Date published: 2026-5-20

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4-(Dimethylamino)benzonitrile (CAS 1197-19-9)

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CAS Number:
1197-19-9
Molecular Weight:
146.19
Molecular Formula:
C9H10N2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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4-(Dimethylamino)benzonitrile is a compound that functions as a reagent in organic synthesis. It acts as a nucleophilic catalyst, participating in various reactions such as the formation of carbon-carbon bonds. The compound′s mechanism of action involves its ability to undergo nucleophilic aromatic substitution, where the dimethylamino group serves as the nucleophile attacking the electrophilic carbon of the benzene ring. This results in the formation of new carbon-carbon bonds, allowing for the synthesis of complex organic molecules. 4-(Dimethylamino)benzonitrile can also act as a ligand in coordination chemistry, facilitating the formation of metal complexes. 4-(Dimethylamino)Benzonitrile′s role in organic synthesis and coordination chemistry may be versatile for the development of new chemical compounds and materials.


4-(Dimethylamino)benzonitrile (CAS 1197-19-9) References

  1. Singlet excited state dipole moments of dual fluorescent N-phenylpyrroles and 4-(dimethylamino)benzonitrile from solvatochromic and thermochromic spectral shifts.  |  Yoshihara, T., et al. 2003. Photochem Photobiol Sci. 2: 342-53. PMID: 12713236
  2. Dynamics of ultrafast intramolecular charge transfer with 4-(dimethylamino)benzonitrile in acetonitrile.  |  Druzhinin, SI., et al. 2006. J Phys Chem A. 110: 2955-69. PMID: 16509618
  3. Time-dependent density functional theory study on hydrogen-bonded intramolecular charge-transfer excited state of 4-dimethylamino-benzonitrile in methanol.  |  Zhao, GJ. and Han, KL. 2008. J Comput Chem. 29: 2010-7. PMID: 18351604
  4. Do fluorescence and transient absorption probe the same intramolecular charge transfer state of 4-(dimethylamino)benzonitrile?  |  Gustavsson, T., et al. 2009. J Chem Phys. 131: 031101. PMID: 19624169
  5. Intramolecular charge transfer of 4-(dimethylamino)benzonitrile probed by time-resolved fluorescence and transient absorption: No evidence for two ICT states and a pisigma(*) reaction intermediate.  |  Zachariasse, KA., et al. 2009. J Chem Phys. 131: 224313. PMID: 20001042
  6. The role of the πσ* state in intramolecular charge transfer of 4-(dimethylamino)benzonitrile.  |  Fujiwara, T., et al. 2011. Phys Chem Chem Phys. 13: 6779-83. PMID: 21399772
  7. Intramolecular charge transfer and dual fluorescence of 4-(dimethylamino)benzonitrile: ultrafast branching followed by a two-fold decay mechanism.  |  Coto, PB., et al. 2011. Phys Chem Chem Phys. 13: 15182-8. PMID: 21769358
  8. Multimode charge-transfer dynamics of 4-(dimethylamino)benzonitrile probed with ultraviolet femtosecond stimulated Raman spectroscopy.  |  Rhinehart, JM., et al. 2012. J Phys Chem B. 116: 10522-34. PMID: 22536751
  9. Multifaceted ultrafast intramolecular charge transfer dynamics of 4-(dimethylamino)benzonitrile (DMABN).  |  Park, M., et al. 2013. J Phys Chem A. 117: 370-7. PMID: 23249244
  10. Intramolecular Charge-Transfer Excited-State Processes in 4-(N,N-Dimethylamino)benzonitrile: The Role of Twisting and the πσ* State.  |  Georgieva, I., et al. 2015. J Phys Chem A. 119: 6232-43. PMID: 25989536
  11. Probing the solvation structure and dynamics in ionic liquids by time-resolved infrared spectroscopy of 4-(dimethylamino)benzonitrile.  |  Ando, RA., et al. 2017. Phys Chem Chem Phys. 19: 25151-25157. PMID: 28884181
  12. Structure of 4-(Dimethylamino)benzonitrile Using Gas Electron Diffraction: A New Lease of Life for the Only Gas Electron Diffractometer in the U.K. .  |  Rankine, CD., et al. 2018. J Phys Chem A. 122: 5656-5665. PMID: 29870255
  13. Laser flash photolysis study of the photoinduced oxidation of 4-(dimethylamino)benzonitrile (DMABN).  |  Leresche, F., et al. 2019. Photochem Photobiol Sci. 18: 534-545. PMID: 30574989
  14. Modeling of excited state potential energy surfaces with the Bethe-Salpeter equation formalism: The 4-(dimethylamino)benzonitrile twist.  |  Knysh, I., et al. 2022. J Chem Phys. 157: 194102. PMID: 36414466

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

4-(Dimethylamino)benzonitrile, 5 g

sc-226407
5 g
$32.00