Sudan 1
SYNTHESIS OF 1-PHENYLAZO-2-NAPHTHOL
ABSTRACT
Amines are compounds composed of nitrogen atoms bearing alkyl or aromatic compounds. Amines undergo interesting reactions, one of which is with the reaction with nitrous acid producing an azo dye. In this study, the experiment focused on synthesizing an observing the physical properties of Sudan-1. Sudan-1 is of the most common dyes found in waxes, oils and in some food ingredients specifically curry and chilli powder. Furthermore, this study aimed to understand the mechanism behind the synthesis of 1-phenylazo-2-naphtol. To be able to synthesize Sudan-1, preparation of phenyldiazonium chloride solution and β- naphthol solution were done. Ingrain dyeing was also done in this experiment. The synthesis of Sudan-1 has a two-step reaction – diazotization and coupling reactions. Diazotization is the formation of diazonium salt, meanwhile, the coupling reaction took place when an activated aromatic compound, β-naphtol was reacted with the diazonium salt, benzene diazonium chloride, to form the azo compound known as the 1-phenylazo-2-naphthol. As a result, an orange-red precipitate was formed after series of reaction. Hence, all the said objectives in this experiment were achieved.
INTRODUCTION
Amines are compounds that are composed of a nitrogen atom bearing alkyl or aromatic groups. They are basic and nucleophilic because of their lone pair. They occur both in plants and animals. Amines produces some of the most interesting effects and of the common reaction of aminewith nitrous acid producing a dye[4]. Alizarin, for example is a red dye extracted from madder root used by Egyptians and Persians. However, in this experiment, it aimed to produce a dye commonly known as Sudan-1.
Sudan-1 is a lysochrome with the chemical formula 1-phenylazo-2-naphthol. It is a powdered substance with an orange-red color. This azo dye is most commonly found in waxes, oils, and also in some food coloring ingredients – curry powder and chili
ABSTRACT
Amines are compounds composed of nitrogen atoms bearing alkyl or aromatic compounds. Amines undergo interesting reactions, one of which is with the reaction with nitrous acid producing an azo dye. In this study, the experiment focused on synthesizing an observing the physical properties of Sudan-1. Sudan-1 is of the most common dyes found in waxes, oils and in some food ingredients specifically curry and chilli powder. Furthermore, this study aimed to understand the mechanism behind the synthesis of 1-phenylazo-2-naphtol. To be able to synthesize Sudan-1, preparation of phenyldiazonium chloride solution and β- naphthol solution were done. Ingrain dyeing was also done in this experiment. The synthesis of Sudan-1 has a two-step reaction – diazotization and coupling reactions. Diazotization is the formation of diazonium salt, meanwhile, the coupling reaction took place when an activated aromatic compound, β-naphtol was reacted with the diazonium salt, benzene diazonium chloride, to form the azo compound known as the 1-phenylazo-2-naphthol. As a result, an orange-red precipitate was formed after series of reaction. Hence, all the said objectives in this experiment were achieved.
INTRODUCTION
Amines are compounds that are composed of a nitrogen atom bearing alkyl or aromatic groups. They are basic and nucleophilic because of their lone pair. They occur both in plants and animals. Amines produces some of the most interesting effects and of the common reaction of aminewith nitrous acid producing a dye[4]. Alizarin, for example is a red dye extracted from madder root used by Egyptians and Persians. However, in this experiment, it aimed to produce a dye commonly known as Sudan-1.
Sudan-1 is a lysochrome with the chemical formula 1-phenylazo-2-naphthol. It is a powdered substance with an orange-red color. This azo dye is most commonly found in waxes, oils, and also in some food coloring ingredients – curry powder and chili
Cited: 1. Brown, William H. et al. Introduction to Organic Chemistry. 3rd edition. New Jersey: John Wiley and Sons, Inc. 2005. 2. Bruice, Paula Y. 2009. Organic Chemistry. Upper Saddle River NJ : Academic Internet Publishers 3 4. McMurry, John. 2010. Foundations of Organic Chemistry. Singapore: Cengage Learning Asia Pte. Ltd 5