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522805

Sigma-Aldrich

4-(Dimethylamino)pyridine

≥99%

Synonym(s):

N,N-Dimethylpyridin-4-amine, DMAP

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About This Item

Empirical Formula (Hill Notation):
C7H10N2
CAS Number:
1122-58-3
Molecular Weight:
122.17
Beilstein:
110354
EC Number:
214-353-5
MDL number:
MFCD00006418
UNSPSC Code:
12352000
PubChem Substance ID:
24874122

Assay

≥99%

mp

108-110 °C (lit.)

SMILES string

CN(C)c1ccncc1

InChI

1S/C7H10N2/c1-9(2)7-3-5-8-6-4-7/h3-6H,1-2H3

InChI key

VHYFNPMBLIVWCW-UHFFFAOYSA-N

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Application

A highly efficient catalyst for acylation reactions

Other Notes

This product has been replaced by 107700-ALDRICH | 4-(Dimethylamino)pyridine ReagentPlus®, ≥99%

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 1

Target Organs

Nervous system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

255.2 °F

Flash Point(C)

124 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBH0386V
MKBJ1553V
MKBJ4137V
BCBG7096V
BCBF2007V

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C Jesintha John et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 81(1), 151-161 (2011-07-09)
Vibrational spectra of the organic nonlinear optical crystallized dimethyl amino pyridinium 4-nitrophenolate 4-nitrophenol have been recorded and analyzed. The spectral interpretation has been done based on the density functional theory using the standard B3LYP/LANL2DZ basis set. Total energy distribution is
Marie-Laure Teyssot et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 15(26), 6322-6326 (2009-05-23)
A simple addition with a large impact: Addition of aromatic amines such as phenanthroline and 4-DMAP (4-dimethylaminopyridine) increases copper(I)-catalyzed azide alkyne cycloaddition (CuAAC) catalytic activity of [CuCl(SIMes)] at a large range of temperatures in such a way that efficient catalysis
Matthieu Sainlos et al.
Journal of the American Chemical Society, 131(19), 6680-6682 (2009-04-25)
A systematic and general approach for identifying efficient probes for class I PDZ domains based on environment-sensitive chromophores is presented. A series of peptides derived from the C-terminal sequence of Stargazin was first used with PDZ domains of PSD-95 and
Falk Muench et al.
Langmuir : the ACS journal of surfaces and colloids, 27(1), 430-435 (2010-12-08)
Gold nanotubes of small particle sizes down to 5 nm and high aspect ratios were synthesized in ion track etched polycarbonate following a rational reaction design. 4-(Dimethylamino)pyridine (DMAP) was employed to adjust the electroless deposition by interfering with the autocatalytically
Anitha Devadoss et al.
Analytical chemistry, 83(6), 2383-2387 (2011-03-03)
Metallopolymer-gold nanocomposites have been synthesized in which the metal complex-Au nanoparticle (NP) mole ratio is systematically varied by mixing solutions of 4-(dimethylamino) pyridine protected gold nanoparticles and a [Ru(bpy)(2)PVP(10)](2+) metallopolymer; bpy is 2,2'-bipyridyl and PVP is poly-(4-vinylpyridine). The impact of
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