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Tricyclohexylphosphine

Catalog Number
ACM2622142
Product Name
Tricyclohexylphosphine
Structure
Tricyclohexylphosphine
CAS
2622-14-2
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Synonyms
(Cy)3P; I14-4059; MFCD00003853; CTK1A6004; NSC 158657; CS-0020124; AKOS015840835; J-016328; KS-00000US7; tricydohexyl phosphine;
IUPAC Name
tricyclohexylphosphane;
Molecular Weight
280.436g/mol
Molecular Formula
C18H33P;
Canonical SMILES
C1CCC(CC1)P(C2CCCCC2)C3CCCCC3;
InChI
InChI=1S/C18H33P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h16-18H,1-15H2;
InChI Key
WLPUWLXVBWGYMZ-UHFFFAOYSA-N;
Storage
−20°C
Complexity
202
Covalently-Bonded Unit Count
1
EC Number
220-069-2
Exact Mass
280.232g/mol
Heavy Atom Count
19
Monoisotopic Mass
280.232g/mol
NSC Number
158657
Rotatable Bond Count
3
Topological Polar Surface Area
0A^2
Application
Tricyclohexyl Phosphine is a ligand catalyst used primarily in organometallic chemistry.

Ligand used in the Pd-catalyzed coupling of malononitrile with aryl halides.

suzuki reaction: Bulky phosphine ligand used with a Pd(0)-triolefinic macrocycle catalyst for Suzuki coupling of aryl bromides and chlorides.

This ligand is applied with Ni as a key intermediate in the formation of cylcopentane compounds.

As a reagent, Tricyclohexylphosphine is used for a range of metal-catalyzed organic transformations.

Crabtree's catalyst is an organoiridium compound containing tricyclohexyl phosphine used for hydrogenation of mono-, di-, tri-, and tetra- substituted substrates and hydrogen transfer reactions.

Grubbs' catalysts consists of transition metal ruthenium and tricylohexyl phosphine utilized in olefin metathesis in synthetic organic chemistry.
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