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62145

Sigma-Aldrich

Lindlar Catalyst

Synonym(s):

Pd

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About This Item

UNSPSC Code:
12161600
NACRES:
NA.22

form

solid

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

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

Target Organs

Central nervous system,Blood,Immune system,Kidney

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)

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