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364975

Sigma-Aldrich

(Triphenylphosphine)copper hydride hexamer

90%

Synonym(s):

Cuprous hydride triphenylphosphine hexamer, Hydrido(triphenylphosphine)copper(I) hexamer, Stryker’s reagent, Triphenylphosphine–Copper(I) hydride Hexamer

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About This Item

Linear Formula:
[(C6H5)3PCuH]6
CAS Number:
33636-93-0
Molecular Weight:
1961.04
MDL number:
MFCD00221518
UNSPSC Code:
12352002
PubChem Substance ID:
24862472
NACRES:
NA.22

Quality Level

100

Assay

90%

reaction suitability

reagent type: reductant

functional group

phosphine

SMILES string

[CuH].[CuH].[CuH].[CuH].[CuH].[CuH].c1ccc(cc1)P(c2ccccc2)c3ccccc3.c4ccc(cc4)P(c5ccccc5)c6ccccc6.c7ccc(cc7)P(c8ccccc8)c9ccccc9.c%10ccc(cc%10)P(c%11ccccc%11)c%12ccccc%12.c%13ccc(cc%13)P(c%14ccccc%14)c%15ccccc%15.c%16ccc(cc%16)P(c%17ccccc%17)c%18ccccc%18

InChI

1S/6C18H15P.6Cu.6H/c6*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;;;;;;;;;;;/h6*1-15H;;;;;;;;;;;;

InChI key

PYHLOCIDGQNZFY-UHFFFAOYSA-N

Related Categories

General description

Triphenylgermanium hydride is a hydrogen donor.

Application

Catalyst for:
  • Conjugate reduction of ortho-substituted cinnamic esters to form copper enolates
  • Chemoselective preparation of alcohols via hydrogenation of aldehydes
  • 1,2-addition/transmetalation reactions
  • Synthesis of monomer for preparation of phosphorus- and silicon-containing epoxy resins
  • Hydrosilylation reactions
  • Chiral hydrogenation reactions
  • Hydrostannation of activated alkynes
Some useful synthetic applications of (Triphenylphosphine)copperhydride hexamer include stoichiometric and catalytic hydrogenations, chemoselective conjugate reductions, as well as regiospecific and stereoselectiveconjugate hydride reductions.

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H228

Hazard Classifications

Flam. Sol. 2

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBK0739
SHBH6459
SHBH2823V
SHBG4184V
SHBG1428V

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Aldrichimica Acta, 23, 50-50 (1990)
Palladium (II)-catalyzed isomerization of olefins with tributyltin hydride.
Kim IS, et al.
The Journal of Organic Chemistry, 72(14), 5424-5426 (2007)
Elliot L Bennett et al.
Inorganic chemistry, 53(6), 2963-2967 (2014-02-28)
A structural, spectroscopic, and computational investigation of Stryker's reagent, [HCu{P(C6H5)3}]6, and its isotopomers has provided new insights into the complex. Neutron diffraction shows that the hydrides are best described as edge bridging rather than face bridging. The combination of infrared
Elliot Bennett et al.
Inorganic chemistry, 54(5), 2213-2220 (2015-02-12)
CuH is a material that appears in a wide diversity of circumstances ranging from catalysis to electrochemistry to organic synthesis. There are both aqueous and nonaqueous synthetic routes to CuH, each of which apparently leads to a different product. We

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