16849-91-5

Basic information

• Product Name: (R)(+)-ALPHA-PHENETHYLUREA
• Synonyms: (R)(+)-ALPHA-PHENETHYLUREA;(R)-1-(1-phenylethyl)urea
• CAS NO: 16849-91-5
• Molecular Formula: C₉H₁₂N₂O
• Molecular Weight: 164.2
• Mol File: 16849-91-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 118-120 °C
• Boiling Point: 281.9 °C at 760 mmHg
• Flash Point: 124.3 °C
• Appearance: /
• Density: 1.101 g/cm³
• Vapor Pressure: 0.00347mmHg at 25°C
• Refractive Index: 1.551
• PKA: 13.41±0.46(Predicted)
• CAS DataBase Reference: (R)(+)-ALPHA-PHENETHYLUREA(CAS DataBase Reference)
• NIST Chemistry Reference: (R)(+)-ALPHA-PHENETHYLUREA(16849-91-5)
• EPA Substance Registry System: (R)(+)-ALPHA-PHENETHYLUREA(16849-91-5)

Safety Data

• Hazardous Substances Data: 16849-91-5(Hazardous Substances Data)

Usage

Purification Methods

Crystallise the (+)-urea from H2O or EtOH (m122-123o). [Marckwald & Meth Chem Ber 38 808 1905, Cairns J Am Chem Soc 63 871 1941, Beilstein 12 I 1092, 1

InChI:InChI=1/C9H12N2O/c1-7(11-9(10)12)8-5-3-2-4-6-8/h2-7H,1H3,(H3,10,11,12)

Upstream product

• 33375-06-3 (1R)-1-phenylethyl isocyanate 
• 590-28-3 potassium cyanate 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 556-89-8 nitrourea 
• 7693-46-1 4-Nitrophenyl chloroformate 
• 2158-02-3 morpholine-4-carboxylic acid amide 
• 2158-03-4 1-piperidinecarboxamide 
• 57-13-6 urea 

Downstream Products

• 60325-12-4 N'-[(R)-1-phenylethyl]hydrazinecarboxylic acid t-butyl ester 
• 90545-52-1 3-(R)-(+)-α-methylbenzylbarbituric acid 
• 90545-54-3 6-chloro-5-formyl-(R)-3α-methylbenzyluracil 
• 90545-56-5 (+)-10-butyl-3-(R)-α-methylbenzyl-5-deazaflavin 
• 112983-35-4 (+)-8,9-benzo-10-butyl-3-(R)-α-methylbenzyl-5-deazaflavin 
• 112983-33-2 (+)-10-butyl-7-methyl-3-(R)-α-methylbenzyl-5-deazaflavin 
• 90545-58-7 10-Butyl-3-((R)-1-phenyl-ethyl)-5,10-dihydro-1H-pyrimido[4,5-b]quinoline-2,4-dione 
• 60325-13-5 (+)-(R)-1-Phenyl-aethylhydrazin 
• 353746-20-0 (4S)-4-(3,4-Difluorophenyl)-5,5-dimethyl-3-[(4'-(4-fluorophenyl)-piperidin-1'-yl)propyl]aminocarbonyltetrahydropyrimidin-2-one Hydrochloride 
• 1327280-57-8 C₂₃H₃₀N₂O₁₀ 
• 1452864-25-3 C₂₅H₂₇N₅O₂ 

Relevant articles and documents

Ammonium Chloride-Promoted Rapid Synthesis of Monosubstituted Ureas under Microwave Irradiation

Monosubstituted ureas are important scaffolds in organic chemistry. They appear in various biologically active compounds and serve as versatile precursors in synthesis. Monosubstituted ureas were originally prepared using toxic and hazardous phosgene equivalents. Modern methods include transamidation of urea and nucleophilic addition to cyanate salts, both of which suffer from a narrow substrate scope due to the need for a strong acid and prolonged reaction times. We hereby report that ammonium chloride can promote the reaction between amines and potassium cyanate to generate monosubstituted ureas in water. This method proceeds rapidly under microwave irradiation and tolerates a broad range of functional groups. Unlike previous strategies, it is compatible with other nucleophiles, acid-labile moieties, and most of the common protecting groups. The products precipitate out of solution, allowing facile isolation without column chromatography.

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