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Merck
CN

651605

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
NACRES:
NA.22
PubChem Substance ID:
24883844
UNSPSC Code:
12352001
MDL number:
MFCD03426984

Key Documents

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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

SMILES string

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

InChI key

MQYZHXLHUNLBQH-UHFFFAOYSA-N

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

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

WGK 3

ppe

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

flash_point_f

No data available

flash_point_c

No data available

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SHBG1658V
SHBC8955V
SHBB2427V
19396CM
02913AD

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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

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