375217

Sigma-Aldrich

2-Chloro-4,6-dimethoxy-1,3,5-triazine

97%

Empirical Formula (Hill Notation):
C5H6ClN3O2
Numer CAS:
Masa cząsteczkowa:
175.57
Beilstein/REAXYS Number:
148988
Numer EC:
Numer MDL:
Identyfikator substancji w PubChem:
NACRES:
NA.22

Poziom jakości

200

próba

97%

mp

71-74 °C (lit.)

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

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Opis ogólny

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.

Zastosowanie

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.

Opakowanie

5 g in glass bottle

piktogramy

Exclamation mark

Hasło ostrzegawcze

Warning

Zwroty wskazujące rodzaj zagrożenia

Zwroty wskazujące środki ostrożności

hazcat

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organy docelowe

Respiratory system

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 3

Temperatura zapłonu °F

Not applicable

Temperatura zapłonu °C

Not applicable

Środki ochrony indywidualnej

dust mask type N95 (US), Eyeshields, Gloves

Certyfikat analizy

Świadectwo pochodzenia

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...
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...
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.
Chemical & pharmaceutical bulletin, 62(11), 1146-1150 (2014-11-05)
We studied the specific labeling of streptavidin using the modular method for affinity labeling (MoAL) that we developed based on a catalytic amide-forming reaction using 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) and a tertiary amine catalyst. The primary structures of avidin and streptavidin are...
Synthesis, 917-917 (1987)

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