Stryker's reagent

Base Information

• Chemical Name: Stryker's reagent
• CAS No.: 33636-93-0
• Molecular Formula: C108H96Cu6P6
• Molecular Weight: 1961.04
• Hs Code.: 29319090
• European Community (EC) Number: 627-669-7
• DSSTox Substance ID: DTXSID40475132
• Wikipedia: Stryker%27s_reagent,Stryker's_reagent
• Mol file: 33636-93-0.mol

Synonyms:Stryker's reagent;33636-93-0;copper;triphenylphosphane;Stryker's reagent [MI];UNII-8X3R32M7XU;(Triphenylphosphine)copper hydride hexamer;Triphenylphosphine cuprous hydride;Triphenylphosphine-Copper(I) hydride Hexamer;8X3R32M7XU;Triphenylphosphine copper(I) hydride hexamer;Copper, hexa-mu3-hydrohexakis(triphenylphosphine)hexa-, octahedro;(Triphenylphosphine)copper hydride hexamer, 95%;Hydrido(triphenylphosphine)copper(I) hexamer;DTXSID40475132;KVBHFBAACGHMKE-UHFFFAOYSA-N;hexakis(triphenylphosphane) hexacopper;hydrido (triphenylphosphine)copper(I) hexamer;hydrido(triphenylphosphine)copper (I) hexamer;hydrido(triphenylphosphine)copper(1) hexamer;triphenylphosphine-copper (I) hydride hexamer;(Triphenylphosphine)copper hydride hexamer, 90%;hexa-mu-hydrohexakis(triphenylphosphine) hexacopper;J-019283;Octahedrohexa-mu3-hydrohexakis(triphenylphosphine)hexacopper

Chemical Property of Stryker's reagent

Chemical Property:

• Appearance/Colour: Red crystals
• Melting Point: 111° (dec)
• PSA: 81.54000
• Density: 1.367
• LogP: 20.65380
• Storage Temp.: Refrigerator (+4°C)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 18
• Exact Mass: 1955.12415
• Heavy Atom Count: 120
• Complexity: 202

Purity/Quality:

98%,99%, ^*data from raw suppliers

(Triphenylphosphine)copper hydride hexamer 90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.[Cu].[Cu].[Cu].[Cu].[Cu].[Cu]
• Uses: Stoichiometric reducing agent or catalyst in reduction reactions. Stryker’s Reagent is a catalyst for conjugate reduction of ortho-substituted cinnamic esters forming copper enolates. Also used as a catalyst in hydrosilation reactions. Some useful synthetic applications of (Triphenylphosphine)copperhydride hexamer include stoichiometric and catalytic hydrogenations, chemoselective conjugate reductions, as well as regiospecific and stereoselectiveconjugate hydride reductions.

Technology Process of Stryker's reagent

There total 1 articles about Stryker's reagent which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 64.0%

bis(triphenylphosphine)copper(I) nitrate complex + potassium tert-butylate (865-47-4) → (triphenylphosphine)copper hydride hexamer (33636-93-0)

Guidance literature:

With hydrogen; In tetrahydrofuran; addn. of butoxide to soln. of Cu-compd. (stirring, Ar atmosphere), addn. of H2 (80 psi, stirring, 16 h); solvent removal, extn. (toluene), filtration (Celite), crystn. (layeredwith acetonitrile), filtration (Ar atmosphere), drying (vac.);

Reference yield: 45.0%

decacarbonyltriosmiumdihydride + (triphenylphosphine)copper hydride hexamer (33636-93-0) → 2,2,2,3,3,3,-hexacarbonyl-1,2;1,3;2,3-tri-μ-hydrido-2,3-μ-tetracarbonylosmio-1-triphenylphosphinecopperdiosmium(2 Cu-Os, 3 Os-Os)

Guidance literature:

In tetrahydrofuran; to stirred soln. of Cu complex in THF added soln. of Os complex in THF under N2, stirred at room tempt. for 40 min; evapd. in vac., chromd. (Merck Kieselgel 60F(254), CH2Cl2/hexane 1:2), recrystd. from n-hexane;

DOI:10.1039/DT9840002111

upstream raw materials:

potassium tert-butylate

Refernces