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Tricyclohexyl phosphine

Tricyclohexyl phosphine Structure
Tricyclohexyl phosphine structure
CAS No.
2622-14-2
Chemical Name:
Tricyclohexyl phosphine
Synonyms
PCY3;TRICYCLOHEXYLPHOSPHINE;Cy3P;TCHP;P(4-MeOC6H4)3;TricycL;Phosphine, tricyclohexyl-;Protein TCHP;tricyclohexylphospine;NSC 158657
CBNumber:
CB9251553
Molecular Formula:
C18H33P
Molecular Weight:
280.43
MDL Number:
MFCD00003853
MOL File:
2622-14-2.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 05:34:21
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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
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)  Flame (GHS02)Exclamation Mark (GHS07)Health Hazard (GHS08)
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(94)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 261971 Tricyclohexylphosphine 2622-14-2 1g $80.8 2026-04-30 Buy
Sigma-Aldrich 261971 Tricyclohexylphosphine 97% 2622-14-2 5g $92.1 2026-04-30 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 15-6151 Tricyclohexylphosphine (20% in toluene), min. 88% min.88% 2622-14-2 100g $90 2026-04-30 Buy
Strem Chemicals 15-6150 Tricyclohexylphosphine, 97% 97% 2622-14-2 5g $70 2026-04-30 Buy
Product number Packaging Price Buy
261971 1g $80.8 Buy
261971 5g $92.1 Buy
SAB1302957 400μL $461 Buy
15-6151 100g $90 Buy
15-6150 5g $70 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.]

Tricyclohexyl phosphine synthesis

108-93-0
2622-14-2
Synthesis of Tricyclohexyl phosphine from Cyclohexanol

Tricyclohexyl phosphine Preparation Products And Raw materials

Raw materials

Bromocyclohexane Phosphorus trichloride Diethyl ether Ammonium chloride Magnesium
Tricyclohexylphosphine Carbon Disulfide Tricyclohexylphosphine sulfide Tricyclohexylphosphine oxide Chlorocyclohexane Cyclohexanol
Dicyclohexylchlorophosphine

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Preparation Products

Bis(tricyclohexylphosphine)palladium(II) Dichloride Diphosphine, tetracyclohexyl- Dicyclohexylphosphine oxide Methyl 2-chloro-3-nitrobenzoate (1,5-Cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) hexafluorophosphate
Methanesulfonato(tricyclohexylphosphine)(2'-aMino-1,1'-biphenyl-2-yl)palladiuM(II) dichloroMethane adduct

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Tricyclohexyl phosphine Suppliers

Global Suppliers ( 501)
Supplier Tel Email Country ProdList Advantage
Shanghai Kaisai Chemical Co., Ltd 021-33516722 13701817765 kaisaichem@163.com China 4604 58
Wuhan WinYuanBei Trading Company 86-13349903920 13349903920 869523959@qq.com China 9596 58
Aikon International Limited 025-66061636 19370895928 qqyang@aikonchem.com China 15810 58
BeiJing Greenchem Technology Co.,Ltd. 131-21959385 18804271668 chemrocking@bjgreenchem.com China 272 58
Panjin Feiluo Chemical Co., LTD 19120481639 121035471@qq.com China 15 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
INTATRADE GmbH +49 3493/605464 sales@intatrade.de Germany 3563 66
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
ShangHai DEMO Chemical Co.,Ltd 400-021-7337 2355568890 sales@demochem.com China 2569 57
Supplier Advantage
Shanghai Kaisai Chemical Co., Ltd 58
Wuhan WinYuanBei Trading Company 58
Aikon International Limited 58
BeiJing Greenchem Technology Co.,Ltd. 58
Panjin Feiluo Chemical Co., LTD 58
J & K SCIENTIFIC LTD. 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 62
INTATRADE GmbH 66
Alfa Aesar 84
ShangHai DEMO Chemical Co.,Ltd 57

Related articles

Related Questions

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Q:How efficient is Tricyclohexyl phosphine as a catalytic component of Organophosphorus ligands?Zora - Apr 15,2026
A: Tricyclohexyl phosphine is a phosphine ligand used in coordination chemistry, the use of tricyclohexylphosphine (PCy3) in an equimolar amount of nickel was remarkably effective for the silaboration reaction. Use of a smaller or larger amount of the phosphine ligand resulted in a significant decrease in yield. While PBu3 is a little less effective than PCy3, other phosphine ligands, such as PPh3, PCyPh2, P(t-Bu)3, and PMe2Ph, resulted in the formation of the silaboration product in less than 10% yield. Under the same reaction conditions using PCy3, several VCPs including 1-substituted, 2-substituted, and 1,2-disubstituted derivatives underwent the silaborative C-C bond cleavage selectively. It has an unpleasant odor, is harmful if swallowed, and is irritating to eyes and skin.

View Latest Price from Tricyclohexyl phosphine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Tricyclohexylphosphine pictures 2026-08-07 Tricyclohexylphosphine
2622-14-2
 $1.00 1KG 99% 20 tons Shaanxi Dideu Medichem Co. Ltd
Tricyclohexyl phosphine pictures 2026-06-30 Tricyclohexyl phosphine
2622-14-2
 1kg 99% 10000KGS Shaanxi Dideu New Materials Co. Ltd
Tricyclohexyl phosphine pictures 2026-05-28 Tricyclohexyl phosphine
2622-14-2
 $10.00-30.00 10kg 99% 100000kg Hebei Chuanghai Biotechnology Co,.LTD

Tricyclohexyl phosphine Spectrum

Tricyclohexyl phosphine(2622-14-2)MSTricyclohexyl phosphine(2622-14-2)13CNMRTricyclohexyl phosphine(2622-14-2)31PNMRTricyclohexyl phosphine(2622-14-2)FT-IRTricyclohexyl phosphine(2622-14-2)Raman

2622-14-2 (Tricyclohexyl phosphine) Related Search:

DICYCLOHEXYLPHOSPHINE Tricyclopentylphosphine Tricyclohexylphosphine oxide Trimethylsilyl 2-(fluorosulfonyl)difluoroacetate O-(2,2,2-Trifluoroethyl)hydroxylamine hydrochloride
TRIHEXYLPHOSPHINE Tricyclohexylphosphonium tetrafluoroborate Bis(tricyclohexylphosphine)[(phenylthio)methylene]ruthenium (IV) dichloride Dichlorobis(tricyclohexylphosphine) palladium Grubbs catalyst 2nd generation
Bis(tricyclohexylphosphine)palladium(II) Dichloride Phosphine (3-Phenyl-1H-inden-1-ylidene)bis(tricyclohexylphosphine)rutheniuM(IV) Dichloride Benzylidene-bis(tricyclohexylphosphine)dichlororuthenium Bis(tricyclohexylphosphine)palladium(0)
Cyclohexylphosphine Tricyclohexyl-d33-phosphine carbon disulfide complex (1,5-Cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) hexafluorophosphate

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PHOSPHORUS TRICYCLOHEXYL TRICYCLOHEXYL-PHOSPHANE NSC 158657 ANTI-TCHP (CENTER) antibody produced in rabbit 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 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 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, 20-22% in toluene Tricyclohexylphosphine, 97% 1mol THF 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 Cy3P P(4-MeOC6H4)3 PCY3 Phosphine, tricyclohexyl- Protein TCHP TCHP tricyclohexylphospine TricycL TRICYCLOHEXYLPHOSPHINE 2622-14-2