713694

(S)-(−)-2′-Amino-1,1′-binaphthalen-2-ol

97%

• Synonym(s): (S)-(−)-2-Amino-2′-hydroxy-1,1′-binaphthalene, (S)-NOBIN
• Empirical Formula (Hill Notation): C₂₀H₁₅NO
• CAS Number: 137848-29-4
• Molecular Weight: 285.34
• MDL number: MFCD01882346
• UNSPSC Code: 12352005
• PubChem Substance ID: 329763211
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: ≥96.5% (HPLC); 97%
• form: crystals
• optical purity: enantiomeric excess: ≥98.0%
• SMILES string: Nc1c(c4c(cc1)cccc4)c2c3c(ccc2O)cccc3
• InChI: 1S/C20H15NO/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/h1-12,22H,21H2
• InChI key: HIXQCPGXQVQHJP-UHFFFAOYSA-N

Description

Application

(S)-(-)-2′-Amino-1,1′-binaphthalen-2-ol or (S)-NOBIN, is a non-symmetrically substituted 1,1′-binaphthalene ligand. It can be used as a catalyst in the asymmetric synthesis of unnatural α-alkyl amino acids by phase-transfer catalysis (PTC). (S)-NOBIN can also be employed as starting material to prepare N-monoalkyl and N,N-dialkyl (S)-NOBIN analogs by reacting with aldehydes via reductive amination reaction. N-monoaryl derivatives are obtained from NOBIN via Hartwig−Buchwald arylation reaction.[1]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• pictograms: GHS05,GHS09
• signalword: Danger
• hcodes: H318,H410
• pcodes: P273 - P280 - P305 + P351 + P338 - P501
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1
• 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