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2622-14-2

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Identification

Name
Tricyclohexyl phosphine
CAS
2622-14-2
Synonyms
PHOSPHORUS TRICYCLOHEXYL
TCHP
TRICYCLOHEXYL-PHOSPHANE
TRICYCLOHEXYLPHOSPHINE
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: (20% IN TOLUENE)
TRICYCLOHEXYLPHOSPHINE, DISSOLVED IN TOLUENE (20% CONCENTRATION)
TRICYCLOHEXYL PHOSPHINE (TCHP)
Tricyclohexylphosphine, technical grade
Tricyclohexylphosphine (contains Tricyclohexylphosphine Oxide) (ca. 18% in Toluene, ca. 0.60mol/L)
Phosphine, tricyclohexyl-
EINECS(EC#)
220-069-2
Molecular Formula
C18H33P
MDL Number
MFCD00003853
Molecular Weight
280.43
MOL File
2622-14-2.mol

Chemical Properties

Appearance
White or pale yellow crystalline powder
Melting point 
81-83 °C (lit.)
mp 
81-83 °C(lit.)

Boiling point 
110°C
bp 
110°C
density 
0.909 g/mL at 25 °C

Fp 
48 °F

storage temp. 
−20°C

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
InChIKey
WLPUWLXVBWGYMZ-UHFFFAOYSA-N
CAS DataBase Reference
2622-14-2(CAS DataBase Reference)
NIST Chemistry Reference
Phosphine, tricyclohexyl-(2622-14-2)
Storage Precautions
Air sensitive;Store under nitrogen
EPA Substance Registry System
2622-14-2(EPA Substance)

Safety Data

Hazard Codes 
Xi,Xn,F
Risk Statements 
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin .
R36:Irritating to the eyes.
R19:May form explosive peroxides.
R11:Highly Flammable.
R67:Vapors may cause drowsiness and dizziness.
R65:Harmful: May cause lung damage if swallowed.
R63:Possible risk of harm to the unborn child.
R48/20:Harmful: danger of serious damage to health by prolonged exposure through inhalation .
Safety Statements 
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S62:If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing .
S33:Take precautionary measures against static discharges .
S29:Do not empty into drains .
S16:Keep away from sources of ignition-No smoking .
RIDADR 
UN 2056 3/PG 2

WGK Germany 
3

TSCA 
Yes
HazardClass 
3
PackingGroup 
III
HS Code 
29319099

Raw materials And Preparation Products

Material Safety Data Sheet(MSDS)

Hazard Information

Chemical Properties
clear colorless to pale yellow solution
Purification Methods
It recrystallises from EtOH [Boert et al. J Am Chem Soc 109 7781 1987]. [Beilstein 16 IV 947.]

Questions and Answers (Q&A)

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.

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