Chlorotris(triphenylphosphine)rhodium(I)

HCID 84599

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Basic information

CAS: 14694-95-2
Standard SMILES: [Cl-].[Rh].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1
InChIKey: QBERHIJABFXGRZ-UHFFFAOYSA-M
Molecular formula: C54H45ClP3Rh-
Average molar mass: 925.2 g/mol

Overview

See also: Tris(triphenylphosphine) rhodium (I) chloride (annotation moved to); (SP-4-2)-Chlorotris(triphenylphosphine)rhodium (annotation moved to).

Names & identifiers

Preferred name: Chlorotris(triphenylphosphine)rhodium(I)
IUPAC: rhodium;tris(triphenylphosphane);chloride
English name: Tris(triphenylphosphine)chlororhodium
Molecular formula: C54H45ClP3Rh
Molecular weight: 925.21

Names & synonyms

14694-95-2Chlorotris(triphenylphosphine)rhodium(I)Tris(triphenylphosphine)rhodium(I) chlorideWilkinson's catalystChlorotris(triphenylphosphine)rhodium16592-65-7rhodium;triphenylphosphane;chlorideTris(triphenylphosphine)chlororhodiumMFCD00010016Tris(triphenylphosphine)rhodium (I) chlorideTris(triphenylphosphine)rhodium chlorideTris(triphenylphosphine)chlororhodium(I)

Show more names

WilkinsonRhCl(PPh3)3Wilkinson’s catalyst(SP-4-2)-Chlorotris(triphenylphosphine)rhodiumTris(triphenylphosphine)rhodiu

0FV534BKEVRhodium, chlorotris(triphenylphosphine)-, (SP-4-2)-Wilkinson inverted exclamation mark s catalystC54H45ClP3RhUNII-0FV534BKEVWilkinson CatalystEINECS 238-744-5Tris(triphenylphosphino)chlororhodium

Database identifiers

CAS: 14694-95-2
PubChem CID: 84599
DTXSID: DTXSID30893902
UNII: 0FV534BKEV

Properties

Computed structural properties

Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 9
Heavy atoms: 59
Formal charge: -1
Complexity: 202

Physicochemical properties

Melting point: 245 · 245-250 °C (dec.)
Boiling point: 170 °C · >170°C
Density: 1.363 · 1.363; d 1.379
vapor pressure: 0 Pa · 0Pa at 25℃
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: 2 · Soluble in most solvents (e.g. benzene, ethanol, chloroform, dichloromethane) but with phosphine dissociation. Reacts with O{2} in solution
form: Crystalline Powder
color: Red-brown to maroon
Water Solubility: insoluble
Hydrolytic Sensitivity: 4 · 4: no reaction with water under neutral conditions
Sensitive: air sensitive
Merck: 14 · 14,9758
BRN: 4581440 · 4581440
Exposure limits: 1 mg/m3NIOSH: · ACGIH: TWA 1 mg/m3NIOSH: IDLH 100 mg/m3; TWA 0.1 mg/m3
InChI: 1S/3C18H15P.ClH.Rh/c3*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;/h3*1-15H;1H;/q;;;;+1/p-1
InChIKey: QEYYHUJFSQCTAE-UHFFFAOYSA-M
SMILES: Cl[Rh].c1ccc(cc1)P(c2ccccc2)c3ccccc3.c4ccc(cc4)P(c5ccccc5)c6ccccc6.c7ccc(cc7)P(c8ccccc8)c9ccccc9
LogP: 5.69 at · 5.69 at 20℃
CAS DataBase Reference: 14694 · 14694-95-2(CAS DataBase Reference)
FDA UNII: 0 FV534BKEV · 0FV534BKEV
NIST Chemistry Reference: chlorotris(triphenylphosphine)rhodium(14694-95-2)
EPA Substance Registry System: Rhodium, chlorotris(triphenylphosphine)-, (SP-4-2)- (14694-95-2)
UNSPSC Code: 12161600 · 12161600
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 317 · H317-H413
Precautionary statements: 261 · P261-P272-P273-P280-P302+P352-P333+P313
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: C,Xi
Risk Statements: 34 · 34-36/38
Safety Statements: 22 · 22-24/25-37/39-28A-26-15-45-36/37/39
RIDADR: 1759 · 1759
WGK Germany: 1 · 1
F: 8 · 8-10-23
TSCA: TSCA listed
HS Code: 28439090 · 28439090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 Skin · Aquatic Chronic 4Skin Sens. 1
REACH Registrations: Active

Safety & regulation

Safety data

F: 8-10-23
PPE: Eyeshields, Gloves, type N95 (US)
wgk: 1
tsca: TSCA listed
ridadr: 1759
hs_code: 28439090
risk_code: 34-36/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: C,Xi
safety_code: 22-24/25-37/39-28A-26-15-45-36/37/39
Storage Class: 11 - Combustible Solids
Hazard statements: H317-H413
REACH Registrations: Active
Hazard Classifications: Aquatic Chronic 4Skin Sens. 1
Precautionary statements: P261-P272-P273-P280-P302+P352-P333+P313

Chemistry & industry

Applications · 3 items

Usessuzuki reaction

UsesTris(triphenylphosphine)rhodiu is also known as Wilkinson's catalyst and is commonly used to catalyze the hydrogenation of alkenes. Tris(triphenylphosphine)rhodiu is also used in the catalytic hydroboration of alkenes with catecholborane and pinacolborane and the selective 1,4-reduction of α, β-unsaturated carbonyl compounds.

UsesHomogeneous hydrogenation catalyst.