75684-93-4

Basic information

• Product Name: R-3,3'-Bis(phenyl)-1,1'-bi-2-naphthol
• Synonyms: R-3,3'-Bis(phenyl)-1,1'-bi-2-naphthol;(R)-3,3'-Bis(phenyl)-1,1'-bi-2-naphthol, 99%e.e.;(S)-3,3'-diphenyl-[1,1'-binaphthalene]-2,2'-diol;(R)-3,3'-Bis(phenyl)-1,1'-bi-2-naphthol, 98% (99% ee);(R)-3,3'-diphenylBINOL
• CAS NO: 75684-93-4
• Molecular Formula: C₃₂H₂₂O₂
• Molecular Weight: 438.51588
• Mol File: 75684-93-4.mol
• Article Data: 46

Chemical Properties

• Melting Point: 197-199 °C
• Boiling Point: 574.1±45.0 °C(Predicted)
• Appearance: /
• Density: 1.251±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 8.23±0.50(Predicted)
• CAS DataBase Reference: R-3,3'-Bis(phenyl)-1,1'-bi-2-naphthol(CAS DataBase Reference)
• NIST Chemistry Reference: R-3,3'-Bis(phenyl)-1,1'-bi-2-naphthol(75684-93-4)
• EPA Substance Registry System: R-3,3'-Bis(phenyl)-1,1'-bi-2-naphthol(75684-93-4)

Safety Data

• Hazardous Substances Data: 75684-93-4(Hazardous Substances Data)

Usage

General Description

R-3,3'-Bis(phenyl)-1,1'-bi-2-naphthol, also known as BINOL, is a chiral organic compound with the chemical formula C26H20O2. It is a type of binaphthol, which is a class of chemicals known for their ability to act as chiral ligands in asymmetric synthesis. BINOL is widely used in organic chemistry as a catalyst for various reactions, particularly in the production of pharmaceuticals, agrochemicals, and other fine chemicals. Its chiral nature and high stability make it an important tool for controlling the stereochemistry of reactions, ultimately leading to the production of enantiomerically pure compounds. BINOL has proven to be a valuable tool in the synthesis of complex natural products and other compounds of interest in drug discovery and materials science.

Upstream product

• 75640-69-6 (S)-3,3'-dibromo-2,2'-dimethoxy-1,1'-binaphthalene 
• 428874-67-3 (±)?3,3'?diphenyl?2,2'?bis(methoxymethyl)?1,1'?binaphthalene 
• 212191-84-9 (±)?3,3'?diphenyl?2,2'?dimethoxy?1,1'?binaphthalene 
• 173831-50-0 rac-2,2'-bis-(methoxymethoxy)-1,1'-binaphthalene 
• 142010-87-5 (±)?3,3'?dibromo?2,2'?bis(methoxymethyl)?1,1'?binaphthalene 
• 602-09-5 1,1'-bi-2-naphthol 
• 75640-87-8 (S)-2,2'-dimethoxy-1,1'-dinaphthyl 
• 75714-60-2 (S)-3-bromo-1-(3-bromo-2-methoxynaphthalen-1-yl)-2-methoxynaphthalene 
• 75685-01-7 2,2'-dimethoxy-1,1'-binaphthyl 
• 98-80-6 phenylboronic acid 
• 15231-91-1 6-bromo-naphthalen-2-ol 
• 30889-48-6 3‐phenylnaphthalen‐2‐ol 
• 30478-88-7 3-bromo-2-naphthol 
• 52927-22-7 6-cyano-2-naphthol 

Downstream Products

• 75640-58-3 (R)-4,5,7,8,10,11,13,14,16,17-decahydro-2,19-diphenyldinaphtho<2,1-q:1',2'-s><1,4,7,10,13,16>hexaoxa<2,5,8,11,14,17,19>cycloicosaheptene 
• 75684-74-1 (R)-2,3:4,5-Bis<1,2-(3-phenylnaphtho)>-1,6,9,12,15,18-hexaoxacycloeicosa-2,4-diene 
• 75684-75-2 (S)-2,3:4,5-Bis<1,2-(3-phenylnaphtho)>-1,6,9,12,15,18-hexaoxacycloeicosa-2,4-diene 
• 342635-16-9 2-[2'-(2-Hydroxy-ethoxy)-3,3'-diphenyl-[1,1']binaphthalenyl-2-yloxy]-ethanol 
• 219757-73-0 C₅₀H₄₂O₈S₂ 
• 57585-10-1 4-phenyl-2,3-hexadienoic acid methyl ester 
• 1427525-86-7 2,2'-bis(allyloxy)-3,3'-diphenyl-1,1'-binaphthyl 

Relevant articles and documents

Photoinduced pitch changes in chiral nematic liquid crystals formed by doping with chiral diarylethene

Chiral binaphthyl derivatives having two photochromic diarylethene units were synthesized in an attempt to use them as dopants for photoresponsive liquid crystals. These compounds showed thermally irreversible photochromic reactions. The circular dichrois

Synthesis of (±)-3,3′-diphenyl-2,2′-binaphthol via different routes using Pd and Ni as catalyst respectively

3,3′-Biphenyl-2,2′-binaphthols (BINOLs) are precursors of phosphoric acids that are widely used as ligands and catalysts in organic reactions. In this report, two routes for the synthesis of (±)-3,3′-diphenyl BINOLs via (±)-3,3′ bis-halogenated BINOLs int

Design and synthesis of a chiral halogen-bond donor with a sp3-hybridized carbon-iodine moiety in a chiral fluorobissulfonyl scaffold

The first example of a chiral halogen-bond donor with a sp3-hybridized carbon-iodine moiety in a fluorobissulfonyl scaffold is described. The binaphthyl backbone was designed as a chiral source and the chiral halogen-bond donor (R)-1 was synthesized from