(±)-1,1'-Bi(2-naphthylamine), 97%
(±)-1,1'-Bi(2-naphthylamine), 97%
(±)-1,1'-Bi(2-naphthylamine), 97%
Thermo Scientific Chemicals

(±)-1,1'-Bi(2-naphthylamine), 97%

CAS: 4488-22-6 | C20H16N2 | 284.362 g/mol
Have Questions?
Change viewbuttonViewtableView
Quantity:
1 g
5 g
Catalog number H31264.06
also known as H31264-06
Price (USD)
296.65
Online Exclusive
329.00
Save 32.35 (10%)
Each
Quantity:
5 g
Request bulk or custom format
Price (USD)
296.65
Online Exclusive
329.00
Save 32.35 (10%)
Each
Chemical Identifiers
CAS4488-22-6
IUPAC Name[1,1'-binaphthalene]-2,2'-diamine
Molecular FormulaC20H16N2
InChI KeyDDAPSNKEOHDLKB-UHFFFAOYSA-N
SMILESNC1=CC=C2C=CC=CC2=C1C1=C2C=CC=CC2=CC=C1N
View more
SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)Pale cream to pale brown or pale pink
Melting Point (clear melt)187.0-197.0?C
Assay (HPLC)≥96.0%
FormPowder
Identification (FTIR)Conforms
Novel axially chiral Rh N-heterocyclic carbene complexes were prepared from axially dissymmetric 1,1?-binaphthalenyl-2,2?-diamine and applied in the Rh-catalyzed enantioselective hydrosilylation of methyl ketones. The enantioselective direct aldol reaction, organocatalyzed by recoverable BINAM- prolinamide derivatives can be highly accelerated by a catalytic amount of a carboxylic acid without a detrimental of the obtained enantioselectivities.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Novel axially chiral Rh N-heterocyclic carbene complexes were prepared from axially dissymmetric 1,1′-binaphthalenyl-2,2′-diamine and applied in the Rh-catalyzed enantioselective hydrosilylation of methyl ketones. The enantioselective direct aldol reaction, organocatalyzed by recoverable BINAM- prolinamide derivatives can be highly accelerated by a catalytic amount of a carboxylic acid without a detrimental of the obtained enantioselectivities.

Solubility
Insoluble in water

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents.
RUO – Research Use Only

General References:

  1. Wei-Liang Duan,; Min Shi,; Guo-Bin Rong. Synthesis of novel axially chiral Rh-NHC complexes derived from BINAM and application in the enantioselective hydrosilylation of methyl ketones Chem. Commun. 2003, (23), 2916-2917.
  2. Gabriela Guillena,; María del Carmen Hita,; Carmen Nájera. High acceleration of the direct aldol reaction cocatalyzed by BINAM-prolinamides and benzoic acid in aqueous media. Tetrahedron: Asymmetry 2006, 17(10), 1493-1497.