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2,6-Dimethylphenyl isocyanide (CAS 2769-71-3)

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Alternate Names:
vic.-m-Xylyl isocyanide
CAS Number:
2769-71-3
Molecular Weight:
131.17
Molecular Formula:
C9H9N
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2,6-Dimethylphenyl isocyanide is a compound of interest in the field of organic chemistry, particularly in the area of coordination chemistry and catalysis. It is used as a ligand in transition metal complexes, which are explored for their catalytic properties in various chemical reactions. The isocyanide group is known for its ability to bind to metal centers, thereby altering their electronic and steric environments, which can impact the activity and selectivity of the metal catalyst. Research involving 2,6-Dimethylphenyl isocyanide often focuses on the synthesis of new metal-isocyanide complexes and the study of their reactivity patterns. This compound is also utilized in the development of homogeneous catalysts for applications such as fine chemical synthesis, where the specificity and efficiency of the catalyst are of paramount importance. Additionally, its role in the construction of organometallic frameworks is another area of interest due to the potential applications in materials science.


2,6-Dimethylphenyl isocyanide (CAS 2769-71-3) References

  1. Isocyanide binding to the copper(I) centers of the catalytic core of peptidylglycine monooxygenase (PHMcc).  |  Rhames, FC., et al. 2001. J Biol Inorg Chem. 6: 567-77. PMID: 11472020
  2. Reactions of the Dirhenium(II) Complexes Re(2)X(4)(dppm)(2) (X = Cl, Br; dppm = Ph(2)PCH(2)PPh(2)) with Isocyanides. 10.(1) Synthesis and Characterization of the Complex [Re(2)Br(3)(&mgr;-dppm)(2)(CO)(2)(CNXyl)]O(3)SCF(3) and Several Isomeric Forms of [Re(2)Br(3)(&mgr;-dppm)(2)(CO)(CNXyl)(2)]Y (Y = PF(6), O(3)SCF(3)).  |  Wu, W., et al. 1996. Inorg Chem. 35: 5484-5491. PMID: 11666734
  3. Copper(I)/S(8) reversible reactions leading to an end-on bound dicopper(II) disulfide complex: nucleophilic reactivity and analogies to copper-dioxygen chemistry.  |  Maiti, D., et al. 2007. J Am Chem Soc. 129: 8882-92. PMID: 17592845
  4. Carbon-nitrogen bond formation in the reaction between tetrakis(dimethylamido)molybdenum(IV) and 2,6-dimethylphenyl isocyanide. Preparation and characterization of the first homoleptic metallaamidine complex: Mo(.eta.2-Me2NC:NC6H3Me3-2,6)4.  |  Chisholm, MH., et al. 1986. J Am Chem Soc. 108: 7860-1. PMID: 22283313
  5. Effect of organic vapors on Au, Ag, and Au-Ag alloy nanoparticle films with adsorbed 2,6-dimethylphenyl isocyanide.  |  Kim, K., et al. 2013. J Colloid Interface Sci. 411: 194-7. PMID: 24054162
  6. Steric and Electronic Influence of Aryl Isocyanides on the Properties of Iridium(III) Cyclometalates.  |  Maity, A., et al. 2016. Inorg Chem. 55: 2299-308. PMID: 26905022
  7. Addition of Isocyanides to Tetramesityldigermene: A Comparison of the Reactivity between Surface and Molecular Digermenes.  |  Tashkandi, NY., et al. 2016. Chemistry. 22: 14006-14012. PMID: 27529452
  8. Oxygen Atom Transfer and Intramolecular Nitrene Transfer in a Rhenium β-Diketiminate Complex.  |  Lohrey, TD., et al. 2016. Inorg Chem. 55: 11993-12000. PMID: 27934320
  9. The Diverse Reactivity of Disilenes Toward Isocyanides.  |  Tashkandi, NY., et al. 2019. Angew Chem Int Ed Engl. 58: 3167-3172. PMID: 30225855
  10. Crystal structure and DFT analyses of a pentacoordinated PCP pincer nickel(II) complex.  |  Subramaniyan, V., et al. 2019. Acta Crystallogr C Struct Chem. 75: 734-739. PMID: 31166927
  11. Niobium isocyanide complexes, Nb(CNAr)6, with Ar = 2,6-dimethylphenyl (Xyl), a diamagnetic dimer containing four reductively coupled isocyanides, and Ar = 2,6-diisopropylphenyl (Dipp), a paramagnetic monomer analogous to the highly unstable hexacarbonylniobium(0).  |  Kucera, BE., et al. 2019. Acta Crystallogr C Struct Chem. 75: 1259-1265. PMID: 31484814
  12. Homocoupling of CO and isocyanide mediated by a C,C'-bis(silylenyl)-substituted ortho-carborane.  |  Xiong, Y., et al. 2020. Chem Commun (Camb). 56: 747-750. PMID: 31845675
  13. An Isolable Three-Coordinate Germanone and Its Reactivity.  |  Zhao, XX., et al. 2021. Chemistry. 27: 15914-15917. PMID: 34529306
  14. Electronic Structure Analysis and Reactivity of the Bimetallic Bis-Titanocene Vinylcarboxylate Complex, [(Cp2Ti)2(O2C3TMS2)]†.  |  Huh, DN., et al. 2021. Polyhedron. 207: PMID: 34824487
  15. Panchromatic Excited-State Absorption in Bis-Cyclometalated Iridium Isocyanide Complexes.  |  Olumba, ME., et al. 2022. Inorg Chem. 61: 19344-19353. PMID: 36383761

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2,6-Dimethylphenyl isocyanide, 5 g

sc-254382
5 g
$337.00