1- Naphthyl N-methylcarbamate

Most of the older methods of fluorimetric analysis of pesticides involved hydrolysis to form fluorescent anions. Co-ral (coumaphos) [147] was hydrolyzed in alkali to the hydroxybenzopyran, which was subsequently determined by means of its fluorescence. Guthion (azinphosmethyl) was hydrolyzed to anthranilic acid for fluorimetric analysis [148,149]. A method was developed [150] for Maretin (N-hydroxynaphthalimide diethyl phosphate) in fat and meat which involved hydrolysis in 0.5 M methanolic sodium hydroxide followed by determination of the fluorescence of the liberated naphthalimide moiety. Carbaryl (1-naphthyl N-methylcarbamate) and its metabolites have been determined by a number of workers using base hydrolysis and the fluorescence of the resulting naphtholate anion [151-153]. Nanogram quantities of the naphtholate anion could be detected. Zectran (4-dimethylamino-3,5-xylyl N-methylcarbamate) has been determined by the fluorescence of its hydrolysis product [154]. The fluorescence behaviour of other carbamate insecticides in neutral and basic media has been reported [155]. Gibberellin spray used on cherries has been determined fluorimetrically after treatment with strong acid [156]. Benomyl (methyl N-[l-(butylcarbamoyl)-2-benzimidazolyl]carbamate) has been analyzed by fluorimetry after hydrolysis to 2-aminobenzimidazole [157]. 

NAPHTHYL METHYLCARBAMATE see CBM750 1-NAPHTHYL N-METHYLCARBAMATE see CBM750 a-NAPHTHYL METHYLCARBAXIATE see CBM750 a-NAPHTHYL N-METHYLCARBAMATE see CBM750 1-NAPHTHYL-N-METHYL-KARBA.MAT see CBM750... 

Synonyms 1-Naphthyl-N-methylcarbamate At-oxan Caprolin Carbacide Carbamine Carbex ... 

A stirred mixture of 1-naphthol and 2 moles of the same reagent treated dropwise with 2 moles of phosphorus oxychloride and reaction continued for 7 hours at 60°C afforded after work-up by quenching with ice-cold water an 88% yield of 1-naphthyl N-methylcarbamate (ref.31). 

SYNONYMS alpha-naphthyl n-methylcarbamate, 1-naphthyl n-methylcarbamate,... 

Dermal exposure to captan and benomyl by strawberry harvesters has been the subject of several previous studies (1.2.3). This field study was designed to test a number of hypotheses and the reproducibility of dermal exposure rate measurements taken under field conditions. Most of our past studies have not been designed for a particular pesticide but were modified to accommodate the pesticide chosen by the grower to control a certain pest. In this case, the pesticide was carbaryl (1-naphthyl N-methylcarbamate) an insecticide used to control the spittlebug and leafroller. Our results could then he compared with those obtained by Maitlen and co-workers (A) who studied workers exposed to carbaryl in an apple orchard. Furthermore, attempts will be made to test possible positive correlations between age and dermal dose rate versus productivity and dermal dose rate versus age of harvesters. Difference of dermal exposure due to age or... 

The determination limit of carbaryl (1-naphthyl-N-methylcarbamate) which is 0.2 mg/1 by the direct method can be lowered to 0.05 mg/1 after nitration of the extracted samples. Glyphosate (N-phosphonomethylglycine) traces in water and in crops and soils are determined after conversion to a nitroso derivative. ... 

In comparison with the 2-isomer, 1-naphthol is of relatively little importance as a dyestuff component. Its main use is in the production of the insecticide 1-naphthyl N-methylcarbamate (carbaryl), which was one of the most important organic pesticides used in the USA in the 1970 s. 

PROBLEM 14.15 The highly effective, biodegradable insecticide Sevin is a urethane called 1-naphthyl-N-methylcarbamate. It is made from methyl isocyanate and 1-naphthol. Using eq. 14.28 as a guide, write an equation for its preparation. 

Lambrech of Union Carbide Corporation was issued two patents (19-20) covering the synthesis of 1-naphthyl N-methylcarbamate, known by the tradename Sevin, and its use as a insecticide. In method 1, 1-naph-thol or its sodium salt reacted with phosgene to give 1-naphthyl chloroformate which when reacted with methylamine afforded Sevin in excellent yield. 

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