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591688

Sigma-Aldrich

tert-Butyldiphenylphosphine

97%

Synonym(s):

NSC 244302

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About This Item

Linear Formula:
(C6H5)2PC(CH3)3
CAS Number:
Molecular Weight:
242.30
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand
reaction type: Cross Couplings

bp

144-146 °C/2 mmHg (lit.)

mp

52-57 °C (lit.)

functional group

phosphine

SMILES string

CC(C)(C)P(c1ccccc1)c2ccccc2

InChI

1S/C16H19P/c1-16(2,3)17(14-10-6-4-7-11-14)15-12-8-5-9-13-15/h4-13H,1-3H3

InChI key

QZUPHAGRBBOLTB-UHFFFAOYSA-N

Application

Catalyst for:
  • Nickel/Lewis acid-catalyzed carbocyanation of alkynes with acetonitrile or substituted acetonitriles
  • Palladium catalyzed hydrocarboxylation of acetylene with carbon monoxide to acrylic acid under mild conditions
  • Palladium to form a catalyst for methoxycarbonylation reactions
  • Ru-catalyzed transfer hydrogenation in reductive coupling of disubstituted allenes with aldehydes
  • Stereoselective silylation by dehydrogenative Si-O coupling with Si-stereogenic silanes

  • Phosphine ligand in nickel-catalyzed carbocyanation of alkynes
  • Monodentate P-Donor Ligands (LKB-P)

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


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Giovanni Ricci et al.
Molecules (Basel, Switzerland), 24(12) (2019-06-27)
Two novel cobalt diphenylphosphine complexes were synthesized by reacting cobalt(II) chloride with tert-butyl(diphenyl)phosphine (P t

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