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651605

Sigma-Aldrich

tert-Butyldicyclohexylphosphine

97%

Synonym(s):

Dicyclohexyl-tert-butylphosphine

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About This Item

Empirical Formula (Hill Notation):
C16H31P
CAS Number:
93634-87-8
Molecular Weight:
254.39
MDL number:
MFCD03426984
UNSPSC Code:
12352001
PubChem Substance ID:
24883844
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

density

0.939 g/mL at 25 °C (lit.)

functional group

phosphine

SMILES string

CC(C)(C)P(C1CCCCC1)C2CCCCC2

InChI

1S/C16H31P/c1-16(2,3)17(14-10-6-4-7-11-14)15-12-8-5-9-13-15/h14-15H,4-13H2,1-3H3

InChI key

MQYZHXLHUNLBQH-UHFFFAOYSA-N

General description

tert-Butyldicyclohexylphosphine is a bulky, electron-rich phosphine ligand.

Application

tert-Butyldicyclohexylphosphine may be used as a ligand for:
  • Intermolecular palladium-catalyzed arylation of electron-rich, five-membered heterocycles by aryl chlorides.
  • Palladium-catalyzed ortho-arylation of benzoic acids by aryl chloride.

pictograms

Flame
GHS02

signalword

Danger

hcodes

H250

Hazard Classifications

Pyr. Liq. 1

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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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