bis(cycloocta-1,5-diene); dimethyl-2,4-dioxa-1,3-diiridabicyclo[1.1.0]butane-2,4-diium-1,3-diuide

• ChemBase ID: 89870
• Molecular Formular: C18H30Ir2O2
• Molecular Mass: 662.8636
• Monoisotopic Mass: 664.1504322
• SMILES: [Ir-]12[O+]([Ir-]1[O+]2C)C.C1=CCCC=CCC1.C1=CCCC=CCC1
• Canonical SMILES: C1CC=CCCC=C1.C1CC=CCCC=C1.C[O+]1[Ir-]2[Ir-]1[O+]2C
• InChI: InChI=1S/2C8H12.2CH3O.2Ir/c2*1-2-4-6-8-7-5-3-1;2*1-2;;/h2*1-2,7-8H,3-6H2;2*1H3;;/q;;2*+1;2*-1
• InChIKey: BGWIAAATAAWGOI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(cycloocta-1,5-diene); dimethyl-2,4-dioxa-1,3-diiridabicyclo[1.1.0]butane-2,4-diium-1,3-diuide
• IUPAC Traditional name: bis(1,5-cyclooctadiene); dimethyl-2,4-dioxa-1,3-diiridabicyclo[1.1.0]butane-2,4-diium-1,3-diuide
• Synonyms: Di-mu-methoxobis(1,5-cyclooctadiene)diiridium(I); Methoxy(cyclooctadiene)iridium(I) dimer; Bis(cycloocta-1,5-diene) di-u-methoxydiiridium; (Cycloocta-1,5-diene)(methoxy)iridium(I) dimer; [Ir(OMe)(1,5-cod)]2; Bis(1,5-cyclooctadiene)di-μ-methoxydiiridium(I); (1,5-Cyclooctadiene)(methoxy)iridium(I) dimer; 二(1,5-环辛二烯)二-Μ-甲氧基二铱(I); 甲氧基(环辛二烯)铱(I)二聚体; 甲氧基(环辛二烯)合铱二聚体

Database IDs

• CAS Number: 12148-71-9
• MDL Number: MFCD08459360
• PubChem SID: 162076725; 24885407
• PubChem CID: 53216975

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: false

PROPERTIES

Physical Property

• Melting Point: 154-177 °C; 154-179 °C (D); 154-179°C

Safety Information

• Storage Warning: Irritant/Moisture Sensitive/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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

Product Information

• Linear Formula: [Ir(OCH3)(C8H12)]2
• Empirical Formula (Hill Notation): C18H30Ir2O2

DETAILS

Sigma Aldrich - 685062

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Catalyst for:
• Preparation of heteroaryl fused indole ring systems as inhibitors of HCV NS5B polymerase1
• Borylation/Suzuki-Miyaura coupling2
• Metalation-Suzuki cross-coupling procedure for the synthesis of biaryls and heterobiaryls3
• Tetraborylation reactions4
• Highly regio- and enantioselective asymmetric hydroboration5
• Ortho-silylation of aryl ketone, benzaldehyde, and benzyl alcohol derivatives via C-H activation6
Citation
A powerful C-H activation catalyst to prepare phenols from arenes7