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Key Documents

649074

Sigma-Aldrich

Tricyclopentylphosphine

97%

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About This Item

Empirical Formula (Hill Notation):
C15H27P
CAS Number:
Molecular Weight:
238.35
Beilstein:
956779
EC Number:
MDL number:
UNSPSC Code:
12350000
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

reaction suitability

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: ligand
reaction type: Cross Couplings

refractive index

n20/D 1.538 (lit.)

density

0.986 g/mL at 20 °C (lit.)
0.979 g/mL at 25 °C

functional group

phosphine

SMILES string

C1CCC(C1)P(C2CCCC2)C3CCCC3

InChI

1S/C15H27P/c1-2-8-13(7-1)16(14-9-3-4-10-14)15-11-5-6-12-15/h13-15H,1-12H2

InChI key

DHWBYAACHDUFAT-UHFFFAOYSA-N

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Application

Cocatalyst for:
  • Nickel-catalyzed cycloaddition of enones and alkynes
  • Rhodium-catalyzed allylation of aldehydes with homoallylic alcohols
  • Hydrocarbamoylation of alkynes by nickel/Lewis-acid catalysis
  • Alkenylation of imidazoles by nickel/Lewis acid catalysis
  • Palladium-catalyzed Negishi cross-coupling reactions
  • PHosphine-catalyzed synthesis of 6-substituted 2-pyrones

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Pyr. Liq. 1 - Skin Corr. 1B

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 3

Flash Point(F)

410.0 °F - closed cup

Flash Point(C)

210 °C - closed cup

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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