(S)-2'-Amino-[1,1'-binaphthalen]-2-ol

CAS: 137848-29-4

Ref. 3D-FA155089

Product Information

• Name: (S)-2'-Amino-[1,1'-binaphthalen]-2-ol
• Synonyms: (-)-2′-Amino-1,1′-binaphthalen-2-ol, (1S)-2′-Amino[1,1′-binaphthalen]-2-ol, (S)-(-)-Nobin, (S)-2-Amino-2'-Hydroxy-1,1'-Binaphthyl, (S)-2-Amino-2'-Hydroxy-1,1'-Dinaphthalene, [1,1′-Binaphthalen]-2-ol, 2′-amino-, (1S)-, [1,1′-Binaphthalen]-2-ol, 2′-amino-, (S)-
• CAS: 137848-29-4

Description

2'-Amino-[1,1'-binaphthalen]-2-ol (BINOL) is a chiral enantiopure amine that is used as a ligand for asymmetric synthesis. BINOL can be prepared through a cross-coupling reaction of an N-trifluoromethanesulfonyloxy acetyl bromide and an α-aminonitrile. The resulting product is then hydrolyzed to the corresponding amine, which can be purified by recrystallization. BINOL is often used as a ligand in asymmetric hydrogenation reactions with acids such as picolinic acid or trifluoroacetic acid. In these reactions, the hydrogen atom has a higher affinity for the protonated form of the ligand than for the neutral form, leading to an increased rate of reaction on one side of the molecule. This process is called kinetic resolution or kinetic asymmetry and gives products that

• Brand: Biosynth

Chemical properties

• Molecular weight: 285.34 g/mol
• Formula: C₂₀H₁₅NO
• Purity: Min. 95%