bis(chlororhodium); bis(cycloocta-1,5-diene)

• ChemBase ID: 126807
• Molecular Formular: C16H24Cl2Rh2
• Molecular Mass: 493.07876
• Monoisotopic Mass: 491.93651413
• SMILES: Cl[Rh].Cl[Rh].C1=CCCC=CCC1.C1CC=CCCC=C1
• Canonical SMILES: C1CC=CCCC=C1.C1CC=CCCC=C1.[Rh]Cl.[Rh]Cl
• InChI: InChI=1S/2C8H12.2ClH.2Rh/c2*1-2-4-6-8-7-5-3-1;;;;/h2*1-2,7-8H,3-6H2;2*1H;;/q;;;;2*+1/p-2
• InChIKey: QSUDXYGZLAJAQU-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(chlororhodium); bis(cycloocta-1,5-diene)
• IUPAC Traditional name: bis(1,5-cyclooctadiene); bis(chlororhodium)
• Synonyms: Cyclooctadiene rhodium chloride dimer; Cyclooctadiene rhodium chloride dimer; [Rh(COD)Cl]2; 1,5-Cyclooctadienerhodium(I) chloride dimer; Bis(1,5-cyclooctadiene)dirhodium(I) dichloride; Di-μ-chlorobis[(1,2,5,6-η)-1,5-cyclooctadiene]dirhodium; Rhodium(I) chloride 1,5-Cyclooctadiene complex dimer; Chloro(1,5-cyclooctadiene)rhodium(I) dimer; Chloro(1,5-cyclooctadiene)rhodium(I) dimer; Bis(1,5-cyclooctadiene)dirhodium(I) dichloride; 1,5-环辛二烯氯铑(I)二聚体; 二聚氯代(1,5-环辛二烯)铑(I); 双(1,5-环辛二烯氯化铑); 环辛二烯络氯化铑; (1,5-环辛二烯)氯铑(I)二聚体; (1,5-环辛二烯)氯化铑(I)二聚体; 1,5-环辛二烯氯化铑(I)二聚体; 氯(1,5-环辛二烯)铑(I)二聚体; 氯化铑(I) 1,5-环辛二烯络合物二聚体; 双(1,5-环辛二烯)氯化铑(I)二聚体

Database IDs

• CAS Number: 12092-47-6
• EC Number: 235-157-6
• MDL Number: MFCD00012415
• PubChem SID: 24853665
• Chemspider ID: 21171524
• Wikipedia Title: Cyclooctadiene_rhodium_chloride_dimer

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.832706
• LogD (pH = 7.4): 2.832706
• Log P: 2.832706
• Molar Refractivity: 39.0412 cm^3
• Polarizability: 14.319889 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: dichloromethane; Sparingly soluble in most common solvents
• Apperance: Crystalline
• Melting Point: ~255 °C (dec.)(lit.); 216.3-219.2 °C; 243 °C; 243 °C (dec.)(lit.); 243°C dec.

Safety Information

• Storage Warning: Air Sensitive & Hygroscopic
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 98%
• Grade: purum
• Empirical Formula (Hill Notation): C16H24Cl2Rh2

DETAILS

Sigma Aldrich - 683132

Packaging
2 g in glass bottle
500 mg in glass bottle
Legal Information
Product of Umicore
Application
Umicore Precatalysts for Asymmetric and Cross-Coupling CatalysisEfficient and Selective Catalysts for Asymmetric Synthesis

Sigma Aldrich - 227951

Packaging
5 g in glass bottle
500 mg in glass bottle
Application
Umicore Precatalysts for Asymmetric and Cross-Coupling CatalysisEfficient and Selective Catalysts for Asymmetric Synthesis
Catalyst for coupling 1,3-dienes with activated hydrocarbons and for preparing chiral complexes.

REFERENCES

• Homogeneous catalyst and catalyst precursor. For use in the preparation of a chiral BINAP alkene isomerization catalyst, see: Org. Synth. Coll., 8, 183 (1993).
• Catalyzes the dehydrogenative coupling reaction of styrenes with Pinacolborane, L17558 to give the corresponding vinylboronates: Tetrahedron Lett., 40, 2585 (1999); Bull. Chem. Soc. Jpn., 75, 825 (2002). The complex has also been found to promote the atmospheric pressure carbonylation of benzylic halides to give good yields of phenylacetic acids: Tetrahedron Lett., 41, 7601 (2000).
• Miyaura has reported the Rh-catalyzed conjugate addition of arylboronic acids to ɑ?-unsaturated carbonyl compounds in a single aqueous phase: Chem. Lett., 722 (2001):