16641-71-7

Basic information

• Product Name: phenyl piperidine-1-carboxylate
• Synonyms: phenyl piperidine-1-carboxylate
• CAS NO: 16641-71-7
• Molecular Formula: C₁₂H₁₅NO₂
• Molecular Weight: 205.25
• Mol File: 16641-71-7.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 311.1°C at 760 mmHg
• Flash Point: 142°C
• Appearance: /
• Density: 1.136g/cm³
• Vapor Pressure: 0.000575mmHg at 25°C
• Refractive Index: 1.548
• CAS DataBase Reference: phenyl piperidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl piperidine-1-carboxylate(16641-71-7)
• EPA Substance Registry System: phenyl piperidine-1-carboxylate(16641-71-7)

Safety Data

• Hazardous Substances Data: 16641-71-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H15NO2/c14-12(13-9-5-2-6-10-13)15-11-7-3-1-4-8-11/h1,3-4,7-8H,2,5-6,9-10H2

Upstream product

• 110-89-4 piperidine 
• 157892-15-4 dichloromethyl phenyl carbonate 
• 13939-69-0 piperidine carbamoyl chloride 
• 108-95-2 phenol 
• 1202680-24-7 phenyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate 
• 124-38-9 carbon dioxide 
• 98-80-6 phenylboronic acid 
• 128337-08-6 phenyl-(2-pyridyl)carbonate 
• 17175-11-0 phenyl O‐(4‐nitrophenyl) carbonate 
• 1885-14-9 phenyl chloroformate 
• 1268380-12-6 C₁₅H₁₂O₄ 
• 1268380-10-4 C₁₄H₁₀O₄ 
• 1268380-09-1 phenyl 4-ethoxycarbonyl phenyl 
• 64897-40-1 m-Nitrophenylcarbonat 

Downstream Products

• 2890-83-7 (2-hydroxyphenyl)(piperidin-1-yl)methanone 
• 1092074-87-7 C₁₂H₁₂N₂O₃ 
• 1092074-41-3 4-(N-(phenoxycarbonyl)formamido)butanoic acid 
• 164732-66-5 3,4-dihydro-2H-pyridine-1-carboxylic acid phenyl ester 
• 98-67-9 p-hydoroxybenzenesulfonic acid 
• 72962-46-0 piperidinium hydrogen sulfate 

Relevant articles and documents

Kinetics and mechanism of the aminolysis of phenyl and 4-nitrophenyl chloroformates in aqueous solution

The reactions of secondary alicyclic amines with phenyl and 4- nitrophenyl chloroformates (PClF and NPClF, respectively) are subjected to a kinetic investigation in aqueous solution, 25.0 °C, ionic strength 0.2 (KCl). The reactions are followed spectropho

A facile synthesis of sulfonylureas: Via water assisted preparation of carbamates

A novel and simple approach to the synthesis of sulfonylureas has been reported. It involved the reaction of various amines with diphenyl carbonate to yield the corresponding carbamates, which subsequently reacted with different sulphonamides to produce different sulfonylureas in excellent yields. The first reaction of diphenyl carbonate with amines was carried out in aqueous:organic (H2O:THF, 90:10) medium at room temperature to produce carbamates that paved a straightforward route to sulfonylureas after reaction with sulfonamides. The above process avoided traditional multistep protocols and the use of hazardous, irritant, toxic and moisture sensitive reagents such as phosgene, isocyanates and/or chloroformates.

Leaving-group substituent controls reactivity and reaction mechanism in aminolysis of phenyl y-substituted-phenyl carbonates

A kinetic study is reported for the nucleophilic substitution reactions of phenyl Y-substituted-phenyl carbonates (5a-5k) with piperidine in 80 mol % H2O/20 mol % DMSO at 25.0 ± 0.1 °C. The plots of k obsd vs. [piperidine] for the reactions of substrates possessing a strong electron-withdrawing group (EWG) in the leaving group (i.e., 5a-5i) are linear and pass through the origin. In contrast, the plots for the reactions of substrates bearing a weak EWG or no substituent (i.e., 5j or 5k) curve upward, indicating that the electronic nature of the substituent Y in the leaving group governs the reaction mechanism. Thus, it has been suggested that the reactions of 5a-5i proceed through a stepwise mechanism with a zwitterionic tetrahedral intermediate (i.e., T±) while those of 5j and 5k proceed through a stepwise mechanism with two intermediates (i.e., T± and its deprotonated form T-). The slope of the Bronsted-type plot for the second-order rate constants (i.e., kN or Kk2) changes from -0.41 to -1.89 as the leaving-group basicity increases, indicating that a change in the rate-determining step (RDS) occurs. The reactions of 5a-5k with piperidine result in larger k1 values than the corresponding reactions with ethylamine. Copyright