Skip to Content
Merck
All Photos(1)

Key Documents

More Documents

145378

Sigma-Aldrich

4,6-Dichloropyrimidine

97%

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

About This Item

Empirical Formula (Hill Notation):
C4H2Cl2N2
CAS Number:
1193-21-1
Molecular Weight:
148.98
Beilstein:
111195
EC Number:
214-770-2
MDL number:
MFCD00006109
UNSPSC Code:
12352100
PubChem Substance ID:
24848721
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

bp

176 °C (lit.)

mp

65-67 °C (lit.)

solubility

95% ethanol: soluble 50 mg/mL, clear to very slightly hazy, colorless to yellow

SMILES string

Clc1cc(Cl)ncn1

InChI

1S/C4H2Cl2N2/c5-3-1-4(6)8-2-7-3/h1-2H

InChI key

XJPZKYIHCLDXST-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Cyclic voltammograms of 4,6-dichloropyrimidine shows three cathodic waves, arising from sequential cleavage of carbon-chlorine bonds as well as the reduction of pyrimidine.

Application

4,6-Dichloropyrimidine was used in the synthesis of N-substituted azacalix[4]pyrimidines. It was used as starting reagent for the synthesis of disubstituted pyrimidines by tandem amination and Suzuki-Miyaura cross-coupling. It was also used in a biarylpyrimidine synthesis involving biaryl cross-coupling.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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

Li-Xia Wang et al.
The Journal of organic chemistry, 75(3), 741-747 (2010-01-02)
A number of N-substituted azacalix[4]pyrimidines were synthesized by two methods. While straightforward condensation reaction between 4,6-dichloropyrimidine and 4,6-bis(alkylamino)pyrimidines gave identically N-substituted azacalix[4]pyrimidines in low yields, a general and moderate-to-high yielding 1 + 3 macrocyclic fragment coupling reaction afforded azacalix[4]pyrimidines that
Tetrahedron, 62, 10055-10055 (2006)
Electrochemical reduction of halogenated pyrimidines at mercury cathodes in acetonitrile.
Ji C, et al.
Journal of Electroanalytical Chemistry, 500(1), 3-11 (2001)
Richard T Wheelhouse et al.
Journal of medicinal chemistry, 49(17), 5187-5198 (2006-08-18)
Biarylpyrimidines are characterized as selective ligands for higher-order nucleic acid structures. A concise and efficient synthesis has been devised incorporating Suzuki biaryl cross-coupling of dihalopyrimidines. Two ligand series are described based on the parent thioether 4,6-bis[4-[[2-(dimethylamino)ethyl]mercapto]phenyl]pyrimidine (1a) and amide 4,6-bis(4[(2-(dimethylamino)ethyl)carboxamido]phenyl)pyrimidine

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