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692689

Sigma-Aldrich

Dicyclohexyl(4-(N,N-dimethylamino)phenyl)phosphine

95%

Synonym(s):

4-(Dicyclohexylphosphino)-N,N-dimethylbenzenamine, Dicyclohexyl(4-dimethylaminophenyl)phosphine, p-(Dicyclohexylphosphenyl)-N,N-dimethylaniline

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About This Item

Empirical Formula (Hill Notation):
C20H32NP
CAS Number:
Molecular Weight:
317.45
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

solid

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

mp

103-108 °C

functional group

phosphine

SMILES string

CN(C)c1ccc(cc1)P(C2CCCCC2)C3CCCCC3

InChI

1S/C20H32NP/c1-21(2)17-13-15-20(16-14-17)22(18-9-5-3-6-10-18)19-11-7-4-8-12-19/h13-16,18-19H,3-12H2,1-2H3

InChI key

RKUHKZXJHGGGSK-UHFFFAOYSA-N

Application

  • Catalyst for cycloaddition reactions in the presence of rhodium-catalysts

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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)

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Zanele H Phasha et al.
Acta crystallographica. Section E, Structure reports online, 68(Pt 1), o243-o243 (2012-01-20)
In the title mol-ecule, C(20)H(32)NPSe, the P atom has a distorted tetra-hedral environment resulting in an effective cone angle of 172°. Weak inter-molecular C-H⋯Se inter-actions are observed.

Articles

Ligand used to prepare a palladium dichloride catalyst on treatment with PdCl2(COD). The catalyst effectively cross-couples aryl boronic acids with heteroaryl chlorides.

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