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Part-A Studies on 2-methyl indoline derivatives…..<br />

A.1 INTRODUCTION TO INDOLE SYSTEM<br />

Indole (2, 3-benzopyrrole, ketole, 1-benzazole; C8H7N) is an aromatic<br />

heterocyclic organic compound. It has a bicyclic structure, consisting of a sixmembered<br />

benzene ring fused to a five-membered nitrogen-containing pyrrole<br />

ring. The participation of the nitrogen lone electron pair in the aromatic ring<br />

means that indole is not a base, and it does not behave like a simple amine.<br />

Indole is a solid at room temperature. Indole can be produced by<br />

bacteria as a degradation product of the amino acid tryptophan. It occurs<br />

naturally in human feces and has an intense fecal odor. At very low<br />

concentrations, however, it has a flowery smell, and is a constituent of many<br />

flower scents (such as orange blossoms) and perfumes. It also occurs in coal<br />

tar.<br />

Many researchers have described synthesis of indole and its<br />

derivatives along with its applications in literature. 1-47<br />

A.1.1 PHYSICAL PROPERTIES OF INDOLE<br />

5<br />

6<br />

4<br />

7<br />

Indole is a white coloured solid, melting at 52-54°C and boiling at 253-<br />

254 °C. 0.19 gm of indole is soluble in 100 ml of hot water. Indole is soluble in<br />

alchohol, ethylacetate etc. Indole is having planar molecular shape, 1.22<br />

g/cm 3 density and 2.11 D dipole moment in benzene. All indole derivatives<br />

show certain family resemblances to indole 4 , but striking changes can be<br />

brought about by substitution of groups in the pyrrole ring. Thus, the fecal-like<br />

Department of Chemistry, <strong>Saurashtra</strong> <strong>University</strong>, Rajkot – 360 005 12<br />

3<br />

N<br />

H<br />

1<br />

Fig. A.1<br />

2

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