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375217

Sigma-Aldrich

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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5 G
$94.40

$94.40


Estimated to ship on10 April 2025


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5 G
$94.40

About This Item

Empirical Formula (Hill Notation):
C5H6ClN3O2
CAS Number:
Molecular Weight:
175.57
Beilstein:
148988
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

$94.40


Estimated to ship on10 April 2025


Request a Bulk Order

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

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General description

2-Chloro-4,6-dimethoxy-1,3,5-triazine is a stable, yet highly reactive, peptide coupling agent.[1] It is reported as useful coupling reagent for the purification of peptides.[2] Catalytic amide-forming reactions of 2-chloro-4,6-dimethoxy-1,3,5-triazine has been reported.[3] Procedure for the preparation of multikilogram quantities of 2-chloro-4,6-dimethoxy-1,3,5-triazine has been reported.[4]

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).[5]
  • 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.[6]
  • The preparation of 2-(4,6-dimethoxy-1,3,5-triazinyl)trialkylammonium salts, via reaction with various tertiary amines.[7]
  • The synthesis of 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride, via coupling with N-methylmorpholine in THF.[8]
A stable, yet highly reactive, peptide coupling agent.[1]

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Chronic 2 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

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

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2-Chloro-4, 6-dimethoxy-1, 3, 5-triazine. A new coupling reagent for peptide synthesis.
Kaminski ZJ.
Synthesis, 10, 917-920 (1987)
An improved procedure for the large scale preparation of 2-chloro-4, 6-dimethoxy-1, 3, 5-triazine.
Cronin JS, et al.
Synthetic Communications, 26(!8), 3491-3494 (1996)
Synthesis, 917-917 (1987)
E Johanna L Stéen et al.
ACS nano, 14(1), 568-584 (2019-12-11)
Tumor targeting using agents with slow pharmacokinetics represents a major challenge in nuclear imaging and targeted radionuclide therapy as they most often result in low imaging contrast and high radiation dose to healthy tissue. To address this challenge, we developed
Benedetta Del Secco et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 18(9), 2142-2149 (2019-04-24)
Silica nanoparticles (NPs) are versatile nanomaterials, which are safe with respect to biomedical applications, and therefore are highly investigated. The advantages of NPs include their ease of preparation, inexpensive starting materials and the possibility of functionalization or loading with various

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