D139505
4-(Dimethylamino)benzonitrile
98%
Synonym(s):
4-Cyano-N,N-dimethylaniline, DMABN
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About This Item
Linear Formula:
(CH3)2NC6H4CN
CAS Number:
Molecular Weight:
146.19
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-819-8
Beilstein/REAXYS Number:
971606
MDL number:
Assay:
98%
Form:
crystals
InChI key
JYMNQRQQBJIMCV-UHFFFAOYSA-N
InChI
1S/C9H10N2/c1-11(2)9-5-3-8(7-10)4-6-9/h3-6H,1-2H3
SMILES string
CN(C)c1ccc(cc1)C#N
assay
98%
form
crystals
bp
318 °C (lit.)
Quality Level
mp
72-75 °C (lit.)
Related Categories
General description
4-(Dimethylamino)benzonitrile is extensively used in photophysical studies due to its ability to undergo intramolecular charge transfer (ICT) from the dimethylamino moiety to the cyanophenyl moiety on photo-excitation leading to the appearance of dual fluorescence.
Application
4-(Dimethylamino)benzonitrile can be used in the synthesis of 3,6-diphenyl-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione derivatives.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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Victor A Galievsky et al.
The journal of physical chemistry. A, 115(40), 10823-10845 (2011-08-02)
The excited state behavior of the six m,n-dicyano-N,N-dimethylanilines (mnDCDMA) and m,n-dicyano-(N-methyl-N-isopropyl)anilines (mnDCMIA) is discussed as a function of solvent polarity and temperature. The dicyano moiety in these electron donor (D)/acceptor (A) molecules has a considerably larger electron affinity than the
Mohammed H Ahmed et al.
The journal of adhesive dentistry, 21(2), 117-132 (2019-04-06)
Universal adhesives use a combined primer/bonding resin applied either in 2-step etch-and-rinse (2-E&R) or 1-step self-etch (1-SE) mode. This study investigated whether three universal adhesives would benefit from an extra bonding layer (EBL), essentially making them 3-step E&R (3-E&R) and
D A Ryan et al.
Journal of pharmaceutical and biomedical analysis, 13(6), 735-745 (1995-05-01)
The structure of two biliary metabolites of 4-cyano-N,N-dimethyl aniline (CDA) contained in whole rat bile have been studied in detail by NMR at 400 MHz. A 4-cyano-N-methyl glutathione-N-aniline conjugate was identified as a biliary metabolite of CDA using relatively simple
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.
Santhosh K, et al.
The Journal of Physical Chemistry B, 114(5), 1967-1974 (2010)
H S Rosenkranz et al.
Mutagenesis, 1(4), 275-282 (1986-07-01)
There was agreement between the experimental results, obtained in the course of the Second UKEMS Collaborative Study, for the mutagenicity in Salmonella typhimurium of benzidine, 4,4"-diaminoterphenyl, 4-dimethylaminoazobenzene and 4-cyanodimethylaniline and the mutagenicity predicted by CASE (Computer Automated Structure Evaluation), a
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