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Merck
CN

522805

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
EC Number:
214-353-5
UNSPSC Code:
12352000
PubChem Substance ID:
24874122
Beilstein/REAXYS Number:
110354
MDL number:
MFCD00006418

Key Documents

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InChI key

VHYFNPMBLIVWCW-UHFFFAOYSA-N

InChI

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

SMILES string

CN(C)c1ccncc1

assay

≥99%

mp

108-110 °C (lit.)

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This product has been replaced by 107700-ALDRICH | 4-(Dimethylamino)pyridine ReagentPlus®, ≥99%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

signalword

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

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

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBH0386V
MKBJ1553V
MKBJ4137V
BCBG7096V
BCBF2007V

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Dongfeng Wei et al.
International journal of biological macromolecules, 51(4), 471-476 (2012-06-19)
Sulfated modification of a polysaccharide obtained from Radix hedysari (RHP) was studied. Four sulfated derivatives (RHPS) with variable degrees of substitution (DS) were obtained by the chlorosulfonic acid method with ionic liquids (ILs) as solvent and 4-dimethylaminopyridine (DMAP) as catalyst.
Dongfeng Wei et al.
Glycoconjugate journal, 29(4), 167-172 (2012-04-27)
Phosphorylated modification of a polysaccharide obtained from Radix Hedysari (RHP) was studied. Three phosphorylated polysaccharides (RHPP) with variable degrees of substitution (DS(p)) were obtained with 4-dimethylaminopyridine (DMAP) and N, N' Dicyclocarbodiimide (DCC) as catalyst. The structures of RHPP were characterized
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
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
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
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