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 Hesk et al.
Xenobiotica; the fate of foreign compounds in biological systems, 18(8), 955-966 (1988-08-01)
1. The metabolic fate of 4-cyanoacetanilide (CAA), labelled with 14C and 13C in the N-acetyl group, was studied in rats (oral dose, 22.5 mg/kg) and mice (oral dose 21.7 mg/kg). 2. The metabolic profile in the urine of rats was
D H Hutson et al.
Xenobiotica; the fate of foreign compounds in biological systems, 14(12), 925-934 (1984-12-01)
4-Cyano-N,N-dimethylaniline (CDA), when administered to rats as a single oral dose (18.5 mg/kg), was rapidly absorbed and eliminated as a mixture of metabolites in the urine (86% dose after 24 h). Residues in tissues after 48 h, expressed as microgram
Novel, soluble diphenyl-diketo-pyrrolopyrroles: Experimental and theoretical study.
Vala M, et al.
Dyes and Pigments, 84(2), 176-182 (2010)
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