Synonym: (R)-(+)-1,1′-Bi(2-naphthylamine); (R)-(+)-1,1′-Binaphthalene-2,2′-diamine; (R)-(+)-2,2′-Diamino-1,1′-binaphthalene; (R)-(+)-DABN
CAS Number: 18741-85-0
Empirical Formula (Hill Notation): C20H16N2
Molecular Weight: 284.35
MDL Number: MFCD00145204
Linear Formula: H2NC10H6C10H6NH2
Product Type: Chemical
| assay |
99% |
| 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 |
| mp |
242-244 °C (lit.) |
| optical activity |
[α]20/D +157°, c = 1 in pyridine |
| optical purity |
ee: 99% (HPLC) |
| SMILES string |
Nc1ccc2ccccc2c1-c3c(N)ccc4ccccc34 |
| Application: |
1,1′-Binaphthyl-2,2′-diamine derivatives have been used for asymmetric hydrogenations, cyclopropanations, and formation of chiral lactones. |
| Application: |
1,1′-Binaphthyl-2,2′-diamine derivatives have been used for asymmetric hydrogenations, cyclopropanations, and formation of chiral lactones. Its chiral sulphonamide, chiral diphenylphosphoramide and chiral diphenylthiophosphoramide derivatives are useful ligands for asymmetric addition reaction of diethylzinc to aldehydes in the presence of titanium(IV) alkoxide. |
| Caution: |
May darken in storage. |
| General description: |
(R)-(+)-1,1′-Binaphthyl-2,2′-diamine is an axially dissymmetric binaphthyl ligand mainly used in enantioselective catalysis. |
| Packaging: |
1 g in glass bottle |
| Purity |
99% |
| mp |
242-244 °C (lit.) |
| UNSPSC |
12352005 |
GHS07