1-Naphthaleneacetamide

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1-Naphthaleneacetamide (NAD) is an organic compound with the chemical formula C₁₂H₉NO. It is a derivative of naphthalene and is commonly used in agriculture as a plant growth regulator.

Chemical Properties

1-Naphthaleneacetamide is a white to light yellow crystalline solid. It is soluble in organic solvents such as ethanol, methanol, and acetone, but it is poorly soluble in water. The compound has a melting point of approximately 184-186°C.

Synthesis

The synthesis of 1-Naphthaleneacetamide typically involves the reaction of 1-naphthylacetic acid with ammonia or an amine in the presence of a dehydrating agent. This process results in the formation of the amide bond, converting the carboxylic acid group into an amide.

Applications

1-Naphthaleneacetamide is primarily used in agriculture as a plant growth regulator. It is known to promote fruit set and prevent premature fruit drop in various crops, including apples, pears, and citrus fruits. The compound is also used to enhance the rooting of cuttings in horticulture.

Mechanism of Action

As a plant growth regulator, 1-Naphthaleneacetamide functions by mimicking the action of natural auxins, which are plant hormones that regulate various aspects of growth and development. By influencing cell elongation and division, NAD helps in the formation of roots and the retention of fruits on the plant.

Safety and Handling

1-Naphthaleneacetamide should be handled with care, as it can be irritating to the skin and eyes. Appropriate personal protective equipment (PPE) such as gloves and goggles should be worn when handling the compound. It should be stored in a cool, dry place away from incompatible substances.

See Also

• Naphthalene
• Plant growth regulator
• Auxin
• 1-Naphthylacetic acid