Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

D139505

Sigma-Aldrich

4-(Dimethylamino)benzonitrile

98%

Synonym(s):

4-Cyano-N,N-dimethylaniline, DMABN

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(CH3)2NC6H4CN
CAS Number:
1197-19-9
Molecular Weight:
146.19
Beilstein:
971606
EC Number:
214-819-8
MDL number:
MFCD00001815
UNSPSC Code:
12352100
PubChem Substance ID:
24893427
NACRES:
NA.22

Quality Level

200

Assay

98%

form

crystals

bp

318 °C (lit.)

mp

72-75 °C (lit.)

SMILES string

CN(C)c1ccc(cc1)C#N

InChI

1S/C9H10N2/c1-11(2)9-5-3-8(7-10)4-6-9/h3-6H,1-2H3

InChI key

JYMNQRQQBJIMCV-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H317,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCL2122
0000267749
BCCH3591
BCCG8742
BCCG8167

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

4-Bromobenzonitrile 99%

Sigma-Aldrich

B58407

4-Bromobenzonitrile

4-(Dimethylamino)benzaldehyde ACS reagent, 99%

Sigma-Aldrich

156477

4-(Dimethylamino)benzaldehyde

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
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
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
Do fluorescence and transient absorption probe the same intramolecular charge transfer state of 4-(dimethylamino) benzonitrile?
Gustavsson T, et al.
J. Chem. Phys. , 131, 031101-031101 (2009)
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service