5532-90-1

Basic information

• Product Name: Phenylcarbamic acid propyl ester
• Synonyms: N-Phenylcarbamic acid propyl ester;Phenylcarbamic acid propyl ester;Propyl phenylurethane;Propyl phenylcarbamate ,98%;propyl phenylcarate
• CAS NO: 5532-90-1
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.2157
• Mol File: 5532-90-1.mol
• Article Data: 31

Chemical Properties

• Melting Point: 57.85°C
• Boiling Point: 311.75°C (rough estimate)
• Flash Point: 91.4°C
• Appearance: /
• Density: 1.1248 (rough estimate)
• Vapor Pressure: 0.0774mmHg at 25°C
• Refractive Index: 1.5150 (estimate)
• PKA: 13.86±0.70(Predicted)
• CAS DataBase Reference: Phenylcarbamic acid propyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phenylcarbamic acid propyl ester(5532-90-1)
• EPA Substance Registry System: Phenylcarbamic acid propyl ester(5532-90-1)

Safety Data

• Hazardous Substances Data: 5532-90-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H13NO2/c1-2-8-13-10(12)11-9-6-4-3-5-7-9/h3-7H,2,8H2,1H3,(H,11,12)

Upstream product

• 62-53-3 aniline 
• 109-61-5 propoxycarbonyl chloride 
• 71-23-8 propan-1-ol 
• 55-21-0 benzamide 
• 577040-25-6 n-propyl methanesulfonate carbonate 
• 100-70-9 2-Cyanopyridine 
• 124-38-9 carbon dioxide 
• 590-28-3 potassium cyanate 
• 2510-86-3 O,O-diethyl O-phenyl phosphate 
• 640-60-8 toluene-4-sulfonic acid phenyl ester 
• 17763-67-6 Phenyl triflate 
• 66950-63-8 phenyl N,N-dimethylsulfamate 
• 1919-48-8 2,4,6-triphenoxy-1,3,5-triazine 
• 22981-32-4 ammonium cyanate 

Downstream Products

• 71-23-8 propan-1-ol 
• 103-71-9 phenyl isocyanate 

Relevant articles and documents

N-Aryl and N-Alkyl Carbamates from 1 Atmosphere of CO2

We have successfully isolated and characterized the zinc carbamate complex (phen)Zn(OAc)(OC(=O)NHPh) (1; phen=1,10-phenanthroline), formed as an intermediate during the Zn(OAc)2/phen-catalyzed synthesis of organic carbamates from CO2, amines, and the reusable reactant Si(OMe)4. Density functional theory calculations revealed that the direct reaction of 1 with Si(OMe)4 proceeds via a five-coordinate silicon intermediate, forming organic carbamates. Based on these results, the catalytic system was improved by using Si(OMe)4 as the reaction solvent and additives like KOMe and KF, which promote the formation of the five-coordinated silicon species. This sustainable and effective method can be used to synthesize various N-aryl and N-alkyl carbamates, including industrially important polyurethane raw materials, starting from CO2 under atmospheric pressure.

Visible-Light-Promoted Oxo-Sulfonylation of Ynamides with Sulfonic Acids

A visible-light-promoted oxo-sulfonylation of ynamides with sulfonic acids is reported, giving rise to a collection of functionalized α-sulfonylated amides in a straightforward manner. The reaction proceeds sequentially through a cascade of electrophilic addition and photoinduced sulfonyl radical-sustained skeleton rearrangement. The high atom economy, mild reaction conditions, and wide substrate scope comprised the merits of this synthetic transformation.

Carbon dioxide utilization in the efficient synthesis of carbamates by deep eutectic solvents (DES) as green and attractive solvent/catalyst systems

A green and eco-friendly solvent/catalyst system based on a deep eutectic solvent (DES) was devised and developed for the simple synthesis of carbamates through three-component coupling of amines, alkyl halides and carbon dioxide (CO2). It was found that choline chloride:zinc(ii) chloride ([ChCl][ZnCl2]2) was very proficient and effective for the activation and utilization of CO2 in carbamate formation reactions from a wide scope of amines. Surprisingly, this strategy provides the desired carbamates under atmospheric CO2 pressure at room temperature. In particular, both aromatic and aliphatic amines were effective and demonstrated excellent yields. Besides, the [ChCl][ZnCl2]2 exhibited very high stability and also could be reused for at least five consecutive cycles without any significant loss of activity. It is worth noting that this is the first solvent/catalyst system which can be recycled successfully from the reaction mixture.