382426

(R)-(+)-1,1′-Binaphthyl-2,2′-diamine

99%

• Synonyma: (R)-(+)-1,1′-Bi(2-naphthylamine), (R)-(+)-1,1′-Binaphthalene-2,2′-diamine, (R)-(+)-2,2′-Diamino-1,1′-binaphthalene, (R)-(+)-DABN
• Lineární vzorec: H₂NC₁₀H₆C₁₀H₆NH₂
• Číslo CAS: 18741-85-0
• Molekulová hmotnost: 284.35
• Beilstein/REAXYS Number: 5279621
• MDL number: MFCD00145204
• UNSPSC Code: 12352005
• PubChem Substance ID: 24863894
• NACRES: NA.22

Vlastnosti

• assay: 99%
• optical activity: [α]20/D +157°, c = 1 in pyridine
• optical purity: ee: 99% (HPLC)
• mp: 242-244 °C (lit.)
• SMILES string: Nc1ccc2ccccc2c1-c3c(N)ccc4ccccc34
• InChI: 1S/C20H16N2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12H,21-22H2
• InChI key: DDAPSNKEOHDLKB-UHFFFAOYSA-N

Popis

General description

(R)-(+)-1,1′-Binaphthyl-2,2′-diamine is an axially dissymmetric binaphthyl ligand mainly used in enantioselective catalysis.

Application

1,1′-Binaphthyl-2,2′-diamine derivatives have been used for asymmetric hydrogenations, cyclopropanations, and formation of chiral lactones.

1,1′-Binaphthyl-2,2′-diamine derivatives have been used for asymmetric hydrogenations, cyclopropanations, and formation of chiral lactones. Its chiral sulphonamide, chiral diphenylphosphoramide and chiral diphenylthiophosphoramide derivatives are useful ligands for asymmetric addition reaction of diethylzinc to aldehydes in the presence of titanium(IV) alkoxide.

Caution

May darken in storage.

Bezpečnostní informace

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves