25451-53-0

Basic information

• Product Name: Hydroxy-2-phenylpropyl CarbaMate
• Synonyms: Hydroxy-2-phenylpropyl CarbaMate;FelbaMate MonocarbaMate;2-Phenyl-1,3-propanediol monocarbamate;3-HYDROXY-2-PHENYLPROPYL CARBAMATE
• CAS NO: 25451-53-0
• Molecular Formula: C₁₀H₁₃NO₃
• Molecular Weight: 195.21512
• Mol File: 25451-53-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 72-74 °C
• Boiling Point: 415.1°Cat760mmHg
• Flash Point: 204.8°C
• Appearance: /
• Density: 1.214g/cm³
• Vapor Pressure: 1.24E-07mmHg at 25°C
• Refractive Index: 1.559
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 13.33±0.50(Predicted)
• CAS DataBase Reference: Hydroxy-2-phenylpropyl CarbaMate(CAS DataBase Reference)
• NIST Chemistry Reference: Hydroxy-2-phenylpropyl CarbaMate(25451-53-0)
• EPA Substance Registry System: Hydroxy-2-phenylpropyl CarbaMate(25451-53-0)

Safety Data

• Hazardous Substances Data: 25451-53-0(Hazardous Substances Data)

Usage

Uses

Hydroxy-2-phenylpropyl Carbamate is an impurity in the synthesis of Felbamate (F231000), an antiepileptic, structurally similar to meprobamate.

InChI:InChI=1/C10H13NO3/c11-10(13)14-7-9(6-12)8-4-2-1-3-5-8/h1-5,9,12H,6-7H2,(H2,11,13)

Upstream product

• 10317-13-2 3-phenyloxetane 
• 530-62-1 1,1'-carbonyldiimidazole 
• 1570-95-2 2-phenylpropane-1, 3-diol 
• 211506-14-8 2-fluoro-2-phenyl-1,3-propanediol 
• 33581-45-2 3-methoxy-2-phenylpropanol 
• 109482-33-9 2-phenyl-3-methoxy-propanol carbamate 

Downstream Products

• 25451-15-4 felbamate 
• 4432-63-7 2-phenylacrolein 
• 183961-07-1 3-carbamoyl-2-phenylpropionaldehyde 

Relevant articles and documents

A facile, one-pot procedure for the preparation of 2-phenyl-1,3-propanediol monocarbamate, a metabolite of felbamate

A simple, one-pot procedure for the preparation of 2-phenyl-1,3-propanediol monocarbamate (MCF) has been developed. This procedure represents the most efficient method for preparing MCF published to date, and it is amenable to the large-scale laboratory production of this biologically relevant metabolite of felbamate.

Methods for synthesis of dicarbamate compounds and intermediates in the formation thereof

Disclosed is a method of making 2-substituted-2-halo-1,3-propanediols via reduction of corresponding malonate compounds. Also disclosed is a method of making 2-substituted-2-halo-1,3-dicarbamate compounds (such as halo derivatives of felbamate, including fluorofelbamate) via reduction of malonate compounds, followed by carbamoylation. Reduction of the malonate compounds is carried out using an electrophilic hydride reagent.

Metabolites of felbamate: Synthesis of 2-(4-hydroxyphenyl)-1,3-propanediol dicarbamate, 2-phenyl-2-hydroxy-1,3-propanediol dicarbamate, and 2-phenyl-1,3-propanediol monocarbamate

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