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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;P(4-MeOC6H4)3;Tricyclohexyl phosph
CBNumber:
CB9251553
Molecular Formula:
C18H33P
Molecular Weight:
280.43
MDL Number:
MFCD00003853
MOL File:
2622-14-2.mol
MSDS File:
SDS
Last updated:2026-01-13 11:26:56
Product description Number Pack Size Price
Tricyclohexylphosphine 261971 1g $69.83
Tricyclohexylphosphine 97% 261971 5g $86.5
ANTI-TCHP (CENTER) antibody produced in rabbit IgG fraction of antiserum, buffered aqueous solution SAB1302957 400μL $461
Tricyclohexylphosphine, 97% 15-6150 5g $69
Tricyclohexylphosphine, 97% 15-6150 25g $254
More product size

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
color White to off-white
Specific Gravity 0.9
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
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
InChIKey WLPUWLXVBWGYMZ-UHFFFAOYSA-N
SMILES C1CCC(CC1)P(C2CCCCC2)C3CCCCC3
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)
UNSPSC Code 12350000
NACRES NA.22

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
target organs Central nervous system, Respiratory system
PPE Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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  TSCA listed
HazardClass  3
PackingGroup  III
HS Code  29319090
Storage Class 3 - Flammable liquids
Hazard Classifications Aquatic Chronic 3
Asp. Tox. 1
Eye Irrit. 2
Flam. Liq. 2
Repr. 2
Skin Irrit. 2
STOT RE 2
STOT SE 3
NFPA 704
1
2 1

Tricyclohexyl phosphine price More Price(45)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 261971 Tricyclohexylphosphine 2622-14-2 1g $69.83 2025-07-31 Buy
Sigma-Aldrich 261971 Tricyclohexylphosphine 97% 2622-14-2 5g $86.5 2025-07-31 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
Strem Chemicals 15-6150 Tricyclohexylphosphine, 97% 2622-14-2 5g $69 2024-03-01 Buy
Strem Chemicals 15-6150 Tricyclohexylphosphine, 97% 2622-14-2 25g $254 2024-03-01 Buy
Product number Packaging Price Buy
261971 1g $69.83 Buy
261971 5g $86.5 Buy
SAB1302957 400μL $461 Buy
15-6150 5g $69 Buy
15-6150 25g $254 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

  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.

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

reaction suitability

reaction type: Cross Couplings
reagent type: ligand
reaction type: Heck Reaction
reagent type: ligand
reaction type: Hiyama Coupling
reagent type: ligand
reaction type: Sonogashira Coupling
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

Synthesis

Triphenylphosphine oxide (1 mmol), dry n-hexane (1 mL) and complexed aluminum hydroxide reagent (1 mmol) were added to the Schlenk tube under nitrogen atmosphere and then the reaction was carried out with stirring at room temperature for 10 minutes. The completion of the reaction mixture was monitored by TLC spot plate and at the end of the reaction, the reaction mixture was filtered through silica gel and the reaction mixture was washed several times with ethyl acetate, the residue obtained from the evaporation of ethyl acetate was separated and purified by silica gel column chromatography using pure cyclohexane to obtain the tricyclohexylphosphine product.

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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Tricyclohexyl phosphine pictures 2025-12-23 Tricyclohexyl phosphine
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US $0.00-0.00 / KG 1KG 0.99 500kg XINXIANG RUNYU MATERIAL CO., LTD.
Tricyclohexylphosphine   pictures 2025-12-12 Tricyclohexylphosphine
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US $1.00-0.00 / KG 1KG 99% 20 tons Shaanxi Dideu Medichem Co. Ltd
Tricyclohexyl phosphine pictures 2025-12-01 Tricyclohexyl phosphine
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US $0.00 / kg 1kg 99% 10000KGS Shaanxi Dideu New Materials Co. Ltd
PHOSPHORUS TRICYCLOHEXYL TCHP TRICYCLOHEXYL-PHOSPHANE TRICYCLOHEXYLPHOSPHINE 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) Phosphine, tricyclohexyl- 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 Tricyclohexylphosphine, 97% 1mol 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 PCY3 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 TricycL TRICYCLOHEXYLPHOSPHINE, 20-22% in toluene Tricyclohexylphosphine, 97% 1mol THF Cy3P Tricyclohexylphosphine (Cy3P) extrapure, 97% Tricyclohexylphosphine, 1M solution in toluene, AcroSeal&trade 2-Propenoicacid,2-methyl-,2-(6-hydroxyethoxy)ethylester ricyclohexylphosphane Tricyclohexylphosphine(TCP) Tricyclohexylphosphine,95% Tricyclic hexophosphine P(4-MeOC6H4)3 2622-14-2