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1.1'-Binaphthyl-2.2'-diphemyl phosphine

1.1'-Binaphthyl-2.2'-diphemyl phosphine Structure
CAS No.
98327-87-8
Chemical Name:
1.1'-Binaphthyl-2.2'-diphemyl phosphine
Synonyms
BINAP;RAC-BINAP;2,2-Bis-(diphenylphosphino)-1,1-napthalene;[1-(2-diphenylphosphanyl-1-naphthyl)-2-naphthyl]-diphenyl-phosphane;1,1'-binaphthyl-2,2'-bisdiphenylphosphine;RACEMIC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL;(à)-BINA;(±)-BINAP;racemic-2,2;(+/-)-Binap
CBNumber:
CB3186990
Molecular Formula:
C44H32P2
Molecular Weight:
622.69
MOL File:
98327-87-8.mol
MSDS File:
SDS
Modify Date:
2025/1/27 9:38:02

1.1'-Binaphthyl-2.2'-diphemyl phosphine Properties

Melting point 283-286 °C(lit.)
Boiling point 724.3±55.0 °C(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Chloroform (Slightly, Sonicated), Dichloromethane (Slightly, Heated),
form Powder
color White to light beige
Water Solubility Soluble in tetrahydrofuran, benzene and dichloromethane. Slightly soluble in ether, methanol and ethanol. Insoluble in water.
Sensitive Air Sensitive
Merck 14,1223
BRN 5321443
InChIKey MUALRAIOVNYAIW-UHFFFAOYSA-N
CAS DataBase Reference 98327-87-8(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  22-24/25-37/39-26
WGK Germany  3
8-10-23
TSCA  No
HS Code  29319090
NFPA 704
1
2 1

1.1'-Binaphthyl-2.2'-diphemyl phosphine price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 481084 rac-BINAP 97% 98327-87-8 5G ₹13350 2022-06-14 Buy
Sigma-Aldrich(India) 481084 rac-BINAP 97% 98327-87-8 5G ₹13350 2022-06-14 Buy
Sigma-Aldrich(India) 481084 rac-BINAP 97% 98327-87-8 25G ₹23187.15 2022-06-14 Buy
Sigma-Aldrich(India) 481084 rac-BINAP 97% 98327-87-8 100G ₹68078.43 2022-06-14 Buy
Sigma-Aldrich(India) 481084 rac-BINAP 97% 98327-87-8 500G ₹232369.45 2022-06-14 Buy
Product number Packaging Price Buy
481084 5G ₹13350 Buy
481084 5G ₹13350 Buy
481084 25G ₹23187.15 Buy
481084 100G ₹68078.43 Buy
481084 500G ₹232369.45 Buy

1.1'-Binaphthyl-2.2'-diphemyl phosphine Chemical Properties,Uses,Production

Chemical Properties

1.1'-Binaphthyl-2.2'-diphemyl phosphine is White to light beige powder

Uses

  1. racemic-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl ( (+/-)-BINAP ) is an essential role in the organic synthesis of enantioselective transformations catalyzed by the complexes of ruthenium, rhodium and palladium.
  2. It is also employed in palladium-catalyzed arylamine coupling in the preparation of demethylthiocholchines.
  3. used with Cu(II) to catalyze the addition of arylsulfonamides to styrenes and olefins.

Reactions

Phosphine Ligand Kit component.

  1. Useful ligand for palladium-catalyzed carbon-nitrogen bond formation.
  2. Useful ligand for rhodium-catalyzed C-C bond formation.
  3. Useful ligand for palladium-catalyzed intramolecular acylation of aryl bromides via C-H activation.
  4. Used in the preparation of Buchwald third generation precatalyst.
  5. Used in methoxy directed Rhodium migration.
  6. Used in Nickel catalyzed C-N cross-coupling reactions.
    Reactions of 98327-87-8

General Description

Racemic version of BINAP.

Purification Methods

Dissolve the enantiomer in toluene, wash it with 30% aqueous NaOH, three times with H2O, dry (Na2SO4), evaporate to ~15% of its volume and add an equal volume of degassed MeOH. Collect the solid, wash it with MeOH and dry it at 80o/0.005mm for 6hours. Recrystallise it from a 1:1 mixture of toluene/EtOH to optical purity (m 241-242o) [Takaya et al. Org Synth 67 20 1989]. [Noyori & Takaya Acc Chem Res 2 3 345 1990, Kitamura et al. Org Synth 71 1 1993, Takaya et al. Org Synth 72 74 1995, Kitamura et al. J Org Chem 57 4053 1992.]

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