25216-27-7

Basic information

• Product Name: 1-NAPHTHYL N-PROPYLCARBAMATE
• Synonyms: 1-NAPHTHYL N-PROPYLCARBAMATE;TIMTEC-BB SBB008294;1-Naphthyl propylcarbamate;1-NAPHTHYL N-PROPYLCARBAMATE ---CRYSTALS---
• CAS NO: 25216-27-7
• Molecular Formula: C14H15NO2
• Molecular Weight: 229.27
• Mol File: 25216-27-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 72 °C
• Boiling Point: 331.9°Cat760mmHg
• Flash Point: 154.5°C
• Appearance: /
• Density: 1.169g/cm³
• Vapor Pressure: 0.000151mmHg at 25°C
• Refractive Index: 1.625
• PKA: 13.86±0.30(Predicted)
• CAS DataBase Reference: 1-NAPHTHYL N-PROPYLCARBAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-NAPHTHYL N-PROPYLCARBAMATE(25216-27-7)
• EPA Substance Registry System: 1-NAPHTHYL N-PROPYLCARBAMATE(25216-27-7)

Safety Data

• Hazardous Substances Data: 25216-27-7(Hazardous Substances Data)

Usage

General Description

1-Naphthyl N-propylcarbamate is a chemical compound with the formula C16H15NO2. It is a carbamate derivative and is commonly used as a pesticide and insecticide. It works by inhibiting the activity of acetylcholinesterase, an enzyme essential for the proper functioning of the nervous system in insects. This disruption of the nervous system leads to paralysis and ultimately death in the targeted pests. However, it is important to handle 1-naphthyl N-propylcarbamate with caution, as it is toxic to humans and other mammals and can have harmful effects on the environment if not properly managed and disposed of.

InChI:InChI=1/C14H15NO2/c1-2-10-17-14(16)15-13-9-5-7-11-6-3-4-8-12(11)13/h3-9H,2,10H2,1H3,(H,15,16)

Upstream product

• 71-23-8 propan-1-ol 
• 86-84-0 1-Naphthyl isocyanate 
• 627-12-3 1-propyl carbamate 
• 90-14-2 1-Iodonaphthalene 
• 90-13-1 1-Chloronaphthalene 
• 90-11-9 1-Bromonaphthalene 
• 607-56-7 1,3-dinaphthalen-1-ylurea 
• 124-38-9 carbon dioxide 
• 134-32-7 1-amino-naphthalene 
• 106-94-5 propyl bromide 
• 540-54-5 1-Chloropropane 
• 201230-82-2 carbon monoxide 
• 590-28-3 potassium cyanate 
• 3949-34-6 2,4,6-tris-naphthalen-1-yloxy-[1,3,5]triazine 

Relevant articles and documents

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.

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.

Selective Synthesis of Secondary Arylcarbamates via Efficient and Cost Effective Copper-Catalyzed Mono Arylation of Primary Carbamates with Aryl Halides and Arylboronic Acids

Abstract: An efficient, selective and cost-effective procedure has been developed for mono N-arylation of primary alkyl and benzyl carbamates with aryl iodides and bromides by incorporating CuI as an inexpensive and commercially available catalyst. Despite previous reports on C–N coupling reactions, this process does not need expensive ligands and takes advantage of readily available and inexpensive ethylenediamine (EDA) as the ligand. Reaction times were relatively short and related N-arylated carbamates were obtained in excellent yields. Interestingly, replacing CuI with Cu(OAc)2 allowed us to use arylboronic acids as coupling partner for this reaction. All products are well characterized by 1H- and 13C-NMR, MS, melting point, IR and CHNS techniques.