Date published: 2025-10-20

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Benzonitrile (CAS 100-47-0)

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Alternate Names:
Phenyl cyanide
Application:
Benzonitrile is a precursor to the resin benzoguanamine
CAS Number:
100-47-0
Purity:
≥98%
Molecular Weight:
103.12
Molecular Formula:
C7H5N
Supplemental Information:
This product is subject to an additional Dangerous Goods shipping charge.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Benzonitrile is an organic compound consisting of a benzene ring bonded to a nitrile group. The presence of the nitrile functional group makes benzonitrile a polar molecule and provides it with a distinctive dipole moment, as well as the ability to engage in dipole-dipole interactions and hydrogen bonding with suitable partners. This aromatic nitrile is a colorless liquid under standard conditions and is known for its high dielectric constant and good solvent properties. In research, benzonitrile has been used as a solvent in the preparation of various chemical reactions, particularly where the solvation of polar substrates is required. It is also frequently used as a starting material in the synthesis of other organic compounds, such as amides, by nucleophilic addition reactions through the cyano group. In the realm of material science, benzonitrile′s properties as a solvent are exploited for the dissolution and manipulation of polymers and other organic materials that require a polar environment. Furthermore, its simplicity and stability have made it a model compound in spectroscopic studies, such as infrared spectroscopy and Raman spectroscopy, to understand the vibrational modes of nitrile groups. In analytical chemistry, it′s used as a standard in calibrating chemical analysis equipment due to its well-defined physical properties. Benzonitrile′s robustness against harsh conditions and its ability to dissolve a wide range of compounds also make it an ideal medium for conducting various organic reactions, including catalytic transformations where its inertness is a valuable asset.


Benzonitrile (CAS 100-47-0) References

  1. Hydrolysis of benzonitrile herbicides by soil actinobacteria and metabolite toxicity.  |  Veselá, AB., et al. 2010. Biodegradation. 21: 761-70. PMID: 20204468
  2. N-Heterocyclic Carbene-Catalyzed Convenient Benzonitrile Assembly.  |  Jia, Q. and Wang, J. 2016. Org Lett. 18: 2212-5. PMID: 27082312
  3. Molecular dynamics reveals formation path of benzonitrile and other molecules in conditions relevant to the interstellar medium.  |  Jose, J., et al. 2021. Proc Natl Acad Sci U S A. 118: PMID: 33941678
  4. Combined experimental and theoretical study on photoionization cross sections of benzonitrile and o/m/p-cyanotoluene.  |  Huang, J., et al. 2021. J Chem Phys. 154: 244301. PMID: 34241365
  5. Proton leap: shuttling of protons onto benzonitrile.  |  Pavković, N., et al. 2022. Phys Chem Chem Phys. 24: 3958-3969. PMID: 35099492
  6. Description of the Interfacial Behavior of Benzonitrile at Icy Surfaces by Grand Canonical Monte Carlo Simulations.  |  Honti, B., et al. 2022. J Phys Chem A. 126: 1221-1232. PMID: 35168326
  7. Acetonitrile and benzonitrile as versatile amino sources in copper-catalyzed mild electrochemical C-H amidation reactions.  |  Strekalova, S., et al. 2021. RSC Adv. 11: 37540-37543. PMID: 35496383
  8. Green synthesis of benzonitrile using ionic liquid with multiple roles as the recycling agent.  |  Li, Z., et al. 2019. RSC Adv. 9: 17631-17638. PMID: 35520601
  9. Simulation Investigation of Bulk and Surface Properties of Liquid Benzonitrile: Ring Stacking-Assessment and Deconvolution.  |  Sakhtemanian, L. and Ghatee, MH. 2022. ACS Omega. 7: 25693-25704. PMID: 35910170
  10. Evidence for Ion Association at the Gas-Liquid Interface of the Mixture of 1-Butyl-3-methylimidazolium Hexafluorophosphate and Benzonitrile: A Sum Frequency Generation Spectroscopy and Surface Tension Study.  |  Duwadi, A. and Baldelli, S. 2023. J Phys Chem B. 127: 3496-3504. PMID: 37023246

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Benzonitrile, 100 ml

sc-397329
100 ml
$31.00