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Merck
CN

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

Key Documents

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This product has been replaced by 107700-ALDRICH | 4-(Dimethylamino)pyridine ReagentPlus®, ≥99%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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBH0386V
MKBJ1553V
MKBJ4137V
BCBG7096V
BCBF2007V

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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
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
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
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
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