Predict all the alkenes that would be formed by dehydrohalogenation of the following halides with sodium ethoxide in ethanol and identify the major alkene:
2,2,3-Trimethyl-3-bromopentane.
Download our app for free and get startedPlay store

In the  2, 2, 3-Trimethyl-3 bromopentane compounds, there are two different $\beta-\text{hydrogen}$ atoms. Thus, dehydrohalgenation of the compounds yields two alkenes.

Saytzeff’s rule implies that in dehydrohalgenation reaction, the alkene having a greater number of alkyl groups attached to a doubly bonded carbon atoms is perferably produced. Hence, alkene (I) is the major product in this reaction.
art

Download our app
and get started for free

Experience the future of education. Simply download our apps or reach out to us for more information. Let's shape the future of learning together!No signup needed.*

Similar Questions

  • 1
    What happens when bromine attacks $\ce{CH_2=CH–CH_2–C \equiv CH}$?
    View Solution
  • 2
    Discuss the role of Lewis acids in the preparation of aryl bromides and chlorides in the dark.
    View Solution
  • 3
    Name the following halides according to $\text{IUPAC}$ system and classify them as alkyl, allyl, benzyl $($primary, secondary, tertiary$),$ vinyl or aryl halides: $\ce{CH_3CH_2CH(CH_3)CH(C_2H_5)Cl}.$
    View Solution
  • 4
    Read the given passage and answer the questions number $1$ to $5$ that follow$:$
    The substitution reaction of alkyl halide mainly occurs by $S_N1$ or $S_N2$ mechanism. Whatever mechanism alkyl halides follow for the substitution reaction to occur, the polarity of the carbon halogen bond is responsible for these substitution reactions. The rate of $S_N1$ reactions are governed by the stability of carbocation whereas for $S_N2$ reactions steric factor is the deciding factor. If the starting material is a chiral compound, we may end up with an inverted product or racemic mixture depending upon the type of mechanism followed by alkyl halide. Cleavage of ethers with $HI$ is also governed by steric factor and stability of carbocation, which indicates that in organic chemistry, these two major factors help us in deciding the kind of product formed.
    Predict the stereochemistry of the product formed if an optically active alkyl halide undergoes substitution reaction by $S_N2$ mechanism.
    View Solution
  • 5
    Draw the structures of major monohalo products in each of the following reaction:
    $\text{CH}_3\text{CH}_2\text{Br}+\text{NaI}\rightarrow$
    View Solution
  • 6
    Predict all the alkenes that would be formed by dehydrohalogenation of the following halides with sodium ethoxide in ethanol and identify the major alkene:
    1-Bromo-1-methylcyclohexane
    View Solution
  • 7
    Name the following halides according to $\text{IUPAC}$ system and classify them as alkyl, allyl, benzyl $($primary, secondary, tertiary$),$ vinyl or aryl halides: $\ce{(CH_3)_2CHCH(Cl)CH_3}$.
    View Solution
  • 8
    Benzyl chloride undergoes $\ce{S_N1}$ reaction faster than cyclohexyl methylchloride. Why?
    View Solution
  • 9
    How will you bring about the following conversion?
    Ethanol to but-1-yne.
    View Solution
  • 10
    Write the structure of the major organic product in each of the following reaction:
    $\text{CH}_3\text{CH}_2\text{CH}=\text{CH}_2+\text{HBr}\xrightarrow{\text{peroxide}}$
    View Solution