Grundinformationen
- Standard-SMILES
C1CCC(P(C2CCCCC2)C2CCCCC2)CC1- InChIKey
WLPUWLXVBWGYMZ-UHFFFAOYSA-N- Summenformel
- C18H33P
- Durchschnittliche Molmasse
- 280,4 g/mol
- Monoisotopische Masse
- 280,23198769
Namen und Bezeichner
- Bevorzugter Name
- Tricyclohexylphosphine
- IUPAC
- tricyclohexylphosphane
- Lokaler Name
- Tricyclohexylphosphin
- Englischer Name
- Tricyclohexyl phosphine
- Summenformel
- C18H33P
- Molmasse
- 280.43
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
2622-14-2- PubChem CID
- 75806
- DTXSID
DTXSID9062562- UNII
- 34HJS55VCG
- EC Number
- 220-069-2
- Nikkaji
- J87.295D
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 5,4
- Polarare Oberfläche (TPSA)
- 0 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 0
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 19
- Formalladung
- 0
- Komplexität
- 202
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 81 · 81-83 °C (lit.)
- Siedepunkt
- 383.4 · 383.4±9.0 °C | Condition: Press: 760 Torr
- Dichte
- 0.909 g/mL · 0.909 g/mL at 25 °C
- Flammpunkt
- 48 °F · 48 °F
- storage temp.
- 2 · Inert atmosphere,2-8°C
- Löslichkeit
- Chloroform (Slightly), DMSO (Slightly, Heated, Sonicaetd), Ethyl Acetate (Slightly)
- Aggregatzustand
- Solution
- Wichte
- 0.9 · 0.9
- Farbe
- White to off-white
- Wasserlöslichkeit
- Soluble in most organic solvents. Insoluble in water.
- BRN
- 957171 · 957171
- Stabilität
- 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 Datenbank
- 2622 · 2622-14-2(CAS DataBase Reference)
- NIST chemische Informationen
- Phosphine, tricyclohexyl-(2622-14-2)
- EPA chemische Informationen
- Phosphine, tricyclohexyl- (2622-14-2)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H251 (18.7%): Self-heating; may catch fire [Danger Self-heating substances and mixtures]
P235, P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, P407, P410, P413, P420, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 91 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 2056 3/PG 2
- hs_code
- 29319090
- risk_code
- 36/37/38-22-37/38-36-19-11-67-65-63-48/20-40
- hazard_code
- Xi,Xn,F
- safety_code
- 26-36/37-62-37/39-36-33-29-16
- hazard_class
- 3
- packing_group
- III
- Speicherklasse
- 3 - Flammable liquids
- Hazard Classifications
- Aquatic Chronic 3Asp. Tox. 1Eye Irrit. 2Flam. Liq. 2Repr. 2Skin Irrit. 2STOT RE 2STOT SE 3
Chemie und Industrie
Verwendung und Herstellung
Anwendungen
VerwendenTricyclohexyl Phosphine is a ligand catalyst used primarily in organometallic chemistry. Ligand used in the Pd-catalyzed coupling of malononitrile with aryl halides. suzuki reaction: Bulky phosphine ligand used with a Pd(0)-triolefinic macrocycle catalyst for Suzuki coupling of aryl bromides and chlorides. This ligand is applied with Ni as a key intermediate in the formation of cylcopentane compounds. As a reagent, Tricyclohexylphosphine 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.
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