Skip to Content
Merck
CN
All Photos(4)

Documents

39405

Sigma-Aldrich

4-(Dimethylamino)pyridine

purum, ≥98.0% (NT)

Sign Into View Organizational & Contract Pricing
All Photos(4)
Synonym(s):
N,N-Dimethylpyridin-4-amine, DMAP
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:
12352005
PubChem Substance ID:
329755867
NACRES:
NA.22

grade

purum

Quality Level

200

Assay

≥98.0% (NT)

form

crystals
pellets

mp

108-110 °C (lit.)
111-114 °C

solubility

methanol: 0.1 g/mL, clear, colorless to almost colorless

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

4-(Dimethylamino)pyridine is generally employed as a catalyst in the acylation of amines, alcohols, enolates, and phenols. It can also be used in the esterification of carboxylic acids. It is known to exhibit good catalytic activity in non-polar solvents.

Application

4-(Dimethylamino)pyridine can be used:
  • As a capping agent in the preparation of water-soluble gold nanoparticles.
  • As an initiator in the polymerization of epoxy monomers.
  • As an auxiliary reagent in the electroless preparation of gold nanotubes applicable in catalysis.
  • As a catalyst in the preparation of γ- and δ-lactones via iodolactonization of γ,δ-unsaturated carboxylic acids.

A highly efficient catalyst for acylation reactions

Other Notes

Hypernucleophilic acylation catalyst. Review

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

WGK

WGK 3

Flash Point(F)

255.2 °F

Flash Point(C)

124 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

E.F. Scriben
Chemical Society Reviews, 13, 129-129 (1983)
A. Hassner
Tetrahedron, 34, 2069-2069 (1978)
Assessment of 4-(dimethylamino) pyridine as a capping agent for gold nanoparticles
Gandubert VJ and Lennox RB
Langmuir, 21(14), 6532-6539 (2005)
Homopolymerization of epoxy monomers initiated by 4-(dimethylamino) pyridine
Dell'Erba IE and Williams RJ
Polym. Eng. Sci., 46(3), 351-359 (2006)
4-Dimethylamino-pyridine (DMAP)
Grondal C
Synlett, 2003(10), 1568-1569 (2003)
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