Date published: 2025-9-25

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2-Naphthyl isocyanide (CAS 10124-78-4)

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CAS Number:
10124-78-4
Molecular Weight:
153.18
Molecular Formula:
C11H7N
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-Naphthyl isocyanide, referred to as 2-NI, is a chemical compound widely employed in various scientific applications. 2-Naphthyl isocyanide demonstrates solubility in water, ethanol, and acetone, while remaining insoluble in ether. With its versatility, 2-Naphthyl isocyanide finds applications in organic synthesis, spectroscopy, and analytical chemistry. In scientific research, 2-Naphthyl isocyanide is employed as a reagent for organic synthesis, enabling the preparation of diverse compounds like 2-naphthyl isocyanates, 2-naphthyl isothiocyanates, and 2-naphthyl isonitriles. Additionally, it serves as an internal standard in spectroscopy, facilitating the quantification of other compounds. Furthermore, in the realm of analytical chemistry, 2-Naphthyl isocyanide acts as a reagent for the detection of trace amounts of metal ions in solution. Although the precise mechanism of action of 2-Naphthyl isocyanide remains elusive, it is believed to function as an electron donor, readily providing electrons to other compounds. This electron donation plays a role in facilitating a variety of reactions, including bond formation and rearrangement.


2-Naphthyl isocyanide (CAS 10124-78-4) References

  1. Oxidative conversion by rat liver microsomes of 2-naphthyl isothiocyanate to 2-naphthyl isocyanate, a genotoxicant.  |  Lee, MS. 1992. Chem Res Toxicol. 5: 791-6. PMID: 1489930
  2. Evolution of new enzymatic function by structural modulation of cysteine reactivity in Pseudomonas fluorescens isocyanide hydratase.  |  Lakshminarasimhan, M., et al. 2010. J Biol Chem. 285: 29651-61. PMID: 20630867
  3. Characterization and genotoxicity of DNA adducts caused by 2-naphthyl isocyanate.  |  Tamura, N., et al. 1990. Carcinogenesis. 11: 2009-14. PMID: 2225333
  4. Metal-mediated coupling of amino acid esters with isocyanides leading to new chiral acyclic aminocarbene complexes.  |  Anisimova, TB., et al. 2014. Dalton Trans. 43: 15861-71. PMID: 25226089
  5. Exploiting the Reactivity of Isocyanide: Coupling Reaction between Isocyanide and Toluene Derivatives Using the Isocyano Group as an N1 Synthon.  |  Liu, Z., et al. 2016. Org Lett. 18: 4052-5. PMID: 27494206
  6. Asymmetric synthesis of tetrazole and dihydroisoquinoline derivatives by isocyanide-based multicomponent reactions.  |  Xiong, Q., et al. 2019. Nat Commun. 10: 2116. PMID: 31073191
  7. Palladium-catalyzed double coupling reaction of terminal alkynes with isocyanides: a direct approach to symmetrical N-aryl dialkynylimines.  |  Xi, ZW., et al. 2020. Org Biomol Chem. 18: 8089-8093. PMID: 33026017
  8. Enzyme induction and comparative oxidative desulfuration of isothiocyanates to isocyanates.  |  Lee, MS. 1996. Chem Res Toxicol. 9: 1072-8. PMID: 8902261

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-Naphthyl isocyanide, 1 g

sc-225505
1 g
$176.00