Description
ChemicalBook > CAS DataBase List > Tricyclohexyl phosphine

Tricyclohexyl phosphine

Description
Product Name
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
Formula Weight
280.43
MOL File
2622-14-2.mol
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Tricyclohexyl phosphine Property

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)
NIST Chemistry Reference
Phosphine, tricyclohexyl-(2622-14-2)
EPA Substance Registry System
Phosphine, tricyclohexyl- (2622-14-2)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H304May be fatal if swallowed and enters airways

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H336May cause drowsiness or dizziness

H373May cause damage to organs through prolonged or repeated exposure

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P273Avoid release to the environment.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P331Do NOT induce vomiting.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
261971
Product name
Tricyclohexylphosphine
Packaging
1g
Price
$73.6
Updated
2024/03/01
Sigma-Aldrich
Product number
261971
Product name
Tricyclohexylphosphine
Purity
97%
Packaging
5g
Price
$83.9
Updated
2024/03/01
Sigma-Aldrich
Product number
SAB1302957
Product name
ANTI-TCHP (CENTER) antibody produced in rabbit
Purity
IgG fraction of antiserum, buffered aqueous solution
Packaging
400μL
Price
$461
Updated
2023/01/07
Alfa Aesar
Product number
030386
Product name
Tricyclohexylphosphine
Purity
96%
Packaging
1g
Price
$23.65
Updated
2024/03/01
Alfa Aesar
Product number
030386
Product name
Tricyclohexylphosphine
Purity
96%
Packaging
5g
Price
$79.7
Updated
2024/03/01
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Tricyclohexyl phosphine Chemical Properties,Usage,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.]

Tricyclohexyl phosphine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Tricyclohexyl phosphine manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
Tricyclohexyl phosphine 2622-14-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100tons
Release date
2023-09-27
Hebei Chuanghai Biotechnology Co,.LTD
Product
Tricyclohexyl phosphine 2622-14-2
Price
US $30.00-10.00/kg
Min. Order
10kg
Purity
99%
Supply Ability
100000kg
Release date
2024-08-23
Shanghai Bojing Chemical Co.,Ltd.
Product
Tricyclohexyl phosphine 2622-14-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
20ton
Release date
2024-01-04

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