(S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl

Synonym(s):(R)-(+)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl;(S)-(−)-2,2′-p-tolyl-phosphino)-1,1′-binaphthyl;(S)-Tol-BINAP

CAS NO.：100165-88-6
Empirical Formula: C48H40P2
Molecular Weight: 678.78
MDL number: MFCD00269856
EINECS: 1312995-182-4
SAFETY DATA SHEET (SDS)
Update Date: 2026-09-12 18:48:18

(S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl Structural

What is (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl?

Chemical properties

White powder

The Uses of (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl

(S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl is chiral ligand widely used in asymmetric synthesis. It also used as excellent catalysts for asymmetric hydrogenation of alkenes and some cyclic anhydrides. BINAP is used in organic synthesis for enantioselective transformations catalyzed by its complexes of ruthenium, rhodium, and palladium

The Uses of (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl

(S)-T-BINAP reacts with silver nitrate to form (S)-Tol-BINAP·AgNO₃, which can catalyze the enantioselective allylation reaction of aldehydes to form enantiopure secondary alcohols. It may be used as a chiral ligand in the palladium catalyzed asymmetric double carbohydroamination of iodoarenes to form α-aminoamides. It can also catalyze the asymmetric N-allylation reaction of ortho-tert-butylanilide derivatives with diallyl carbonate to form chiral N-allyl ortho-tert-butylanilides.

Properties of (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl

Melting point:	252-256 °C
Boiling point:	754.4±60.0 °C(Predicted)
alpha	-160° (c 0.5, C6H6)
storage temp.	Inert atmosphere,Room Temperature
form	Powder
color	White
optical activity	[α]20/D -156°, c = 0.5 in benzene
Water Solubility	Insoluble in water.
CAS DataBase Reference	100165-88-6(CAS DataBase Reference)

Safety information for (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.