3422-02-4

Basic information

• Product Name: Phenylcarbamic acid phenylmethyl ester
• Synonyms: Phenylcarbamic acid phenylmethyl ester
• CAS NO: 3422-02-4
• Molecular Formula: C₁₄H₁₃NO₂
• Molecular Weight: 227.25852
• Mol File: 3422-02-4.mol
• Article Data: 81

Chemical Properties

• Boiling Point: 325.2 °C at 760 mmHg
• Flash Point: 150.5 °C
• Appearance: /
• Density: 1.198 g/cm³
• Vapor Pressure: 0.000234mmHg at 25°C
• Refractive Index: 1.621
• CAS DataBase Reference: Phenylcarbamic acid phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phenylcarbamic acid phenylmethyl ester(3422-02-4)
• EPA Substance Registry System: Phenylcarbamic acid phenylmethyl ester(3422-02-4)

Safety Data

• Hazardous Substances Data: 3422-02-4(Hazardous Substances Data)

Usage

General Description

Phenylcarbamic acid phenylmethyl ester, also known as phenylmethyl carbamate, is a chemical compound with the molecular formula C9H11NO2. It is commonly used as an insecticide, specifically as a carbamate insecticide that acts by inhibiting cholinesterase enzymes, leading to the accumulation of acetylcholine in the nervous system and ultimately causing paralysis and death in pests. Phenylmethyl carbamate is also used as a reagent in organic synthesis and as a precursor in the production of other chemicals. However, it is important to handle and use this chemical with caution, as exposure can be toxic and harmful to human and environmental health.

InChI:InChI=1/C14H13NO2/c16-14(15-13-9-5-2-6-10-13)17-11-12-7-3-1-4-8-12/h1-10H,11H2,(H,15,16)

Upstream product

• 501-53-1 benzyl chloroformate 
• 62-53-3 aniline 
• 250296-57-2 N-Benzyloxycarbonyl-N-trifluoromethylsulfonyl-4-trifluoromethylanilide 
• 582-61-6 benzoyl azide 
• 100-51-6 benzyl alcohol 
• 2603-10-3 N-phenyl methyl carbamate 
• 501-82-6 N-phenylcarbamic acid 
• 591-50-4 iodobenzene 
• 621-84-1 O-benzyl carbamate 
• 144-55-8 sodium hydrogencarbonate 
• 65-85-0 benzoic acid 
• 590-28-3 potassium cyanate 
• 1919-48-8 2,4,6-triphenoxy-1,3,5-triazine 
• 124-38-9 carbon dioxide 

Downstream Products

• 19886-85-2 N-Phenyl-N-stearoyl-benzylcarbamat 
• 1357913-21-3 (E)-benzyl (3-cyclohexyl-3-oxo-prop-1-enyl)(phenyl)carbamate 
• 4559-92-6 N-phenylmorpholine-4-carboxamide 
• 1461-81-0 N,N-diisopropyl-N'-phenylurea 
• 19035-02-0 (S)-N-phenyl-N'-(1-phenylethyl)urea 
• 90098-04-7 rebamipide 
• 122347-19-7 3,3-Dimethoxy-N-phenylpropanamide 
• 62834-78-0 3-Methoxyprop-2-enanilid 
• 103-84-4 Acetanilid 
• 62-53-3 aniline 
• 1428370-30-2 4-(((benzyloxy)carbonyl)amino)phenyl trifluoromethanesulfonate 
• 246257-97-6 N-allyl-N-(benzyloxycarbonyl)aniline 
• 1428098-74-1 5-(2,2,3,3,4,4,5,5,5-nonafluoropentyl)-3-phenyloxazolidin-2-one 
• 1428098-63-8 5-(3-chloro-2,2,3,3-tetrafluoropropyl)-3-phenyloxazo-lidin-2-one 

Relevant articles and documents

Design, synthesis and SAR of antitubercular benzylpiperazine ureas

Abstract: N-furfuryl piperazine ureas disclosed by scientists at GSK Tres Cantos were chosen as antimycobacterial hits from a phenotypic whole-cell screen. Bioisosteric replacement of the furan ring in the GSK Tres Cantos molecules with a phenyl ring led to molecule (I) with an MIC of 1?μM against Mtb H37Rv, low cellular toxicity (HepG2 IC50 ~ 80?μM), good DMPK properties and specificity for Mtb. With the aim of delineating the SAR associated with (I), fifty-five analogs were synthesized and screened against Mtb. The SAR suggests that the piperazine ring, benzyl urea and piperonyl moieties are essential signatures of this series. Active compounds in this series are metabolically stable, have low cellular toxicity and are valuable leads for optimization. Molecular docking suggests these molecules occupy the Q0 site of QcrB like Q203. Graphic Abstract: Bioisosteric replacement of N-furfuryl piperazine-1-carboxamides yielded molecule (I) a novel lead with satisfactory PD, metabolism, and toxicity profiles.[Figure not available: see fulltext.]

Interrupted aza-Wittig reactions using iminophosphoranes to synthesize 11C-carbonyls

A direct CO2-fixation methodology couples structurally diverse iminophosphoranes with various nucleophiles to synthesize ureas, carbamates, thiocarbamates, and amides, and is amenable for 11C radiolabeling. This methodology is practical, as demonstrated by the synthesis of >35 products and isolation of the molecular imaging radiopharmaceuticals [11C]URB694 and [11C]glibenclamide. This journal is

Nickel-Catalyzed Synthesis of N-(Hetero)aryl Carbamates from Cyanate Salts and Phenols Activated with Cyanuric Chloride

A simple and efficient domino reaction has been designed and employed for the one-pot synthesis of N-(hetero)aryl carbamates through the reaction between alcohols and in-situ produced (hetero)aryl isocyanates in the presence of a nickel catalyst. The phenolic C?O bond was activated via the reaction of phenol with cyanuric chloride (2,4,6-trichloro-1,3,5-triazine (TCT)) as an inexpensive and readily available reagent. This strategy provides practical access to N-(hetero)aryl carbamates in good yields with high functional groups compatibility.