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2-(1-naphthyl)acetamide
Plant growth regulator
synthetic auxin
NOMENCLATURE
Common name 2-(1-naphthyl)acetamide (draft BSI, E-ISO; used in lieu of a common name)
IUPAC name 2-(1-naphthyl)acetamide
Chemical Abstracts name 1-naphthaleneacetamide
Other names a-naphthaleneacetamide; NAD; NAAm CAS RN [86-86-2]
PHYSICAL CHEMISTRY
Mol. wt. 185.2 M.f. C12H11NO Form Colourless crystals. M.p. 184 ºC V.p. <1 ´ 10-2 mPa Solubility In water 39 mg/kg (40 ºC). Soluble in acetone, ethanol, and isopropanol. Insoluble in kerosene. Stability Stable under normal storage conditions. F.p. Non-flammable
COMMERCIALISATION
History Introduced as a thinning agent for apples and pears by Amchem Products, Inc. (now Bayer CropScience). Manufacturers Amvac; Sharda
APPLICATIONS
Mode of action Acts by inducing formation of an abscission zone in the peduncle. Uses Used for thinning many varieties of apples and pears; and to prevent premature fruit fall in apples and cherries. Formulation types WP. Selected products: 'Amid-Thin' (Amvac, Bayer CropScience)
OTHER PRODUCTS
Mixtures: 'Amcotone' (+ 1-naphthylacetic acid) (Amvac) Discontinued products: 'Rootone' * (Rhône-Poulenc)
ANALYSIS
Product analysis by glc. Residues determined by glc or hplc. Details available from Bayer CropScience.
MAMMALIAN TOXICOLOGY
Oral Acute oral LD50 for rats c. 1690 mg/kg. Skin and eye Acute percutaneous LD50 for rabbits >2000 mg/kg; minimally irritating to skin, severely to eyes. Toxicity class WHO (a.i.) U; EPA (formulation) III
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