1-Chloro-3,5-Dimethylbenzene vs. 5-Chloro-1,3-Dimethylbenzene
What's the Difference?
1-Chloro-3,5-Dimethylbenzene and 5-Chloro-1,3-Dimethylbenzene are both chlorinated derivatives of dimethylbenzene, but they differ in the position of the chlorine atom on the benzene ring. In 1-Chloro-3,5-Dimethylbenzene, the chlorine atom is attached to the first and fifth carbon atoms of the benzene ring, while in 5-Chloro-1,3-Dimethylbenzene, the chlorine atom is attached to the fifth and first carbon atoms. This difference in position affects the physical and chemical properties of the compounds, such as boiling point, melting point, and reactivity.
Comparison
Attribute | 1-Chloro-3,5-Dimethylbenzene | 5-Chloro-1,3-Dimethylbenzene |
---|---|---|
Molecular Formula | C8H9Cl | C8H9Cl |
Common Name | Chloro-m-xylene | Chloro-m-xylene |
Chemical Structure | CH3-C6H3-CH(Cl)-CH3 | CH3-C6H3-CH(Cl)-CH3 |
Boiling Point | 215-216°C | 215-216°C |
Melting Point | - | - |
Further Detail
Introduction
1-Chloro-3,5-Dimethylbenzene and 5-Chloro-1,3-Dimethylbenzene are two different isomers of chloro-substituted dimethylbenzene compounds. These compounds belong to the class of aromatic hydrocarbons and have similar molecular formulas but different structures. In this article, we will compare the attributes of these two isomers, focusing on their physical and chemical properties.
Physical Properties
1-Chloro-3,5-Dimethylbenzene, also known as m-Chloro-m-xylene, is a colorless liquid with a molecular weight of 154.62 g/mol. It has a melting point of -25°C and a boiling point of 214°C. On the other hand, 5-Chloro-1,3-Dimethylbenzene, also known as p-Chloro-m-xylene, is a colorless liquid with a molecular weight of 154.62 g/mol. It has a melting point of -30°C and a boiling point of 214°C. Both compounds are insoluble in water but soluble in organic solvents such as ethanol and ether.
Chemical Properties
1-Chloro-3,5-Dimethylbenzene and 5-Chloro-1,3-Dimethylbenzene exhibit similar chemical properties due to the presence of a chlorine atom on the benzene ring. The chlorine atom can undergo various chemical reactions such as substitution, oxidation, and reduction. These compounds can react with strong acids to form alkyl chlorides or undergo halogenation reactions to form dihalogenated products. Additionally, they can participate in Friedel-Crafts reactions to introduce alkyl or acyl groups onto the benzene ring.
Reactivity
1-Chloro-3,5-Dimethylbenzene and 5-Chloro-1,3-Dimethylbenzene differ in their reactivity towards certain reagents and conditions. For example, 1-Chloro-3,5-Dimethylbenzene is more reactive towards nucleophilic substitution reactions due to the position of the chlorine atom on the benzene ring. On the other hand, 5-Chloro-1,3-Dimethylbenzene is more prone to electrophilic aromatic substitution reactions due to the position of the methyl groups on the benzene ring. This difference in reactivity can lead to the formation of different products in chemical reactions involving these compounds.
Uses
1-Chloro-3,5-Dimethylbenzene and 5-Chloro-1,3-Dimethylbenzene have various industrial applications due to their chemical properties. For example, they are used as intermediates in the synthesis of pharmaceuticals, agrochemicals, and dyes. These compounds can also be used as solvents, plasticizers, and fragrance ingredients in various products. Additionally, they are used in the production of polymers, resins, and coatings for different industrial purposes.
Toxicity
1-Chloro-3,5-Dimethylbenzene and 5-Chloro-1,3-Dimethylbenzene have different levels of toxicity depending on the exposure route and concentration. Both compounds are considered to be moderately toxic and can cause irritation to the skin, eyes, and respiratory tract. Prolonged exposure to high concentrations of these compounds can lead to more severe health effects such as organ damage and neurological disorders. It is important to handle these compounds with care and follow proper safety precautions when working with them.
Conclusion
In conclusion, 1-Chloro-3,5-Dimethylbenzene and 5-Chloro-1,3-Dimethylbenzene are two isomeric compounds with similar molecular formulas but different structures and properties. While they share some physical and chemical attributes, they also exhibit distinct characteristics in terms of reactivity, uses, and toxicity. Understanding the differences between these two compounds is essential for their proper handling and application in various industries.
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