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之间的区别Geminal and Vicinal Dihalides

April 19, 2020Posted byMadhu

Thekey differencebetween geminal and vicinal dihalides is thatgeminal dihalides have bothhalidegroups attached to the same carbon atom whereas vicinal dihalides have their two halide groups attached to two adjacent carbon atoms in the same compound.

The terms geminal and vicinal are used with chemical compounds having substitutes. These terms distinguish compounds according to the location of substitutes compared to each other.

CONTENTS

1.Overview and Key Difference
2.What are Geminal Dihalides
3.What are Vicinal Dihalides
4.Side by Side Comparison – Geminal vs Vicinal Dihalides in Tabular Form
5.Summary

What are Geminal Dihalides?

Geminal dihalides are organic compounds containing two halide groups attached to the same carbon atom. Halides are the anions ofhalogenatoms. A halogen is an atom of any chemical element of the group 7 of the periodic table. When the two halide groups are attached to the same carbon atom, it makes the compoundachiralat that carbon point (shows no mirror images that are non-superimposable).

之间的区别Geminal and Vicinal Dihalides

Figure 01: Formation of a Geminal Dihalide

Moreover, the hybridization of this carbon atom is either sp2 or sp3 because other than the two halide groups, there can be either one or two carbon or氢原子bonded to this particular carbon atom. The geometry around this carbon centre is either trigonal planar (if the hybridization of the carbon atom is sp2) or tetrahedral (if the hybridization is sp3). The general name of geminal dihalides is alkylidene dihalide.

What are Vicinal Dihalides?

Vicinal dihalides are organic compounds having two halide groups attached to two adjacent carbon atoms of the same chemical compound. The halide group can be any of the anions formed from halogens. When the two halide groups are attached to the same carbon atom, there is a possibility for the compound to be chiral if there are no two similar groups are attached to the same carbon.

Key Difference - Geminal vs Vicinal Dihalides

Figure 02: Formation of a Vicinal Dihalide

此外,杂化化合物的se two adjacent carbon atoms can be sp, sp2 or sp3, depending on the type of covalent bonds around them. For example, if there is a triple bond between two carbon atoms, then the compound has sp hybridization, and the geometry around the carbon atoms is linear). Similarly, if there is a double bond between these two carbon atoms bearing the halide groups, then those are sp2 hybridized carbon atoms, and the geometry around them is trigonal planar.

What is the Difference Between Geminal and Vicinal Dihalides?

The key difference between geminal and vicinal dihalides is that geminal dihalides have both halide groups attached to the same carbon atom whereas vicinal dihalides have their two halide groups attached to two adjacent carbon atoms in the same compound.

When the two halide groups are attached to the same carbon atom, it makes the compound achiral at that carbon point (shows no mirror images that are non-superimposable). When the two halide groups are attached to the same carbon atom, there is a possibility for the compound to be chiral if there are no two similar groups are attached to the same carbon.

In geminal dihalides, the hybridization of the carbon atom bearing the halide groups is either sp2 or sp3 because other than the two halide groups, there can be either one or two carbon or hydrogen atoms bonded to this particular carbon atom. In vicinal dihalides, hybridization of the compound around two adjacent carbon atoms bearing the halide groups can be sp, sp2 or sp3, depending on the type of covalent bonds around them.

之间的区别Geminal and Vicinal Dihalides - Tabular Form

Summary – Geminal vs Vicinal Dihalides

The terms geminal and vicinal are used with chemical compounds having substitutes. These terms distinguish the compounds according to the location of substitutes compared to each other. The key difference between geminal and vicinal dihalides is that geminal dihalides have both halide groups attached to the same carbon atom whereas vicinal dihalides have their two halide groups attached to two adjacent carbon atoms in the same compound.

Reference:
1. “Vicinal Dihalide.”Encyclopædia Britannica, Encyclopædia Britannica, Inc.,Available here.
Image Courtesy:
1. “Cyclohexyl methyl ketone to gem-dichloride” By Baconunderwear at English Wikipedia – Transferred from en.wikipedia to Commons by Ronhjones using CommonsHelper (Public Domain) viaCommons Wikimedia
2. “Synthesis of alkenes from vicinal dihalides2” By Pete Davis – Own work (Public Domain) viaCommons Wikimedia

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Filed Under:Organic Chemistry

About the Author:Madhu

Madhu is a graduate in Biological Sciences with BSc (Honours) Degree and currently persuing a Masters Degree in Industrial and Environmental Chemistry. With a mind rooted firmly to basic principals of chemistry and passion for ever evolving field of industrial chemistry, she is keenly interested to be a true companion for those who seek knowledge in the subject of chemistry.

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