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Merck
CN

706515

Copper hydride (CuH) solution

in toluene, liquid

Synonym(s):

"Hot" Stryker′s Reagent, (BDP)Cu(H), Copper monohydride, Cuprous hydride

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About This Item

Linear Formula:
CuH
CAS Number:
Molecular Weight:
64.55
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.22
MDL number:
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Product Name

Copper hydride (CuH) solution, in toluene

SMILES string

[CuH]

InChI

1S/Cu.H

InChI key

JJFLDSOAQUJVBF-UHFFFAOYSA-N

form

liquid

reaction suitability

core: copper, reagent type: catalyst

concentration

in toluene

storage temp.

−20°C

Application

Reagent for stereoselective synthesis of exocyclic tetra substituted enol ethers and olefins

signalword

Danger

Hazard Classifications

Aquatic Chronic 3 - Asp. Tox. 1 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

target_organs

Central nervous system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

42.8 °F

flash_point_c

6 °C

Regulatory Information

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Benjamin A Baker et al.
Organic letters, 10(2), 289-292 (2007-12-21)
A ligand-modified, economical version of Stryker's reagent (SR) has been developed based on a bidentate, achiral bis-phosphine. Generated in situ, "(BDP)CuH" smoothly effects conjugate reductions of a variety of unsaturated substrates, including those that are normally unreactive toward SR. Substrate-to-ligand
Niklas O Thiel et al.
Organic & biomolecular chemistry, 14(45), 10660-10666 (2016-10-27)
An air-stable and preactivated copper(i) hydroxide/N-heteroyclic carbene (NHC) complex for alkyne semihydrogenations is reported. Next to an enhanced practicability of the process, the resulting alkenes are obtained with high Z-selectivities and no overreduction to the corresponding alkanes.

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