375217
2-Chloro-4,6-dimethoxy-1,3,5-triazine
97%
Synonym(s):
2,4-Dimethoxy-6-chloro-1,3,5-triazine, 2,4-Dimethoxy-6-chloro-s-triazine, 2-Chloro-4,6-dimethoxy-1,3,5-triazine, 2-Chloro-4,6-dimethoxy-s-triazine, 4,6-Dimethoxy-2-chloro-s-triazine, 6-Chloro-2,4-dimethoxy-s-triazine, CDMT, Chlorodimethoxytriazine
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About This Item
Empirical Formula (Hill Notation):
C5H6ClN3O2
CAS Number:
Molecular Weight:
175.57
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
221-541-0
Beilstein/REAXYS Number:
148988
MDL number:
Assay:
97%
Form:
solid
Quality Level
assay
97%
form
solid
mp
71-74 °C (lit.)
functional group
chloro
SMILES string
COc1nc(Cl)nc(OC)n1
InChI
1S/C5H6ClN3O2/c1-10-4-7-3(6)8-5(9-4)11-2/h1-2H3
InChI key
GPIQOFWTZXXOOV-UHFFFAOYSA-N
General description
2-Chloro-4,6-dimethoxy-1,3,5-triazine is a stable, yet highly reactive, peptide coupling agent. It is reported as useful coupling reagent for the purification of peptides. Catalytic amide-forming reactions of 2-chloro-4,6-dimethoxy-1,3,5-triazine has been reported. Procedure for the preparation of multikilogram quantities of 2-chloro-4,6-dimethoxy-1,3,5-triazine has been reported.
Application
2-Chloro-4,6-dimethoxy-1,3,5-triazine may be used in the following studies:
- The specific labeling of streptavidin by the modular method for affinity labeling (MoAL).
- The preparation of bis(4,6-dimethoxy-1,3,5-triazin-2-yl) ether, via reaction with 2-hydroxy-4,6-dimethoxy-1,3,5-triazine.
- The preparation of 2-(4,6-dimethoxy-1,3,5-triazinyl)trialkylammonium salts, via reaction with various tertiary amines.
- The synthesis of 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride, via coupling with N-methylmorpholine in THF.
A stable, yet highly reactive, peptide coupling agent.
signalword
Danger
hcodes
Hazard Classifications
Aquatic Chronic 2 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Munetaka Kunishima et al.
Chemical & pharmaceutical bulletin, 61(8), 882-886 (2013-08-02)
Effect of the basic property of reactants (tertiary amine catalysts, a substrate amine, and acid neutralizers) on catalytic dehydrocondensation between a carboxylic acid and an amine by using 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) was studied. The reaction yield was affected by the acid-base
Konrad Jastrzabek et al.
Chemistry & biodiversity, 10(5), 952-961 (2013-05-18)
Bis(4,6-dimethoxy-1,3,5-triazin-2-yl) ether (4) was prepared by treatment of 2-hydroxy-4,6-dimethoxy-1,3,5-triazine with 2-chloro-4,6-dimethoxy-1,3,5-triazine in 61% yield. Ether 4, isoelectronic with pyrocarbonates, was found capable to activate carboxylic acids in the presence of 1,4-diazabicyclo[2.2.2]octane (DABCO) to yield, under mild reaction conditions, superactive triazine
Munetaka Kunishima et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(49), 15856-15867 (2012-10-13)
The reaction of 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) with various nitrogen-containing compounds, particularly tertiary amines (tert-amines), has been studied for the preparation of 2-(4,6-dimethoxy-1,3,5-triazinyl)trialkylammonium salts [DMT-Am(s)]. DMT-Ams derived from aliphatic tert-amines exhibited activity for the dehydrocondensation between a carboxylic acid and an amine
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 375217-5G | 04061831834963 |