-diol 
• 1539285-81-8 C₅₆H₃₈O₂ 
• 1071853-94-5 N-((4S)-2,6-di([1,1'-biphenyl]-4-yl)-4-oxidodinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)-1,1,1-trifluoromethanesulfonamide 
• 2152685-54-4 C₅₇H₃₇F₃NO₅PS 
• 1643958-21-7 N-{(4S,11bR)-2,6-bis[4-(tert-butyl)phenyl]-4-oxidodinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl}-1,1,1-trifluoromethanesulfonamide 

Relevant articles and documents

A chiroptical binaphthopyran switch: Amplified CD response in a polystyrene film

Enantiopure 10,10′-bi(naphtho[2,3-b]pyran) (5a) has been prepared from (R)-BINOL by using the attachment of 1,1-diphenylallyl alcohol to positions 3 and 3′ of the binaphthalene via Heck coupling as a key step. The irradiation of 5a in solution with UV lig

Bronsted acid-catalyzed, highly enantioselective addition of enamides to in situ-generated ortho-quinone methides: A domino approach to complex acetamidotetrahydroxanthenes

The highly enantioselective conjugate addition of enamides and enecarbamates to in situ-generated ortho-quinone methides, upon subsequent N,O-acetalization, gives rise to acetamido-substituted tetrahydroxanthenes with generally excellent enantio- and dias

Highly efficient synthesis of optically pure 5,5′,6,6′,7, 7′,8,8′-octahydro-1,1′-bi-2-naphthol and -naphthylamine derivatives by partial hydrogenation of 1,1′-binaphthyls with carbon nanofiber supported ruthenium nanoparticles

(Chemical Equation Presented) Use of Ru/CNF-P, nanoruthenium particles dispersed on a nanocarbon fiber support, realizes highly efficient catalytic partial hydrogenation of 1,1′-bi-2-naphthol and -naphthylamine derivatives. The reactions proceed in high turnover numbers without racemization of the axial chirality, offering a practical procedure for the production of optically pure 5,5′,6,6′,7,7′,8,8′-octahydro-1,1′- binaphthyls in good to high yields.

Design and Development of Axially Chiral Bis(naphthofuran) Luminogens as Fluorescent Probes for Cell Imaging

Designing chiral AIEgens without aggregation-induced emission (AIE)-active molecules externally tagged to the chiral scaffold remains a long-standing challenge for the scientific community. The inherent aggregation-caused quenching phenomenon associated w

A Thioxanthone Sensitizer with a Chiral Phosphoric Acid Binding Site: Properties and Applications in Visible Light-Mediated Cycloadditions

A chiral phosphoric acid with a 2,2’-binaphthol core was prepared that displays two thioxanthone moieties at the 3,3’-position as light-harvesting antennas. Despite its relatively low triplet energy, the phosphoric acid was found to be an efficient catalyst for the enantioselective intermolecular [2+2] photocycloaddition of β-carboxyl-substituted cyclic enones (e.r. up to 93:7). Binding of the carboxylic acid to the sensitizer is suggested by NMR studies and by DFT calculations to occur by means of two hydrogen bonds. The binding event not only enables an enantioface differentiation but also modulates the triplet energy of the substrates.

Enantioselective Ni-Catalyzed Electrochemical Synthesis of Biaryl Atropisomers

A scalable enantioselective nickel-catalyzed electrochemical reductive homocoupling of aryl bromides has been developed, affording enantioenriched axially chiral biaryls in good yield under mild conditions using electricity as a reductant in an undivided cell. Common metal reductants such as Mn or Zn powder resulted in significantly lower yields in the absence of electric current under otherwise identical conditions, underscoring the enhanced reactivity provided by the combination of transition metal catalysis and electrochemistry.