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1-Naphthoyl Chloride
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| Chemical Name | 1-Naphthoyl Chloride |
| Synonyms | 1-Naphthoyl Chloride; 1-(Chlorocarbonyl)naphthalene; 1-Naphthalenecarboxylic Acid Chloride; 1-Naphthoic Acid Chloride; 1-Naphthylcarbonyl Chloride; NSC 9841; α-Naphthoyl Chloride; |
| CAS Number | 879-18-5 |
| Molecular Formula | C11H7ClO |
| Appearance | Clear Colourless Oil |
| Molecular Weight | 190.63 |
| Storage | Refrigerator, under inert atmosphere |
| Solubility | Chloroform (Slightly) |
| Category | Building Blocks; Miscellaneous; |
| Applications | 1-Naphthoyl Chloride acts as a reagent in the preparation of tetrandrine derivatives as antitumor agents against human hepatocellular carcinoma. Identification of acylthiourea derivatives as potent Plk1 PBD inhibitors. |
| Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package |
1-Naphthoyl Chloride: Properties, Synthesis, and Applications
Introduction
1-Naphthoyl Chloride is a highly reactive organic compound with various industrial applications. This article will provide an overview of its properties, synthesis, and applications.
Properties
Chemical Formula and Structure
The chemical formula for 1-Naphthoyl Chloride is C11H7ClO. It has a naphthalene ring system with a carbonyl group (C=O) and a chloride group (-Cl) attached to it.
Physical Properties
1-Naphthoyl Chloride is a pale yellow to light brown crystalline solid with a strong odor. It is insoluble in water but soluble in organic solvents such as ethanol, methanol, and chloroform. Its melting point is 83-85 °C, and its boiling point is 313 °C.
Chemical Properties
1-Naphthoyl Chloride is a highly reactive compound that reacts vigorously with water, alcohols, and amines. It undergoes hydrolysis in the presence of water to produce 1-naphthoic acid and hydrochloric acid. It also reacts with primary and secondary amines to form amides and with alcohols to form esters.
Synthesis
1-Naphthoyl Chloride can be synthesized through several methods. The most common method involves the reaction of 1-naphthoic acid with thionyl chloride (SOCl2) in the presence of a catalyst such as pyridine. The reaction produces 1-Naphthoyl Chloride and sulfur dioxide (SO2) as a byproduct.
Another method involves the reaction of 1-naphthol with phosgene (COCl2) in the presence of a catalyst such as pyridine. The reaction produces 1-Naphthoyl Chloride and hydrogen chloride (HCl) as a byproduct.
Applications
1-Naphthoyl Chloride has various industrial applications. Some of the significant applications include:
Pharmaceuticals
1-Naphthoyl Chloride is used in the synthesis of several pharmaceutical intermediates such as naphthoquinones, naphthoic acid derivatives, and amides. These intermediates are further used in the production of several drugs.
Agrochemicals
1-Naphthoyl Chloride is used in the synthesis of various agrochemicals such as herbicides, fungicides, and insecticides. The compound is used as an intermediate in the production of these agrochemicals.
Dyes and Pigments
1-Naphthoyl Chloride is used in the synthesis of various dyes and pigments. The compound is used as an intermediate in the production of these dyes and pigments.
Other Applications
1-Naphthoyl Chloride is also used in the synthesis of various other organic compounds such as flavoring agents, fragrances, and polymers.
Safety
1-Naphthoyl Chloride is a highly reactive and hazardous compound. It should be handled with care, and proper safety precautions should be taken while working with it. The compound is a skin and eye irritant and can cause severe burns if not handled properly.
Conclusion
1-Naphthoyl Chloride is a highly reactive organic compound with various industrial applications. The compound's properties, synthesis, and applications have been discussed in this article. It is essential to handle the compound with care and take proper safety precautions while working with it.