12257-42-0

Basic information

• Product Name: (BICYCLO[2.2.1]HEPTA-2,5-DIENE)CHLORORHODIUM(I) DIMER
• Synonyms: NORBORNADIENE RHODIUM(1) CHLORIDE;NORBORNADIENE RHODIUM(I) CHLORIDE DIMER;RHODIUM(I) CHLORIDE 2,5-NORBORNADIENE COMPLEX DIMER;bis[(2,3,5,6-eta)-bicyclo[2.2.1]hepta-2,5-diene]di-mu-chlorodirhodium;BICYCLO(2.2.1)HEPTA-2,5-DIENE-RHODIUM(I);Chloro(norbornadiene)rhodium(I), dimer, 99.9%;Chloronorbornadienerhodium(I)dimer,99%;di-ae-chlorobis(norbornadiene) dirhodium(i)
• CAS NO: 12257-42-0
• Molecular Formula: C₁₄H₁₆Cl₂Rh₂
• Molecular Weight: 460.99
• EINECS: 235-510-4
• Product Categories: Catalysts for Organic Synthesis;Classes of Metal Compounds;Homogeneous Catalysts;Metal Complexes;Rh (Rhodium) Compounds;Synthetic Organic Chemistry;Transition Metal Compounds;organometallic complexes;Rh
• Mol File: 12257-42-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 239-241°C (dec.)
• Boiling Point: 89.5 °C at 760 mmHg
• Flash Point: °C
• Appearance: yellow to orange/Powder
• Density: g/cm³
• Vapor Pressure: 66mmHg at 25°C
• Storage Temp.: 2-8°C
• Water Solubility: Slightly soluble in acetone, chloroform, methanol and insoluble in water.
• CAS DataBase Reference: (BICYCLO[2.2.1]HEPTA-2,5-DIENE)CHLORORHODIUM(I) DIMER(CAS DataBase Reference)
• NIST Chemistry Reference: (BICYCLO[2.2.1]HEPTA-2,5-DIENE)CHLORORHODIUM(I) DIMER(12257-42-0)
• EPA Substance Registry System: (BICYCLO[2.2.1]HEPTA-2,5-DIENE)CHLORORHODIUM(I) DIMER(12257-42-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• F: 10-21
• TSCA: No
• Hazardous Substances Data: 12257-42-0(Hazardous Substances Data)

Usage

Chemical Properties

mustard yellow crystals

Uses

Di-μ-chlorobis(norbornadiene)dirhodium(I) is used as catalysts in olefin hydroformylation, olefin hydrogenation and olefin isomerization

Purification Methods

It recrystallises from hot CHCl3/pet ether as fine crystals soluble in CHCl3 and *C6H6 but is almost insoluble in Et2O or pet ether. [Abel et al. J Chem Soc 3178 1959.]

InChI:InChI=1/2C7H8.2ClH.Rh/c2*1-2-7-4-3-6(1)5-7;;;/h2*1-4,6-7H,5H2;2*1H;/q;;;;+2/p-2

Upstream product

• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 81229-44-9 (Rh(C₇H₈)(CH(NC₆H₄CH₃)2))2 

Downstream Products

• 113706-02-8 cis-{rhodium(1-(2-pyridyl)-2-(diphenylphosphino)ethane)2}PF₆ 
• 119218-97-2 Rh(norbornadiene)(SePPh₃)2ClO₄ 
• 91602-77-6 {(+)-(S)-(6,6'-dimethylbiphenyl-2,2'-diyl)bis(diphenylphosphine)}(η4-8,9,10-trinorborna-2,5-diene)-rhodium(I) tetrafluoroborate 
• 91602-77-6 (-)-{Rh(nbd)(R)-(-)-BIPHEMP}BF₄ 
• 33269-75-9 C₇H₈RhCl{Sb(CH₃C₆H₄)3} 
• 121826-77-5 {(-)-(R)-1,11-bis(diphenylphosphino)-5,7-dihydrodibenz{c,e}oxepin}(η4-8,9,10-trinorborna-2,5-diene)-rhodium(I) tetrafluoroborate 
• 120782-56-1 AsPh₄{Rh(NBD)Cl₂} 
• 15318-33-9 chlorocarbonylbis(triphenylphosphine)rhodium(I) 
• 14875-00-4 RhCl(CO)(PEtPh₂)2 
• 12278-58-9 (η4-bicyclo{2.2.1}hepta-2,5-diene)RhCl(P(C6H5)3) 
• 126586-33-2 {Rh(norbornadiene)Cl}2(μ-1,3-bis(diphenylphosphino)propane) 
• 126586-35-4 {Rh(norbornadiene)Cl}2(μ-1,4-bis(diphenylphosphino)butane) 
• 100945-99-1 (bicyclo{2.2.1}hepta-2,5-diene){R-(R(*),R(*))-1,2-phenylenebis(methylphenylarsine)}rhodium(I) 
• 32799-32-9 [Rh(norbornadiene)(PPh₃)2](PF₆) 

Relevant articles and documents

Complexes with heterocyclic nitrogen ligands - III. Cationic rhodium(I) derivatives and applications in catalysis

The preparation and spectroscopic properties of mononuclear cationic complexes of rhodium(I) coordinated to the diolefin 2,5-norbornadiene (NBD) and to the heterocyclic nitrogen ligands 6,7-dihydrodipyrido-[2,3-b: 3′,2′-j]-1,10-phenanthroline (2-4N), 7,8-dihydro-6H-cyclohepta-[2,1-b: 3,4-b]-di-1,8-naphthyridine (3-4N) and 2,2′-bi-(3-methyl)-1,8-naphthyridine (Me-4N) are described. The complexes show the characteristic intraligand bands of the ligands and an electronic low energy band insensitive to solvent changes and of low intensity, which may be assigned to a ligand field band. The NMR properties agreed with the IR results showing the equivalence of the two naphthyridine fragments in the complexes. Electrochemically all the complexes display two reductions and one oxidation waves, in the potential region from +1.5 to -2.4 V vs Fc+/Fc. The water gas shift reaction (WGSR) and the selective reduction of nitrobenzene to aniline under WGSR conditions are effectively catalysed by these complexes.

Application of microwave dielectric loss heating effects for the rapid and convenient synthesis of organometallic compounds

Diolefin-rhodium(I) and -iridium(I) complexes have been synthesised in a sealed Teflon container by use of microwave heating.The products are obtained in excellent yields and in less than 1 minute compared with many hours by conventional reflux techniques

A vibrational study of the metal-olefin bond in norbornadiene complexes of Rh(I), Pd(II) and Pt(II)

Vibrational assignments of the complexes 2, PtCl2C7H8, and PdCl2C7H8 have been undertaken.A reinvestigation of the norbornadiene spectrum was necessary and a new set of assignments is given.The shift in energy of bands I and II and the out-of-plane olefinic C-H wagging modes, as well as the relative energies of the bands associated with the metal-olefin motions are consistent with the total metal-norbornadiene interaction following the order Rh > Pt > Pd and the excent of the ? component being ordered as Rh ca/= Pt > Pd.