13106-85-9

Basic information

• Product Name: 2,4,6-TRIMETHOXYPYRIMIDINE
• Synonyms: 2,4,6-TRIMETHOXYPYRIMIDINE;2,4,6-Trimethoxypyrimidine 99%
• CAS NO: 13106-85-9
• Molecular Formula: C₇H₁₀N₂O₃
• Molecular Weight: 170.17
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Pyrimidines
• Mol File: 13106-85-9.mol

Chemical Properties

• Melting Point: 51-54 °C(lit.)
• Boiling Point: 232 °C
• Flash Point: 107.2 °C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 0.00323mmHg at 25°C
• Refractive Index: 1.486
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• CAS DataBase Reference: 2,4,6-TRIMETHOXYPYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-TRIMETHOXYPYRIMIDINE(13106-85-9)
• EPA Substance Registry System: 2,4,6-TRIMETHOXYPYRIMIDINE(13106-85-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 13106-85-9(Hazardous Substances Data)

Usage

Uses

Used in Chemical Research:
2,4,6-Trimethoxypyrimidine is used as a model compound in the study of qualitative composition of mixtures formed during the methylation of barbituric acid and its derivatives by diazomethane. This application is significant for understanding the chemical reactions and interactions involved in the process, contributing to the broader field of chemical research and development.

InChI:InChI=1/C7H10N2O3/c1-10-5-4-6(11-2)9-7(8-5)12-3/h4H,1-3H3

Upstream product

• 3764-01-0 2,4,6-trichloropyrimidine 
• 124-41-4 sodium methylate 
• 186581-53-3 diazomethane 
• 67-52-7 BARBITURIC ACID 
• 52280-97-4 2,4-dimethoxy-6-oxo-1,6-dihydropyrimidine 
• 13223-26-2 4,6-dimethoxy-2-oxo-1,2-dihydropyrimidine 
• 29458-38-6 6-methoxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidine 

Downstream Products

• 126327-72-8 2,4,6-Trimethoxy-5-trimethylsilanyl-pyrimidine 
• 83356-02-9 5-nitro-2,4,6-trimethoxypyrimidine 

Relevant articles and documents

Synthesis and self-assembling behavior of a porphyrin bearing multiple meso-conjugated barbiturates

An efficient procedure through deprotection of 2,4,6-trimethoxypyrimidine derivative afforded porphyrinato zinc bearing multi-barbiturates acting as multiple hydrogen bonding sites at the meso positions. Addition of excess amphiphilic triaminopyrimidine derivative, as a complementary motif to the barbiturate, in an aqueous solution of porphyrin conjugated with multiple barbiturates at the meso positions resulted in precipitation. The cast film from the chloroform solution of the precipitate indicated the formation of a well-defined porphyrin assembly.

Fluorine-free titanocenes and the use thereof

Fluorine-free titanocene compounds of the formula I or II STR1 in which both R1 radicals are preferably, independently of one another, cyclopentadienyl?, which is unsubstituted or substituted by alkyl,alkoxy or --Si(R2)3, and both R2 radicals are, in particular, alkyl, STR2 Z is --NR10 --, --0-- or --S--, Y is Cl, Br, I, CN, SCN, --O--CO--CH3, --O--CO--phenyl or --O--SO2 --CH3, n is 1 or 2, m is 0 or 1, where the sum of n and m must be 2, R3, R4 and R5 are in particular, independently of one another, hydrogen, Cl, alkyl, cycloalkyl, adamantyl, phenyl, pyrryl or biphenylyl, where these radicals are unsubstituted or substituted by alkyl, Cl, alkylthio, --NR8 R9, phenyl, phenylthio or C1 -C10 alkoxy, or R3, R4 and R5 are alkenyl, alkoxy, cycloalkoxy, phenoxy, benzyloxy, tetrahydrofurfuryloxy, alkylthio, cycloalkylthio, benzylthio or phenylthio, where R3 and R4 are not simultaneously hydrogen, and if Q is a pyrimidyl radical, at least one radical R3 or R4 is alkoxy, cycloalkoxy, phenoxy, benzyloxy, tetrahydrofurfuryloxy or alkenyloxy, and if Z is --NR10 --, R3 and R4 are Cl Br or I, both radicals R6, independently of one another, are alkyl or alkenyl or both radicals R6 together with the nitrogen atom to which they are bonded, form a morpholino radical, R7 is alkyl, cycloalkyl or phenyl, R8 is phenyl or α-tertiary C4 -C6 alkyl, R9 is, in particular, hydrogen, alkyl, cycloalkyl, phenyl or a STR3 radical, where, in addition, the two R9 radicals in --N(R9)2 are identical or different and, together with the nitrogen atom to which they are bonded, may form a 5- or 6-membered heterocyclic ring which, in addition to the nitrogen atom, may also contain further nitrogen, oxygen or sulfur atoms, R10 is as defined for R9 or additionally, in particular, is phenyl which is unsubstituted or substituted by Cl, C1 -C12 alkyl, C1 -C10 alkoxy, C1 -C8 alkylthio, phenylthio, morpholino or --N(C1 -C4 alkyl)2, X is --O--, --S--, STR4 methylene or ethylene, and A is C1 -C12 alkylene or --X--A--X-- is a direct bond, are suitable as photoinitiators for photopolymerisation of compounds containing ethylenically unsaturated double bonds.

SOLVATION EFFECTS IN THE METHYLATION OF BARBITURIC ACID AND ITS DERIVATIVES BY DIAZOMETHANE

Methylation of barbituric acid and its N-methylderivatives by diazomethane in ethers and methanol occurs only at the oxygen atom of the β-dicarbonyl fragment.The resulting 6-methoxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidine and its derivatives are methylated at both the oxygen and nitrogen atoms; relative to ethers, methanol facilitates a greater degree of methylation at the nitrogen atom.

REACTION OF BARBITURIC ACID AND ITS METHYL DERIVATIVES WITH DIAZOMETHAN IN ETHERS

A full scheme for the methylation of barbituric acid with diazomethane in diethyl ether, glyme, and THF was formulated.For barbituric acid and its N-methyl derivatives the reaction takes place at the oxygen atoms of the β-dicarbonyl fragment.The 6-methoxyuracil and its derivatives which are formed here are subsequently methylated at the nitrogen and oxygen atoms.The reaction takes place in accordance with the structures of the monoanions of the compounds being methylated.