Home
Class 12
CHEMISTRY
Predict all the alkenes that would be fo...

Predict all the alkenes that would be formed by dehydrohalogenation of the following halides with sodium ethoxide in ethanol and identify the major alkene:
(i) 1-Bromo-1-methylcyclohexane , (ii) 2-Chloro-2-methylbutane
(iii) 2,2,3-Trimethyl-3-bromopentane

Text Solution

Verified by Experts

(i) In 1-bromo-1-methylcyclohexane, the `beta`-hydrogens on either side of the Br atom are equivalent, therefore, only 1-alkene is formed.

(ii) 2-Chloro-2-methylbutane has two different sets of equivalent `beta`-hydrogens and hence, in principle, can give two alkenes (I and II). but according to Sayzeff rule, more highly substituted alknene (II), being more stable, is the major product.
`underset("2-Chloro-2-methylbutane")(overset(beta)(C)H_(3)-underset(Cl)underset(|)overset(overset(beta)(C)H_(3))overset(|)(C)-overset(beta)(C)H_(2)CH_(3)) underset(-(HCl))overset(C_(2)H_(5)ON a//C_(2)H_(5)OH)to underset("2-Methylbut-1-ene (I) (Less stable, minor product)")(CH_(2)=overset(CH_(3))overset(|)(C)-CH_(2)CH_(3))+underset("2-Methylbut-2-ene (II) (More stable, major product)")(CH_(3)-overset(CH_(3))overset(|)(C)=CHCH_(3))`
(iii) 3-Bromo-2,2,3-trimethylpentane has two different sets of `beta`-hydrogens and hence, in principle, can give two alkenes (I and II)). but according to Saytzeff rule, more highly substituted alkene (II), being more stable, is the major product.
Doubtnut Promotions Banner Mobile Dark
|

Topper's Solved these Questions

  • HALOALKANES AND HALOARENES

    PRADEEP|Exercise NCERT EXEMPLAR PROBLEMS WITH ANSWERS, HINTS AND SOLUTIONS (MULTIPLE CHOICE QUESTIONS-I)|30 Videos
  • HALOALKANES AND HALOARENES

    PRADEEP|Exercise NCERT EXEMPLAR PROBLEMS WITH ANSWERS, HINTS AND SOLUTIONS (MULTIPLE CHOICE QUESTIONS-II)|11 Videos
  • HALOALKANES AND HALOARENES

    PRADEEP|Exercise NCERT QUESTIONS AND EXERCISES WITH ANSWERS (NCERT INTEXT UNSOLVED QUESTIONS)|9 Videos
  • GENERAL PRINCIPLES AND PROCESSES OF ISOLATION OF ELEMENTS

    PRADEEP|Exercise Curiosity Questions|2 Videos
  • ORGANIC COMPOUNDS CONTAINING NITROGEN

    PRADEEP|Exercise IMPORTANT QUESTIONS FOR BOARD EXAMINATION|27 Videos

Similar Questions

Explore conceptually related problems

Predict all the alkenes that would be formed by dehydrohalogenation of the following alkyl halides with sodium ethoxide in ethanol and identify the major alkene : (i)1-Bromo-1-methylcyclohexane , (ii)2-Chloro-2-methylbutane (iii)2,2,3-Trimethyl-3-bromopentane , (iv)

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

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-chloro -2- methylbutane

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

Predict all the alkenes that would be formed by dehydrohalogenation of following alkyl halides with sodium ethoxide in ethanol. (i) 1-Bromo-1-methylcyclohexane (ii) 2-Chloro-2-methylbutane (iii). 3-Bromo-2,2,3-trimethylpentane.

Predict all the alkenes that would be formed by dehydrohalogenation of the following halides with sodium ehoxide in ethanol and indentify major alkene. a. I- Bromo -1- mehylecyclohexane b. Chcolhexylmethyl bromide c. 2- Chloro -2- ilutane d. 3- Bromopent 1- ene e. 2,2,3- Trimethyl 3- bromopentane.

Predict all the alkenes that would be formed by the dehydrohalogenation of the following halides with sodium ethoxide and identify the major alkene : (i) 2-Chloro-2-methylbutane (ii) 2, 2, 3-trimethyl-3-bromopentane (iii) Cyclohexylmethyl bromide (iv) 1-Bromo-1-methylcyclohexane

(a) Why are haloarenes less reactive than haloalkanes? Explain. (b) Predict the alkenes that would be formed by dehydrohalogenation of the following halides with sodium ethoxide in ethanol and predict the major alkene: (i) 2-Chloro-2-methylbutane (ii) 3-bromo-2, 2, 3-trimethylpentane (c) How is chlorobenzene prepared from benzenediazonium chloride?

(a) Why are haloarenes less reactive than haloalkanes? Explain. (b) Predict the alkenes that would be formed by dehydrohalogenation of the following halides with sodium ethoxide in ethanol and predict the major alkene: (i) 2-Chloro-2-methylbutane (ii) 3-bromo-2, 2, 3-trimethylpentane (c) How is chlorobenzene prepared from benzenediazonium chloride?

Identify all the possible alkenes that would be formed on the dehydrohalogenation of the following organic halides with alcoholic KOH . Also, identify the major alkene. a. 1- Chloropentane b. 2- Chloropentane c. 2-chloro-2-methyl butane d. 2-Chloro-3-methyl butane e. 3- Chloro-2-methyl pentane