Date published: 2026-2-1

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Benzyl isocyanide (CAS 10340-91-7)

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Alternate Names:
Isocyanomethylbenzene; 1-(isocyanomethyl)benzene
Application:
Benzyl isocyanide is Benzyl isocyanide was used in the synthesis of Ru(II) complexes containing hydrazine and benzyl isocyanide ligands. It was used in a three-component coupling process leading to O- and N-arylamides.
CAS Number:
10340-91-7
Purity:
≥97%
Molecular Weight:
117.15
Molecular Formula:
C8H7N
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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Benzyl isocyanide serves as a versatile building block in synthetic organic chemistry, used to introduce the isocyanide moiety into molecules for subsequent transformations. Its application is particularly prominent in the area of multicomponent reactions, where it participates as a critical reactant in the formation of diverse heterocyclic compounds. Researchers exploit benzyl isocyanide in the Passerini and Ugi reactions, which are valuable for generating complex molecular architectures in a single operational step. Additionally, it acts as a ligand in transition metal catalysis, enabling the study of catalytic mechanisms and the synthesis of coordination complexes. In materials science, benzyl isocyanide is utilized to modify surfaces and create novel polymeric materials with potential applications in nanotechnology and material engineering.


Benzyl isocyanide (CAS 10340-91-7) References

  1. A new [2 + 1] mixed ligand concept based on [99(m)Tc(OH2)3(CO)3]+: a basic study.  |  Mundwiler, S., et al. 2004. Dalton Trans. 1320-8. PMID: 15252624
  2. Ethylene-like activity of isocyanides.  |  Quinn, JM. and Yang, SF. 1989. Plant Physiol. 91: 669-73. PMID: 16667085
  3. Synthesis of 3-hydroxy-6-oxo[1,2,4]triazin-1-yl alaninamides, a new class of cyclic dipeptidyl ureas.  |  Sañudo, M., et al. 2006. J Org Chem. 71: 4578-84. PMID: 16749791
  4. Binding of aromatic isocyanides on gold nanoparticle surfaces investigated by surface-enhanced Raman scattering.  |  Joo, SW., et al. 2004. Appl Spectrosc. 58: 218-23. PMID: 17140481
  5. Insertion of benzyl isocyanide into a Zr-P bond and rearrangement. Atom-economical synthesis of a phosphaalkene.  |  MacMillan, SN., et al. 2007. Chem Commun (Camb). 4172-4. PMID: 17925966
  6. Isocyanides inhibit human heme oxygenases at the verdoheme stage.  |  Evans, JP., et al. 2009. Biochemistry. 48: 8920-8. PMID: 19694439
  7. Synthesis of tetrazole-derived organocatalysts via azido-Ugi reaction with cyclic ketimines.  |  Shmatova, OI. and Nenajdenko, VG. 2013. J Org Chem. 78: 9214-22. PMID: 23944996
  8. 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
  9. Exploitation of the Ugi 5-Center-4-Component Reaction (U-5C-4CR) for the Generation of Diverse Libraries of Polycyclic (Spiro)Compounds.  |  Moni, L., et al. 2018. Front Chem. 6: 369. PMID: 30238002
  10. Synthesis, Molecular Docking and Cytotoxic Activity Evaluation of Organometallic Thiolated Gold(I) Complexes.  |  Faghih, Z., et al. 2020. Iran J Pharm Res. 19: 134-143. PMID: 33680017
  11. A methanol and protic ionic liquid Ugi multicomponent reaction path to cytotoxic α-phenylacetamido amides.  |  Al Otaibi, A., et al. 2019. RSC Adv. 9: 7652-7663. PMID: 35521167
  12. Three-Component Domino Reaction of Thioamide, Isonitriles, and Water: Selective Synthesis of 1,2,4-Thiadiazolidin-3-ones and (E)-N-(1,2-Diamino-2-thioxoethylidene)benzamides.  |  Xi, ZW., et al. 2023. J Org Chem.. PMID: 36693028
  13. Letter: Complexes of benzyl isocyanide with ferrous phthalocyanine. A model for the heme group and a solar energy storage system.  |  Stynes, DV. 1974. J Am Chem Soc. 96: 5942-3. PMID: 4414155

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Benzyl isocyanide, 250 mg

sc-252429
250 mg
$63.00

Benzyl isocyanide, 1 g

sc-252429A
1 g
$115.00