6-Methyl-2-p-tolyl-1,3,6,2-dioxazaborocane-4,8-dione

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CAS:943552-01-0
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Products Intro: Product Name:2-(4-Methylphenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione
CAS:943552-01-0
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CAS:943552-01-0
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Products Intro: Product Name:4-Tolylboronic acid MIDA ester
CAS:943552-01-0
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6-Methyl-2-p-tolyl-1,3,6,2-dioxazaborocane-4,8-dione manufacturers

6-Methyl-2-p-tolyl-1,3,6,2-dioxazaborocane-4,8-dione Basic information
Product Name:6-Methyl-2-p-tolyl-1,3,6,2-dioxazaborocane-4,8-dione
Synonyms:4-Tolylboronic acid MIDA ester;6-Methyl-2-p-tolyl-1,3,6,2-dioxazaborocane-4,8-dione;2-(4-Methylphenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione;(T-4)-[N-[(Carboxy-κO)methyl]-N-methylglycinato(2-)-κN,κO](4-methylphenyl)boron;4-methylphenylboronate MIDA ester;4-Methylbenzeneboronic acid MIDA ester;4-Methylbenzeneboronic acid methyliminodiacetic acid ester
CAS:943552-01-0
MF:C12H14BNO4
MW:247.05486
EINECS:
Product Categories:
Mol File:943552-01-0.mol
6-Methyl-2-p-tolyl-1,3,6,2-dioxazaborocane-4,8-dione Structure
6-Methyl-2-p-tolyl-1,3,6,2-dioxazaborocane-4,8-dione Chemical Properties
Melting point 197-202 °C
form powder
InChI1S/C12H14BNO4/c1-9-3-5-10(6-4-9)13-17-11(15)7-14(2)8-12(16)18-13/h3-6H,7-8H2,1-2H3
InChIKeyXXJWDGQXUAQEKD-UHFFFAOYSA-N
SMILESCN1CC(=O)OB(OC(=O)C1)c2ccc(C)cc2
Safety Information
WGK Germany 3
HS Code 2933998090
Storage Class13 - Non Combustible Solids
MSDS Information
6-Methyl-2-p-tolyl-1,3,6,2-dioxazaborocane-4,8-dione Usage And Synthesis
UsesSuzuki Cross-Coupling with MIDA Boronates
Synthesis
4-Tolylboronic acid

5720-05-8

N-Methyliminodiacetic acid

4408-64-4

6-Methyl-2-p-tolyl-1,3,6,2-dioxazaborocane-4,8-dione

943552-01-0

The reaction was carried out at reflux for 4 hours at 120 °C in a solvent mixture of toluene (45 L) and dimethyl sulfoxide (5 L) (9:1 by volume) using 4-tolueneboronic acid (0.68 kg, 5 mol) and N-methyliminodiacetic acid (MIDA) (0.8 kg, 5.5 mol) as the raw material. After completion of the reaction, it was slowly cooled to room temperature and toluene was removed by rotary evaporation. The residue was diluted with water and subsequently extracted three times with ethyl acetate. The organic phases were combined and washed three times with saturated saline. The organic phase was dried over anhydrous magnesium sulfate, filtered and rotary evaporated to remove the ethyl acetate. The crude product was recrystallized in petroleum ether, filtered to give a pale yellow solid and finally dried under vacuum overnight.

6-Methyl-2-p-tolyl-1,3,6,2-dioxazaborocane-4,8-dione Preparation Products And Raw materials
Raw materials4-Tolylboronic acid-->N-Methyliminodiacetic acid-->Dimethyl sulfoxide-->Toluene
Tag:6-Methyl-2-p-tolyl-1,3,6,2-dioxazaborocane-4,8-dione(943552-01-0) Related Product Information
4-Tolylboronic acid 3,5-Dimethylbenzoic acid 2,4,6-Trimethylphenylboronic acid

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