DMTMM information

DMTMM

DMTMM Chemical Structure
Names
Preferred IUPAC name 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholin-4-ium chloride
Other names DMTMM, MMTM
Identifiers
CAS Number	3945-69-5
3D model (JSmol)	Interactive image
ChemSpider	2015817
EC Number	447-230-1
PubChem CID	2734059
UNII	BLD6N6AV8L Y
CompTox Dashboard (EPA)	DTXSID50370104
InChI InChI=1S/C10H17N4O3.ClH/c1-14(4-6-17-7-5-14)8-11-9(15-2)13-10(12-8)16-3;/h4-7H2,1-3H3;1H/q+1;/p-1 Key: BMTZEAOGFDXDAD-UHFFFAOYSA-M
SMILES C[N+]1(CCOCC1)C2=NC(=NC(=N2)OC)OC.[Cl-]
Properties
Chemical formula	C10H17ClN4O3
Molar mass	276.72 g·mol−1
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H314
Precautionary statements	P260, P264, P270, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

DMTMM (4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methyl-morpholinium chloride) is an organic triazine derivative commonly used for activation of carboxylic acids, particularly for amide synthesis. Amide coupling is one of the most common reactions in organic chemistry and DMTMM is one reagent used for that reaction. The mechanism of DMTMM coupling is similar to other common amide coupling reactions involving activated carboxylic acids.^[1] Its precursor, 2-chloro-4,6,-dimethoxy-1,3,5-triazine (CDMT), has also been used for amide coupling. DMTMM has also been used to synthesize other carboxylic functional groups such as esters and anhydrides. DMTMM is usually used in the chloride form but the tetrafluoroborate salt is also commercially available.^[2][3]