2951-24-8

Basic information

• Product Name: O-(2-naphthyl) dimethylthiocarbamate
• Synonyms: O-naphthalen-2-yl dimethylcarbamothioate
• CAS NO: 2951-24-8
• Molecular Formula: C₁₃H₁₃NOS
• Molecular Weight: 231.3134
• Mol File: 2951-24-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 339.4°C at 760 mmHg
• Flash Point: 159.1°C
• Density: 1.199g/cm³
• Vapor Pressure: 9.23E-05mmHg at 25°C
• Refractive Index: 1.658
• CAS DataBase Reference: O-(2-naphthyl) dimethylthiocarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: O-(2-naphthyl) dimethylthiocarbamate(2951-24-8)
• EPA Substance Registry System: O-(2-naphthyl) dimethylthiocarbamate(2951-24-8)

Safety Data

• Hazardous Substances Data: 2951-24-8(Hazardous Substances Data)

Usage

General Description

O-(2-naphthyl) dimethylthiocarbamate, also known as DNOC, is a synthetic organic compound that is commonly used as a herbicide and insecticide. It is a white crystalline solid with a faint odor, and is often formulated as a dust or a wettable powder for easy application. DNOC works by inhibiting the enzyme system in plants and insects, ultimately leading to their death. However, it is also toxic to humans and other mammals, and exposure can lead to symptoms such as nausea, vomiting, and abdominal pain. In addition, long-term exposure to DNOC has been linked to more serious health effects, including damage to the liver and kidneys. Due to its toxic properties, the use of DNOC as a pesticide has been limited in many countries.

Upstream product

• 16420-13-6 N,N-Dimethylthiocarbamoyl chloride 
• 135-19-3 β-naphthol 
• 875-83-2 sodium 2-naphtholate 
• 10506-37-3 O-2-naphthalenyl-carbonochloridothioate 

Downstream Products

• 91-60-1 2-Naphthalenethiol 

Relevant articles and documents

Iron(II)/Persulfate Mediated Newman-Kwart Rearrangement

Herein, we report that iron(II)/ammonium persulfate in aqueous acetonitrile mediates the Newman-Kwart rearrangement of O-aryl carbamothioates. Electron-rich substrates react rapidly under moderate heating to afford the rearranged products in excellent yie

β-Naphthyl chlorothionoformate: An efficient, powerful and a new reagent for dealkylation tertiary amines

β-Naphthyl chlorothionoformate is introduced as a powerful dealkylating agent. This reagent reacts rapidly with tertiary amines at room temperature and produces their thiocarbamate derivatives, whose yields were from good to excellent. Rates of reactions and selectivity for alkyl group cleavage in amines were found to be superior or comparable to those previously reported with chloroformates.

Potassium fluoride on alumina: Synthesis of O-aryl N,N-dimethylthiocarbamates and their rearrangement into S-aryl N,N-dimethylthiocarbamates under microwave irradiation

A series of O-aryl N,N-dimethyl thiocarbamates have been prepared by the reaction of dimethylthiocarbamoyl chloride with phenols absorbed on potassium fluoride on alumina. The rearrangement of O-aryl N,N-dimethylthiocarbamate into S-aryl N,N-dimethylthiocarbamate under microwave irradiation was also studied. The use of conductive support like graphite or silicon carbide allow these rearrangements although the O-aryl N,N-dimethylthiocarbamates have very low dielectric lost.