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- (R)-(+)-1,1'-Binaphthyl-2,2'-diamine
(R)-(+)-1,1'-Binaphthyl-2,2'-diamine
PRICE INQUIRYCatalog Number
ACM18741850
Product Name
(R)-(+)-1,1'-Binaphthyl-2,2'-diamine
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/18741-85-0.gif)
CAS
18741-85-0
Synonyms
ST50307497;4488-22-6;18741-85-0;1-(2-aminonaphthyl)-2-naphthylamine;1-(2-amino-1-naphthyl)naphthalen-2-amine;(S)-(-)-1,1'-Bi(2-naphthylamine);V1344;(R)-(+)-1,1invertedexclamationmarka-Bi(2-naphthylamine);(S)-2,2invertedexclamationmark-Diamino-1,1invertedexclamationmark-binaphthalene;BRN2138401;
IUPAC Name
1-(2-aminonaphthalen-1-yl)naphthalen-2-amine;
Molecular Weight
284.36
Molecular Formula
C20H16N2
Canonical SMILES
C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)N)N;
InChI
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;
Boiling Point
242 - 244 °C
Melting Point
416.85 °C
Purity
95%+
Density
1.0447 g/ml
Appearance
Slightly beige powder
Complexity
346
Covalently-Bonded Unit Count
1
Exact Mass
284.131g/mol
H-Bond Acceptor
2
H-Bond Donor
2
Heavy Atom Count
22
Monoisotopic Mass
284.131g/mol
NSC Number
519704
Rotatable Bond Count
1
Topological Polar Surface Area
52A^2
Application
(R)-(+)-1,1'-Binaphthyl-2,2'-diamine serves as an axially dissymmetric binaphthyl ligand primarily utilized in enantioselective catalysis. It plays a crucial role in facilitating asymmetric hydrogenations, cyclopropanations, and the formation of chiral lactones. Additionally, it is instrumental in synthesizing sterically hindered binaphthalene-based monophosphane ligands, highlighting its versatility and significance in the field of chiral synthesis.
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