Draw the Structure of cis-2,3-dibromo-2-hexene: A Comprehensive Guide

Draw The Structure For Cis 2 3 Dibromo 2 Hexene – Welcome to the fascinating world of organic chemistry, where we delve into the intricate realm of molecular structures. Today, our focus is on cis-2,3-dibromo-2-hexene, a captivating compound with unique properties and diverse applications. Embark on this journey with us as we explore its structure, nomenclature, properties, and more, promising an adventure filled with intriguing insights and practical knowledge.

Structural Formula

The structural formula of cis-2,3-dibromo-2-hexene is:

CH ₃-CH=CH-CHBr-CHBr-CH ₃

The skeletal structure is shown below:

CH3-CH=CH-CHBr-CHBr-CH3 

The molecule has a double bond between the second and third carbon atoms, and two bromine atoms attached to the second and third carbon atoms. The “cis” prefix indicates that the two bromine atoms are on the same side of the double bond.

IUPAC Nomenclature

IUPAC nomenclature is a systematic method of naming organic compounds. It is based on the structure of the compound and assigns a unique name to each compound.

The IUPAC name for cis-2,3-dibromo-2-hexene is derived from the following rules:

Root Word

The root word “hex” indicates that the parent chain has six carbon atoms.

Prefixes

• “cis-” indicates that the two bromine atoms are on the same side of the double bond.
• “2,3-dibromo-” indicates that there are two bromine atoms attached to the second and third carbon atoms of the parent chain.

Suffix, Draw The Structure For Cis 2 3 Dibromo 2 Hexene

“ene” indicates that the compound contains a double bond.

Molecular Properties

Cis-2,3-dibromo-2-hexene is a non-polar, organic compound. Its molecular properties are influenced by the presence of two bromine atoms and the double bond.

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Molecular Weight

The molecular weight of cis-2,3-dibromo-2-hexene is 235.95 g/mol. The two bromine atoms contribute significantly to the molecular weight, each adding approximately 80 g/mol.

Boiling Point

The boiling point of cis-2,3-dibromo-2-hexene is 218-220 °C. The bromine atoms increase the boiling point compared to hexene due to stronger intermolecular forces, particularly van der Waals forces.

Solubility

Cis-2,3-dibromo-2-hexene is insoluble in water but soluble in organic solvents like diethyl ether and chloroform. The non-polar nature of the compound makes it more compatible with non-polar solvents.

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Returning to our chemical structure, cis-2,3-dibromo-2-hexene contains a six-carbon chain with two bromine atoms attached to the second and third carbon atoms. Remember, understanding structural formulas is crucial for comprehending chemical reactions and properties.

Physical Properties

Cis-2,3-dibromo-2-hexene is a colorless to pale yellow liquid with a pungent odor. It has a refractive index of 1.549 at 20 °C.

The physical properties of cis-2,3-dibromo-2-hexene are influenced by its molecular structure. The presence of two bromine atoms on adjacent carbon atoms creates a polar molecule. This polarity results in the liquid’s high refractive index and pungent odor.

Appearance

Cis-2,3-dibromo-2-hexene is a colorless to pale yellow liquid at room temperature.

Odor

Cis-2,3-dibromo-2-hexene has a pungent odor. The odor is caused by the presence of the two bromine atoms.

Refractive Index

The refractive index of cis-2,3-dibromo-2-hexene is 1.549 at 20 °C. The refractive index is a measure of how much light is bent when it passes through a substance. The high refractive index of cis-2,3-dibromo-2-hexene is due to the presence of the two bromine atoms.

Chemical Properties

Cis-2,3-dibromo-2-hexene possesses unique chemical properties due to the presence of bromine atoms and its molecular structure.

The bromine atoms in cis-2,3-dibromo-2-hexene contribute to its reactivity and stability. They are electrophilic and can participate in various chemical reactions.

Reactivity

• Addition reactions:Cis-2,3-dibromo-2-hexene undergoes addition reactions with nucleophiles, such as HBr, to form 1,2-dibromo-3-hexene.
• Elimination reactions:In the presence of a strong base, cis-2,3-dibromo-2-hexene can undergo elimination reactions to form 2-bromo-2-hexene.

Stability

The cis configuration of the bromine atoms makes cis-2,3-dibromo-2-hexene less stable than the trans isomer. The bromine atoms are in close proximity and experience steric hindrance, leading to a higher energy state.

Potential Reactions

• Hydrolysis:Cis-2,3-dibromo-2-hexene can undergo hydrolysis in the presence of water to form 2,3-dihydroxy-2-hexene.
• Oxidation:The bromine atoms in cis-2,3-dibromo-2-hexene can be oxidized to form dibromoacetone.

Applications: Draw The Structure For Cis 2 3 Dibromo 2 Hexene

Cis-2,3-dibromo-2-hexene finds applications in various fields due to its unique properties, including its reactivity and ability to undergo specific reactions.

In organic synthesis, it is commonly used as a building block for the preparation of more complex molecules. Its dibromo functionality allows for versatile transformations, making it a valuable intermediate in the synthesis of various organic compounds.

Materials Science

In materials science, cis-2,3-dibromo-2-hexene is employed in the production of polymers and plastics. Its ability to undergo cross-linking reactions makes it a useful component in the development of polymeric materials with enhanced properties.

Summary

As we conclude our exploration of cis-2,3-dibromo-2-hexene, we marvel at the intricate dance of atoms and bonds that define its structure and properties. From its IUPAC nomenclature to its physical and chemical characteristics, this compound has unveiled a wealth of knowledge, leaving us with a deeper appreciation for the molecular world.

Remember, the pursuit of scientific understanding is an ongoing endeavor, and we encourage you to continue unraveling the mysteries of chemistry, one molecule at a time.