2-hydroxy-3-(o-tolyloxy)propyl carbamate

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Products Intro: Product Name:2-hydroxy-3-(o-tolyloxy)propyl carbamate
CAS:533-06-2
Purity:98% Package:25KG
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Products Intro: Product Name:Mephenesin Carbamate
CAS:533-06-2
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Products Intro: Product Name:Mephenesin Carbamate
CAS:533-06-2
2-hydroxy-3-(o-tolyloxy)propyl carbamate Basic information
Product Name:2-hydroxy-3-(o-tolyloxy)propyl carbamate
Synonyms:2-hydroxy-3-(o-tolyloxy)propyl carbamate;3-(2-Methylphenoxy)-1,2-propanediol 1-carbamate;Mephenesin carbamate;Tolseram;[2-hydroxy-3-(2-methylphenoxy)propyl] carbamate;carbamic acid [2-hydroxy-3-(2-methylphenoxy)propyl] ester;1,2-Propanediol, 3-(2-methylphenoxy)-, 1-carbamate
CAS:533-06-2
MF:C11H15NO4
MW:225.24
EINECS:2085531
Product Categories:
Mol File:533-06-2.mol
2-hydroxy-3-(o-tolyloxy)propyl carbamate Structure
2-hydroxy-3-(o-tolyloxy)propyl carbamate Chemical Properties
Melting point about 93°; mp 80-84°
Boiling point 366.75°C (rough estimate)
density 1.2102 (rough estimate)
refractive index 1.5080 (estimate)
Safety Information
ToxicityLD50 in mice (mM/kg): 2.77 i.p.; 7.67 orally (Dresel, Slater)
MSDS Information
2-hydroxy-3-(o-tolyloxy)propyl carbamate Usage And Synthesis
OriginatorTolseram,Squibb,US,1954
DefinitionChEBI: Mephenesin carbamate is an aromatic ether.
Manufacturing ProcessA solution of 32 g (0.30 mol) phosgene in 200 ml benzene is added dropwise at 30°C to a stirred solution of 53.5 g (0.32 mol) 3-o-toloxy-1,2-propanediol in 400 ml benzene. The mixture is stirred for an hour after the addition is completed, and a solution of 39 g of dimethylaniline in 100 ml benzene is then added, and stirring continued for a half-hour. Ice water (about one-third volume) is then added, and the benzene layer formed is separated and stirred with 500 mi concentrated ammonia at 5°C for six hours. The precipitated solid (weighing about 55 g) is recovered and recrystallized from water. The product thus obtained in a yield of about 53 g is 3-(o-toloxy)-2-hydroxypropyl carbamate: it is a crystalline solid melting at about 93°C, and having a lower water-solubility and higher oil-solubility than 3-o-toloxy-1,2-propanediol.
Therapeutic FunctionMuscle relaxant
Synthesis Reference(s)Journal of the American Chemical Society, 72, p. 3710, 1950 DOI: 10.1021/ja01164a107
2-hydroxy-3-(o-tolyloxy)propyl carbamate Preparation Products And Raw materials
Raw materialsAmmonia-->(R)-(-)-3-Chloro-1,2-propanediol-->PHOSGENE
Tag:2-hydroxy-3-(o-tolyloxy)propyl carbamate(533-06-2) Related Product Information
MEPHENESIN