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HomeProduct name list(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

Synonym(s):(R)-(+)-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine);(R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene;(R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl;(R)-(+)-BINAP

  • CAS NO.:76189-55-4
  • Empirical Formula: C44H32P2
  • Molecular Weight: 622.69
  • MDL number: MFCD00010805
  • EINECS: 616-304-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-29 14:36:51
(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Structural

What is (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl?

Chemical properties

White to light yellow crystal powde, insoluble in water.

The Uses of (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

Chiral ligand for metal mediated asymmetric catalysis.

The Uses of (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

Useful ligand for transition metal catalyzed asymmetric reactions, including hydrogenation and disilylation. 2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl and its rhodium and ruthenium derivatives are highly selective homogeneous catalysts used for the reduction of aryl ketones, β-keto esters, and α-amino ketones. They have also been used for asymmetric hydrogenation and hydroformylation of olefins, asymmetric Heck reactions, and asymmetric isomerizations of allyls.
Complex with Ag(I) used to catalyze an asymmetric aldol reaction between alkenyl trichloroacetates and aldehydes. Also used with Ag(I) to catalyze an enantioselective hetero-Diels-Alder reaction of azo compounds.

General Description

(R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene is an axially dissymmetric bis(triaryl)phosphine ligand for asymmetric reactions.

Properties of (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

Melting point: 283-286 °C(lit.)
Boiling point: 724.3±55.0 °C(Predicted)
alpha  240 º (c=0.3, toluene)
refractive index  235 ° (C=0.3, Toluene)
storage temp.  Inert atmosphere,Room Temperature
solubility  Benzene (Slightly), Chloroform (Slightly)
form  Powder
color  White to cream-white
optical activity [α]20/D +222°, c = 0.5% in benzene
Water Solubility  insoluble
Sensitive  Air Sensitive
Merck  14,1223
BRN  4914063
CAS DataBase Reference 76189-55-4(CAS DataBase Reference)

Safety information for (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

Signal word Warning
Pictogram(s)
ghs
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.

Computed Descriptors for (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

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