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Sigma-Aldrich

Lindlar Catalyst

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Synonym(s):
Pd
NACRES:
NA.22

form

solid

Quality Level

100

reaction suitability

core: palladium
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: catalyst

Related Categories

Application

Lindlar catalyst is a heterogeneous catalyst that is used mainly for the selective hydrogenation of alkynes to alkenes.
It can also effective catalyze:
  • selective hydrogenations of triple bonds to cis-double bonds
  • monohydrogenation of polyolefins
  • hydrogenation of azides to amines

Components

~ 5% palladium on calcium carbonate; poisoned with lead.

Signal Word

Danger

Hazard Classifications

Aquatic Chronic 1 - Flam. Sol. 1 - Lact. - Repr. 1A - STOT RE 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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Intermetallic Pd1-Zn1 nanoparticles in the selective liquid-phase hydrogenation of substituted alkynes.
Mashkovsky IS, et al.
Kinetics and Catalysis, 58(4), 480-491 (2017)
Effect of lead acetate in the preparation of the Lindlar catalyst.
Ulan JG, et al.
The Journal of Organic Chemistry, 52(14), 3126-3132 (1987)
The Lindlar Catalyst Revitalized: A Highly Chemoselective Method for the Direct Conversion of Azides to N-(tert-Butoxycarbonyl) amines.
Reddy PG, et al.
European Journal of Organic Chemistry, 2002(22), 3740-3743 (2002)
Chemoselective catalytic hydrogenation of alkenes by Lindlar catalyst.
Ghosh AK & Krishnan K.
Tetrahedron Letters, 39(9), 947-948 (1998)
A new convenient approach to the preparation of Z-1-alkenylboronates by the cis-Hydrogenation of 1-Alkynyldiisopropoxyboranes.
Srebnik M, et al.
Tetrahedron Letters, 29(22), 2635-2638 (1988)

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