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Tricyclohexyl phosphine

CAS No.
2622-14-2
Chemical Name:
Tricyclohexyl phosphine
Synonyms
PCY3;TRICYCLOHEXYLPHOSPHINE;Cy3P;TCHP;TricycL;Phosphine, tricyclohexyl-;NSC 158657;Protein TCHP;Tricyclohexyl phosph;tricyclohexylphospine
CBNumber:
CB9251553
Molecular Formula:
C18H33P
Molecular Weight:
280.43
MDL Number:
MFCD00003853
MOL File:
2622-14-2.mol
MSDS File:
SDS
Last updated:2024-08-24 19:19:26

Tricyclohexyl phosphine Properties

Melting point 81-83 °C (lit.)
Boiling point 383.4±9.0 °C | Condition: Press: 760 Torr
Density 0.909 g/mL at 25 °C
Flash point 48 °F
storage temp. Inert atmosphere,2-8°C
solubility Chloroform (Slightly), DMSO (Slightly, Heated, Sonicaetd), Ethyl Acetate (Slightly)
form Solution
Specific Gravity 0.9
color White to off-white
Water Solubility Soluble in most organic solvents. Insoluble in water.
Sensitive Air Sensitive
Hydrolytic Sensitivity 8: reacts rapidly with moisture, water, protic solvents
BRN 957171
Stability Air Sensitive, Moisture Sensitive
InChIKey WLPUWLXVBWGYMZ-UHFFFAOYSA-N
CAS DataBase Reference 2622-14-2(CAS DataBase Reference)
FDA UNII 34HJS55VCG
NIST Chemistry Reference Phosphine, tricyclohexyl-(2622-14-2)
EPA Substance Registry System Phosphine, tricyclohexyl- (2622-14-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07,GHS08
Signal word  Danger
Hazard statements  H225-H304-H315-H319-H335-H336-H361d-H373-H412
Precautionary statements  P210-P273-P301+P310-P303+P361+P353-P305+P351+P338-P331
Hazard Codes  Xi,Xn,F
Risk Statements  36/37/38-22-37/38-36-19-11-67-65-63-48/20-40
Safety Statements  26-36/37-62-37/39-36-33-29-16
RIDADR  UN 2056 3/PG 2
WGK Germany  3
TSCA  Yes
HazardClass  3
PackingGroup  III
HS Code  29319090
NFPA 704
1
2 1

Tricyclohexyl phosphine price More Price(42)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 261971 Tricyclohexylphosphine 2622-14-2 1g $73.6 2024-03-01 Buy
Sigma-Aldrich 261971 Tricyclohexylphosphine 97% 2622-14-2 5g $83.9 2024-03-01 Buy
Sigma-Aldrich SAB1302957 ANTI-TCHP (CENTER) antibody produced in rabbit IgG fraction of antiserum, buffered aqueous solution 2622-14-2 400μL $461 2023-01-07 Buy
Alfa Aesar 030386 Tricyclohexylphosphine 96% 2622-14-2 1g $23.65 2024-03-01 Buy
Alfa Aesar 030386 Tricyclohexylphosphine 96% 2622-14-2 5g $79.7 2024-03-01 Buy
Product number Packaging Price Buy
261971 1g $73.6 Buy
261971 5g $83.9 Buy
SAB1302957 400μL $461 Buy
030386 1g $23.65 Buy
030386 5g $79.7 Buy

Tricyclohexyl phosphine Chemical Properties,Uses,Production

Description

Tricyclohexyl phosphine is the tertiary phosphine with the formula P( C 6H11) 3. Commonly used as a ligand in organometallic chemistry, it is often abbreviated to PCy 3, where Cy stands for cyclohexyl. It is characterized by both high basicity (pK a = 9.7) and a large ligand cone angle (170°). Tricyclohexyl-phosphine is more basic (and so a better c-donor) than tribu tyiphosphine, which in turn is more basic than triphenyl phosphIne.

Chemical Properties

clear colorless to pale yellow solution

Uses

Tricyclohexylphosphine is used as a ligand in organometallic chemistry. As a reagent, it 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.

Uses

  1. Tricyclohexyl Phosphine is a ligand catalyst used primarily in organometallic chemistry.
  2. Ligand used in the Pd-catalyzed coupling of malononitrile with aryl halides.
  3. suzuki reaction: Bulky phosphine ligand used with a Pd(0)-triolefinic macrocycle catalyst for Suzuki coupling of aryl bromides and chlorides.
  4. This ligand is applied with Ni as a key intermediate in the formation of cylcopentane compounds.
  5. As a reagent, Tricyclohexylphosphine is used for a range of metal-catalyzed organic transformations.
  6. 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.
  7. Grubbs' catalysts consists of transition metal ruthenium and tricylohexyl phosphine utilized in olefin metathesis in synthetic organic chemistry.

Purification Methods

It recrystallises from EtOH [Boert et al. J Am Chem Soc 109 7781 1987]. [Beilstein 16 IV 947.]

108-93-0
2622-14-2
Synthesis of Tricyclohexyl phosphine from Cyclohexanol
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View Lastest Price from Tricyclohexyl phosphine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Tricyclohexyl phosphine pictures 2024-10-25 Tricyclohexyl phosphine
2622-14-2
US $0.00-0.00 / kg 1kg 99% 100tons Hebei Yanxi Chemical Co., Ltd.
Tricyclohexyl phosphine pictures 2024-10-11 Tricyclohexyl phosphine
2622-14-2
US $30.00-10.00 / kg 10kg 99% 100000kg Hebei Chuanghai Biotechnology Co,.LTD
Tricyclohexyl phosphine pictures 2024-08-05 Tricyclohexyl phosphine
2622-14-2
US $0.00-0.00 / kg 1kg 98% 20ton Shanghai Bojing Chemical Co.,Ltd.
PHOSPHORUS TRICYCLOHEXYL TRICYCLOHEXYL-PHOSPHANE NSC 158657 ANTI-TCHP (CENTER) antibody produced in rabbit Protein TCHP Trichoplein keratin filament-binding protein Tumor suppressor protein Tricyclohexylphosphine, min. 98% TRICYCLOHEXYLPHOSPHINE: (20% IN TOLUENE) Tricyclohexylphosphine, technical grade Tricyclohexylphosphine (contains Tricyclohexylphosphine Oxide) (ca. 18% in Toluene, ca. 0.60mol/L) TRICYCLOHEXYLPHOSPHINE, DISSOLVED IN TOLUENE (20% CONCENTRATION) TRICYCLOHEXYL PHOSPHINE (TCHP) Tricyclohexylphosphine (20% in toluene), min. 88% Tris(cyclohexyl)phosphine Triscyclohexylphosphine Tricyclohexylphosphine (ca. 18% in Toluene, ca. 0.60mol/L)(contains Tricyclohexylphosphine Oxide) Tricyclohexylphosphine,1M solution in THF Tricyclohexylphosphine,1M solution in toluene tricyclohexyl-phosphin TRICYCLOHEXYLPHOSPHINE, 20 WT. % SOLUTI& TRICYCLOHEXYLPHOSPHINE, 1M IN TOLUENE TRICYCLOHEXYLPHOSPHINE, 1M IN TETRAHYDR& Tricyclohexylphosphine, 20% Toluene Solution Tricyclohexylphosphine,97% Tricyclohexylphosphine(20%intoluene),min.88% tricyclohexylphosphine solution tricyclohexylphospine Tricyclohexylphosphine,Cy3P Tricyclohexyl Phosphine (90%) Tricyclohexylphosphine solution 20 wt. % in toluene Tricyclohexyphosphine Tricyclohexylphosphine, 1.0 M solution in THF, SpcSeal Tricyclohexylphosphine,97% Cy3P Tricyclohexylphosphine,96% Tricyclohexyl phosph Tricyclohexylphosphine, 1M solution in toluene, AcroSeal Tricyclohexylphosphine, 1M solution in THF, AcroSeal Tricyclohexylphosphene Tricyclohexylphosphine, 97% 5GR Tricyclohexylphosphine, 97% 1mol toluene TRICYCLOHEXYLPHOSPHINE, 20-22% in toluene Tricyclohexylphosphine, 97% 1mol THF Tricyclohexylphosphine (Cy3P) extrapure, 97% Tricyclohexylphosphine, 1M solution in toluene, AcroSeal&trade TCHP TRICYCLOHEXYLPHOSPHINE PCY3 TricycL Cy3P Phosphine, tricyclohexyl- 2-Propenoicacid,2-methyl-,2-(6-hydroxyethoxy)ethylester ricyclohexylphosphane Tricyclohexylphosphine(TCP) Tricyclohexylphosphine,95% 2622-14-2 3622-14-2 622-14-2