713708
(R)-(+)-2′-Amino-1,1′-binaphthalen-2-ol
97%
Synonym(s):
(R)-(+)-2-Amino-2′-hydroxy-1,1′-binaphthalene, (R)-NOBIN
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About This Item
Empirical Formula (Hill Notation):
C20H15NO
CAS Number:
Molecular Weight:
285.34
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
MDL number:
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
assay
≥96.5% (HPLC), 97%
form
crystals
optical purity
enantiomeric excess: ≥98.0%
Quality Level
Related Categories
General description
(R)-(+)-2′-Amino-1,1′-binaphthalen-2-ol is a non-symmetrically substituted 1,1′-binaphthalene ligand.
Application
(R)-(+)-2′-Amino-1,1′-binaphthalen-2-ol may be used as a catalyst in the asymmetric PTC (phase-transfer catalysis) synthesis of α-amino acids. (R)-NOBIN reacts with trans-azobenzene-4,4′-dicarbonyl chloride to form poly(ester-amide)s, which shows backbone light-regulated chiroptical response.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
signalword
Danger
hcodes
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Highly Efficient Catalytic Synthesis of a-Amino Acids under Phase-Transfer Conditions with a Novel Catalyst/Substrate Pair.
Belokon YN, et al.
Angewandte Chemie (International Edition in English), 40(10), 1948-1951 (2001)
Stimuli-responsive polymers. 10. Photo-regulation of optical rotations in azobenzene modified poly (ester-amide) s containing highly structured, atropisomeric backbone geometries.
Lynch JG and Jaycox GD.
Polymer, 55(16), 3564-3572 (2014)
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