Skip to Content
Merck
All Photos(1)

Documents

651605

Sigma-Aldrich

tert-Butyldicyclohexylphosphine

97%

Synonym(s):

Dicyclohexyl-tert-butylphosphine

Sign Into View Organizational & Contract Pricing
All Photos(1)

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

Signal Word

Danger

Hazard Statements

H250

Precautionary Statements

P222 - P231 - P422

Hazard Classifications

Pyr. Liq. 1

Storage Class Code

4.2 - Pyrophoric and self-heating 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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Palladium-catalyzed arylation of electron-rich heterocycles with aryl chlorides.
Chiong HA and Daugulis O.
Organic Letters, 9(8), 1449-1451 (2007)
Elena Canellas et al.
Journal of mass spectrometry : JMS, 49(11), 1181-1190 (2014-11-15)
Pressure-sensitive adhesives (PSA) are used to manufacture labels that are applied directly on the food. These adhesives could contain not only intentionally added compounds (IAS) to the adhesive formula but also non-intentionally added substances (NIAS), due to the impurities from
E Canellas et al.
Food chemistry, 197(Pt A), 24-29 (2015-12-01)
Most fresh sausages are sold with a self-stick adhesive label stuck directly on it. Because of that, the substances in the adhesive could migrate into the fresh sausage. In this work, the multiple headspace-solid-phase microextraction technique has been optimized to

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service