382434

(S)-(−)-1,1′-Binaphthyl-2,2′-diamine

99%

• Synonym(s): (S)-(−)-1,1′-Bi(2-naphthylamine), (S)-(−)-1,1′-Binaphthalene-2,2′-diamine, (S)-(−)-2,2′-Diamino-1,1′-binaphthalene, (S)-(−)-DABN
• Linear Formula: H₂NC₁₀H₆C₁₀H₆NH₂
• CAS Number: 18531-95-8
• Molecular Weight: 284.35
• Beilstein: 2419071
• MDL number: MFCD00145204
• UNSPSC Code: 12352005
• PubChem Substance ID: 24863896
• NACRES: NA.22

Properties

• 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

Description

Application

(S)-(-)-1,1′-Binaphthyl-2,2′-diamine may be used in the synthesis of (S)-(+)-N,N′-dimethyl-N,N′-bis{3-[bis-(1-methyl-2-benzimidazolyl methyl)]-amino]-propyl}-1,1′-binaphthyl-2,2′-diamine, an octadentate ligand that can form dinuclear and trinuclear copper(II) complexes. It may also be used in the synthesis of (S_a)-N-[2´-amino-(1,1´-binaphthyl)-2-yl]-4-methylbenzenesulfonamide.

Used in the synthesis of chiral lactones.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: 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 Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves