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

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$8.00	$6.00
5g	98%	in stock	$16.00	$12.00
25g	98%	in stock	$48.00	$34.00
100g	98%	in stock	$191.00	$134.00

Description

• Catalog Number: AA32810
• Chemical Name: 4-(Dimethylamino)benzonitrile
• CAS Number: 1197-19-9
• Molecular Formula: C9H10N2
• Molecular Weight: 146.1891
• MDL Number: MFCD14706514
• SMILES: N#Cc1ccc(cc1)N(C)C
• NSC Number: 409122

Computed Properties

• Complexity: 158
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• XLogP3: 2.2

Upstream Synthesis Route

4-(Dimethylamino)benzonitrile, commonly known as DMABN, is a versatile compound widely used in chemical synthesis. Its unique chemical properties make it a valuable reagent in various reactions and processes.In organic synthesis, 4-(Dimethylamino)benzonitrile serves as a key building block for the preparation of a wide range of functionalized molecules. Its nitrile group can undergo diverse transformations, such as nucleophilic addition, reduction, and substitution reactions, allowing for the introduction of different functional groups.One common application of DMABN is in the synthesis of pharmaceuticals and agrochemicals. By incorporating this compound into the molecular structure of target compounds, chemists can tune the properties and biological activities of the final products. Additionally, 4-(Dimethylamino)benzonitrile is often utilized in the preparation of dyes, polymers, and other specialty chemicals due to its reactivity and versatility.Overall, the use of 4-(Dimethylamino)benzonitrile in chemical synthesis offers a powerful tool for creating complex organic molecules with tailored properties and functionalities.

Literature

• Multimode charge-transfer dynamics of 4-(dimethylamino)benzonitrile probed with ultraviolet femtosecond stimulated Raman spectroscopy.

  The journal of physical chemistry. B 20120906

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  The journal of physical chemistry. A 20111013

• Intramolecular charge transfer and dual fluorescence of 4-(dimethylamino)benzonitrile: ultrafast branching followed by a two-fold decay mechanism.

  Physical chemistry chemical physics : PCCP 20110907

• The role of the πσ* state in intramolecular charge transfer of 4-(dimethylamino)benzonitrile.

  Physical chemistry chemical physics : PCCP 20110421

• The effect of the complexation of p-N,N-dimethylaminobenzoic acid and p-N,N-dimethylaminobenzonitrile with LaCl3 on spectral-luminescent parameters of fluorophores.

  Journal of fluorescence 20110301

• Molecular states of p-dimethylaminobenzonitrile coground with β-cyclodextrin investigated using solid-state fluorescence spectroscopy.

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  The journal of physical chemistry. A 20101223

• Probing the charge transfer reaction coordinate of 4-(dimethylamino)benzonitrile with femtosecond stimulated Raman spectroscopy.

  The journal of physical chemistry. B 20101118

• Excitation wavelength dependence of dual fluorescence of DMABN in polar solvents.

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• A ratiometric TICT-type dual fluorescent sensor for an amino acid.

  Physical chemistry chemical physics : PCCP 20100707

• Intramolecular charge transfer with 1-tert-butyl-6-cyano-1,2,3,4-tetrahydroquinoline (NTC6) and other aminobenzonitriles. A comparison of experimental vapor phase spectra and crystal structures with calculations.

  Journal of the American Chemical Society 20100609

• Fluorescence response of 4-(N,N'-dimethylamino)benzonitrile in room temperature ionic liquids: observation of photobleaching under mild excitation condition and multiphoton confocal microscopic study of the fluorescence recovery dynamics.

  The journal of physical chemistry. B 20100211

• 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.

  The Journal of chemical physics 20091214

• Excited state surfaces in density functional theory: a new twist on an old problem.

  The Journal of chemical physics 20090907

• Do fluorescence and transient absorption probe the same intramolecular charge transfer state of 4-(dimethylamino)benzonitrile?

  The Journal of chemical physics 20090721

• TDDFT diagnostic testing and functional assessment for triazene chromophores.

  Physical chemistry chemical physics : PCCP 20090614

• Counterintuitive absence of an excited-state intramolecular charge transfer reaction with 2,4,6-tricyanoanilines. Experimental and computational results.

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  Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20090201

• Time-dependent density functional theory study on hydrogen-bonded intramolecular charge-transfer excited state of 4-dimethylamino-benzonitrile in methanol.

  Journal of computational chemistry 20080901

• Tuning dual emission behavior of p-dialkylaminobenzonitriles by supramolecular interactions with cyclodextrin hosts.

  Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20080801

• Integrated approach for modeling the emission fluorescence of 4-(N,N-dimethylamino)benzonitrile in polar environments.

  The journal of physical chemistry. B 20080710

• 4-(Dimethyl-amino)benzaldehyde.

  Acta crystallographica. Section E, Structure reports online 20080701

• Ultrafast intramolecular charge transfer with strongly twisted aminobenzonitriles: 4-(di-tert-butylamino)benzonitrile and 3-(di-tert-butylamino)benzonitrile.

  The journal of physical chemistry. A 20080403

• Triplet state dipole moments of aminobenzonitriles.

  The journal of physical chemistry. A 20080221

• Efficient singlet-state deactivation of cyano-substituted indolines in protic solvents via CN--HO hydrogen bonds.

  Chemphyschem : a European journal of chemical physics and physical chemistry 20071221

• Dynamics of ultrafast intramolecular charge transfer with 1-tert-butyl-6-cyano-1,2,3,4-tetrahydroquinoline (NTC6) in n-hexane and acetonitrile.

  The journal of physical chemistry. A 20071220

• Solvent effects on the charge transfer excited states of 4-dimethylaminobenzonitrile (DMABN) and 4-dimethylamino-3,5-dimethylbenzonitrile (TMABN) studied by time-resolved infrared spectroscopy: a direct observation of hydrogen bonding interactions.

  Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20070901

• 4-N-Methyl-N'-(2-dihydroxyboryl-benzyl)amino benzonitrile and its boronate analogue sensing saccharides and fluoride ion.

  Bioorganic & medicinal chemistry letters 20070501

• Ultrafast relaxation and coherent oscillations in aminobenzonitriles in the gas phase probed by intense-field ionization.

  Physical chemistry chemical physics : PCCP 20070314

• Theoretical investigation of luminescence behavior as a function of alkyl chain size in 4-aminobenzonitrile alicyclic derivatives.

  The journal of physical chemistry. A 20061012

• Determination of Kamlet-Taft solvent parameters pi* of high pressure and supercritical water by the UV-Vis absorption spectral shift of 4-nitroanisole.

  Physical chemistry chemical physics : PCCP 20060521

• Dynamics of ultrafast intramolecular charge transfer with 4-(dimethylamino)benzonitrile in acetonitrile.

  The journal of physical chemistry. A 20060309

• Geometries and properties of excited states in the gas phase and in solution: theory and application of a time-dependent density functional theory polarizable continuum model.

  The Journal of chemical physics 20060307

• Luminescence properties of dual fluorescent pyrene derivatives used as DNA probe molecule.

  Nucleic acids symposium series (2004) 20060101

• Photoproduct formation with 4-aminobenzonitriles in acetonitrile and its effect on photophysical measurements.

  The journal of physical chemistry. A 20051215

• Photophysics of aromatic molecules with low-lying pi sigma* states: excitation-energy dependence of fluorescence in jet-cooled aromatic nitriles.

  The journal of physical chemistry. A 20050818

• Theoretical study on the photochemical behavior of 4-(dimethylamino)benzonitrile.

  The journal of physical chemistry. A 20050818

• Intramolecular charge-transfer state formation of 4-(N,N-dimethylamino)benzonitrile in acetonitrile solution: RISM-SCF study.

  The journal of physical chemistry. A 20050623

• Intramolecular charge transfer in 4-aminobenzonitriles does not necessarily need the twist.

  Journal of the American Chemical Society 20050518

• Theoretical study of photoinduced singlet and triplet excited states of 4-dimethylaminobenzonitrile and its derivatives.

  The Journal of chemical physics 20050515

• Electronic and vibrational spectra of the low-lying pisigma* state of 4-dimethylaminobenzonitrile: comparison of theoretical predictions with experiment.

  The Journal of chemical physics 20050315

• The role of pi sigma* state in intramolecular electron-transfer dynamics of 4-dimethylaminobenzonitrile and related molecules.

  The Journal of chemical physics 20040808

• On the nature of the low-lying singlet states of 4-(Dimethyl-amino)benzonitrile.

  Journal of the American Chemical Society 20040616

• Intramolecular charge transfer with the planarized 4-aminobenzonitrile 1-tert-butyl-6-cyano-1,2,3,4-tetrahydroquinoline (NTC6).

  Journal of the American Chemical Society 20040218

• Photoinduced intramolecular charge transfer in 4-(dimethyl)aminobenzonitrile--a theoretical perspective.

  Journal of the American Chemical Society 20040204

• Direct observation of a hydrogen-bonded charge-transfer state of 4-dimethylaminobenzonitrile in methanol by time-resolved IR spectroscopy.

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• Microenvironmental effects in the excited state properties of p-dimethylaminobenzonitrile complexed to alpha- and beta-cyclodextrin.

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• Singlet excited state dipole moments of dual fluorescent N-phenylpyrroles and 4-(dimethylamino)benzonitrile from solvatochromic and thermochromic spectral shifts.

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• Ultrafast charge transfer via a conical intersection in dimethylaminobenzonitrile.

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• An experimental test of C-N bond twisting in the TICT state: syn-anti photoisomerization in 2-(N-methyl-N-isopropylamino)-5-cyanopyridine.

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