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3-(3,5-Dimethylphenoxy)propane-1,2-diol

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CAS:59365-66-1
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3-(3,5-Dimethylphenoxy)propane-1,2-diol Basic information
Product Name:3-(3,5-Dimethylphenoxy)propane-1,2-diol
Synonyms:3-(3,5-dimethylphenoxy)propane-1,2-diol;3-(3,5-Dimethylphenoxy)-1,2-propanediol;Nsc25239;Metaxalone IMpurity A (3-(3, 5-DiMethylphenoxyl)-Propane-1, 2-Diol);Metaxalone Impurity A;Metaxalone Impurity A (3-(3,5-Dimethylphenoxy)propane-1,2-diol);1,2-Propanediol, 3-(3,5-dimethylphenoxy)-;Metaxalone Impurity 3
CAS:59365-66-1
MF:C11H16O3
MW:196.24
EINECS:
Product Categories:
Mol File:59365-66-1.mol
3-(3,5-Dimethylphenoxy)propane-1,2-diol Structure
3-(3,5-Dimethylphenoxy)propane-1,2-diol Chemical Properties
Melting point 66-67 °C
Boiling point 165-170 °C(Press: 2 Torr)
density 1.125±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility DMSO, Methanol
form Solid
pka13.56±0.20(Predicted)
color White to Off-White Waxy
Safety Information
HS Code 2905599890
MSDS Information
3-(3,5-Dimethylphenoxy)propane-1,2-diol Usage And Synthesis
Uses3-(3,5-Dimethylphenoxy)propane-1,2-diol is an impurity in the synthesis of Metaxalone (M225850), a muscle relaxant used to relax muscles and relieve pain.
Synthesis
Glycidol

556-52-5

3,5-Dimethylphenol

108-68-9

3-(3,5-Dimethylphenoxy)propane-1,2-diol

59365-66-1

A mixture of 3,5-dimethylphenol (5.00 g, 40.93 mmol), (±)-glycidol (2.72 mL, 41.01 mmol), triethylamine (0.29 mL, 2.08 mmol), and ethanol (25 mL) was heated and refluxed for about 7 hours. Upon completion of the reaction, ethanol was removed by distillation under reduced pressure. The residue was purified by silica gel column chromatography (eluent: petroleum ether solution of 25% ethyl acetate) to afford the target product 3-(3,5-dimethylphenoxy)-1,2-propanediol as a white solid (6.00 g, 75% yield). The melting point of the product was 47-49°C. 1H NMR (400 MHz, CDCl3) δ 2.28 (s, 6H), 3.68-3.87 (m, 2H), 3.94-4.04 (m, 2H), 4.04-4.12 (m, 1H), 6.55 (s, 2H), 6.62 (s, 1H); IR (film) υ3383,2923,. 2875,1600,1462,1324 cm-1; MS 197 (M + 1).

References[1] Patent: US2009/270469, 2009, A1. Location in patent: Page/Page column 27-28
3-(3,5-Dimethylphenoxy)propane-1,2-diol Preparation Products And Raw materials
Raw materialsGlycidol-->3,5-Dimethylphenol-->Triethylamine-->Ethanol
Tag:3-(3,5-Dimethylphenoxy)propane-1,2-diol(59365-66-1) Related Product Information
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