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713708

Sigma-Aldrich

(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
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥96.5% (HPLC)
97%

form

crystals

optical purity

enantiomeric excess: ≥98.0%

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

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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.

Pictograms

CorrosionEnvironment

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1

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

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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)
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)

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