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Tricyclohexylphosphine oxide

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Catalog Number

ACM13689195

Product Name

Structure

CAS

13689-19-5

Product Overview
Usage

Synonyms

Dicyclohexylphosphorylcyclohexane

IUPAC Name

dicyclohexylphosphorylcyclohexane

Molecular Weight

296.42

Molecular Formula

C18H33OP

Canonical SMILES

C1CCC(CC1)P(=O)(C2CCCCC2)C3CCCCC3;

InChI

LEFPWWWXFFNJAA-UHFFFAOYSA-N

InChI Key

InChI=1S/C18H33OP/c19-20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h16-18H,1-15H2

Boiling Point

466.6±12.0 °C(Predicted)

Melting Point

155-157 °C

Purity

98%

Density

1 g/cm3

Appearance

Solid

Complexity

281

Covalently-Bonded Unit Count

Exact Mass

296.227g/mol

H-Bond Acceptor

Heavy Atom Count

Isomeric SMILES

C1CCC(CC1)P(=O)(C2CCCCC2)C3CCCCC3

Monoisotopic Mass

296.227g/mol

NSC Number

222417

Rotatable Bond Count

Topological Polar Surface Area

17.1A^2

Application

Tricyclohexylphosphine oxide serves as a versatile ligand in various metal-catalyzed organic reactions. It is fundamental in the palladium-catalyzed coupling of malononitrile with aryl halides and plays a crucial role as a bulky phosphine ligand when used with a palladium(0)-triolefinic macrocycle catalyst in the Suzuki coupling of aryl bromides and chlorides. Additionally, it is employed with nickel as an essential intermediate in the synthesis of cyclopentane compounds.

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CAS
Size
Purity
Price
Quantity
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13689-19-5
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98%
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