ChemicalBook--->CAS DataBase List--->59365-66-1

59365-66-1

59365-66-1 Structure

59365-66-1 Structure
IdentificationBack Directory
[Name]

3-(3,5-Dimethylphenoxy)propane-1,2-diol
[CAS]

59365-66-1
[Synonyms]

Nsc25239
Metaxalone Impurity A
Metaxalone Impurity 3
3-(3,5-dimethylphenoxy)propane-1,2-diol
3-(3,5-Dimethylphenoxy)-1,2-propanediol
1,2-Propanediol, 3-(3,5-dimethylphenoxy)-
Metaxalone Impurity A (3-(3,5-Dimethylphenoxy)propane-1,2-diol)
Metaxalone IMpurity A (3-(3, 5-DiMethylphenoxyl)-Propane-1, 2-Diol)
Metaxalone Impurity AQ: What is Metaxalone Impurity A Q: What is the CAS Number of Metaxalone Impurity A Q: What is the storage condition of Metaxalone Impurity A Q: What are the applications of Metaxalone Impurity A
[Molecular Formula]

C11H16O3
[MDL Number]

MFCD09743813
[MOL File]

59365-66-1.mol
[Molecular Weight]

196.24
Chemical PropertiesBack Directory
[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
[pka]

13.56±0.20(Predicted)
[color ]

White to Off-White Waxy
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P280-P305+P351+P338
[HS Code ]

2905599890
Hazard InformationBack Directory
[Uses]

3-(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
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