Chapter 22: Problem 51
Use structural formulas to write equations for the fol- lowing reactions. a. the substitution reaction between 2 -chloropropane and water yielding 2 -propanol and hydrogen chloride b. the addition reaction between 3 -hexene and chlorine yielding \(3,4\) -dichlorohexane
Short Answer
Expert verified
The structural formulas for the given reactions are:
a. Substitution Reaction:
\[CH_3 - CHCl - CH_3 + H_2O \rightarrow CH_3 - CHOH - CH_3 + HCl\]
b. Addition Reaction:
\[CH_3 - CH_2 - CH = CH - CH_2 - CH_3 + Cl_2 \rightarrow CH_3 - CH_2 - CHCl - CHCl - CH_2 - CH_3\]
Step by step solution
01
Identify the reactants and products in the reaction
In this substitution reaction, 2-chloropropane will react with water to give 2-propanol and hydrogen chloride as products.
02
Draw the structural formulas for the reactants
The structural formulas for 2-chloropropane and water are:
\[CH_3 - CHCl - CH_3 \] (2-chloropropane)
\[H_2O\] (water)
03
Draw the structural formulas for the products
The structural formulas for 2-propanol and hydrogen chloride are:
\[CH_3 - CHOH - CH_3\] (2-propanol)
\[HCl\] (hydrogen chloride)
04
Write the equation using the structural formulas
Now, we can write the substitution reaction between 2-chloropropane and water as follows:
\[CH_3 - CHCl - CH_3 + H_2O \rightarrow CH_3 - CHOH - CH_3 + HCl\]
Reaction (b) - Addition Reaction
05
Identify the reactants and products in the reaction
Here, 3-hexene will undergo an addition reaction with chlorine, leading to the formation of 3,4-dichlorohexane as the product.
06
Draw the structural formulas for the reactants
The structural formulas for 3-hexene and chlorine are:
\[CH_3 - CH_2 - CH = CH - CH_2 - CH_3\] (3-hexene)
\[Cl_2\] (chlorine)
07
Draw the structural formulas for the product
The structural formula for 3,4-dichlorohexane is:
\[CH_3 - CH_2 - CHCl - CHCl - CH_2 - CH_3\] (3,4-dichlorohexane)
08
Write the equation using the structural formulas
Finally, we can write the addition reaction between 3-hexene and chlorine as follows:
\[CH_3 - CH_2 - CH = CH - CH_2 - CH_3 + Cl_2 \rightarrow CH_3 - CH_2 - CHCl - CHCl - CH_2 - CH_3\]
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Substitution Reaction
A substitution reaction is a type of chemical reaction where one atom or group of atoms in a molecule is replaced by another atom or group. This kind of reaction is quite common in organic chemistry.
Let's break down an example of a substitution reaction to help understand better. Consider the reaction between 2-chloropropane and water, resulting in 2-propanol and hydrogen chloride.
In this reaction:
Let's break down an example of a substitution reaction to help understand better. Consider the reaction between 2-chloropropane and water, resulting in 2-propanol and hydrogen chloride.
In this reaction:
- 2-chloropropane (\[ \text{CH}_3 - \text{CHCl} - \text{CH}_3 \]) acts as the substrate.
- Water (\[ \text{H}_2\text{O} \]) provides the 'OH' group that will replace the chlorine atom.
- The products formed are 2-propanol (\[ \text{CH}_3 - \text{CHOH} - \text{CH}_3 \]) and hydrogen chloride (\[ \text{HCl} \]).
Addition Reaction
An addition reaction involves the combination of molecules, where atoms or groups are added to a molecule without removing any part of the initial molecule. This type of reaction is especially significant in the context of unsaturated compounds, like alkenes and alkynes.
To illustrate, let's examine the reaction between 3-hexene and chlorine, forming 3,4-dichlorohexane.
Here's what happens:
To illustrate, let's examine the reaction between 3-hexene and chlorine, forming 3,4-dichlorohexane.
Here's what happens:
- 3-hexene (\[ \text{CH}_3 - \text{CH}_2 - \text{CH} = \text{CH} - \text{CH}_2 - \text{CH}_3 \]) has a double bond that is reactive.
- Chlorine (\[ \text{Cl}_2 \]) participates by breaking the double bond to form new single bonds.
- This generates 3,4-dichlorohexane (\[ \text{CH}_3 - \text{CH}_2 - \text{CHCl} - \text{CHCl} - \text{CH}_2 - \text{CH}_3 \]).
Structural Formulas
Structural formulas are diagrams used to represent the arrangement of atoms within a molecule. These help us visualize the molecule's geometry and the types of bonds between atoms, providing great insight into their interactions in chemical reactions.
In the context of substitution and addition reactions:
In the context of substitution and addition reactions:
- Structural formulas differ from molecular formulas in that they show how the atoms are connected, not just their numbers.
- For organic molecules, they display how the carbon skeleton is assembled.
- They can also illustrate changes in the molecules, such as breaking a bond in an addition reaction or replacing a group in a substitution reaction.
Organic Chemistry
Organic chemistry is the branch of chemistry that studies the structure, properties, composition, reactions, and synthesis of organic compounds, which by definition contain carbon. This field is vast and includes several types of reactions including substitution and addition reactions, as discussed.
Here are a few fundamental aspects:
Here are a few fundamental aspects:
- Organic compounds mainly consist of carbon atoms connected by covalent bonds to hydrogen, and sometimes include other elements such as oxygen, nitrogen, and halogens.
- This field explores a wide variety of complex compounds and reactions, focusing on lifecycle processes in living organisms but also material sciences.
- Substitution and addition reactions are core processes studied in organic chemistry, as they allow for the transformation of simple molecules into more complex structures.