1357 Views

An organic halide c2h4cl2 gives an unsaturated hydrocarbon on treatment with alcoholic KOH but ethanol on reac with aq KOH the dihalide is??


Sameer Sahoo 8th Dec, 2018
Answer (1)
Mohammed Inamul 9th Dec, 2018

Aqueous KOHKOH is alkaline in nature i.e. it dissociates to produce a hydroxide ion. These hydroxide ions act as a strong nucleophile and replace the halogen atom in an alkyl halide.

RCl+KOH(aq)⟶ROH+KClRCl+KOH(aq)⟶ROH+KCl

This results in the formation of alcohol molecules and the reaction is known as nucleophilic substitution reaction.

Alcoholic, KOHKOH, specially in ethanol, produces C2H5O−CX2HX5OX− ions. The C2H5O−CX2HX5OX− ion is a stronger base than the OH−OHX− ion. Thus,the former abstracts the ß-hydrogen of an alkyl halide to produce alkenes. This reaction is known as elimination reaction.

CH3CH2Br+KOH(alc)⟶H2C=CH2+KBr+H2O


Alc KOH dissociates in water to give RO- ions which is a strong base and abstracts hydrogen giving rise to elimination where Aq KOH dissociates in water giving - OH  ions which is a good nucleophile and prefers substitution.

Alkyl chloride in the presence of aqueous KOH gives substitution product .In an aqueous solution, KOH completely ionizes to give hydroxide ions. OH− ion is a strong nucleophile, which can easily substitute the strong leaving chloride ion and leads to the formation of alcohol.

R-Cl + Aq. KOH → R – OH + KCl


On the other hand, alkyl chloride containing β-hydrogen atom with alcoholic KOH solution undergo elimination reaction to give alkene as major product. An alcoholic solution of KOH produce alkoxide (RO−) ion, which is a strong base. it can easily abstract a β – hydrogen atom the from β – carbon of alkyl chloride and form an alkene as major product.

Alcoholic KOH is used to form Alkene from Alkyl Halides.where as aqueous KOH is used to form alcohols from Alkyl Halides.

Related Questions

UPES Integrated LLB Admission...
Apply
Ranked #28 amongst Institutions in India by NIRF | Ranked #1 in India for Academic Reputation by QS University Rankings | 16.6 LPA Highest CTC
SLAT 2025 - The Symbiosis Law...
Apply
Conducted by Symbiosis International (Deemed University) | Ranked #5 in Law by NIRF | Ranked #2 among best Pvt Universities by QS World Rankings
Jindal Global Law School Admi...
Apply
Ranked #1 Law School in India & South Asia by QS- World University Rankings | Merit cum means scholarships
Symbiosis Law School Pune Adm...
Apply
NAAC A++ Accredited | Ranked #5 by NIRF
Nirma University Law Admissio...
Apply
Grade 'A+' accredited by NAAC
ISBR Business School PGDM Adm...
Apply
180+ Companies | Highest CTC 15 LPA | Average CTC 7.5 LPA | Ranked as Platinum Institute by AICTE for 6 years in a row | Awarded Best Business Scho...
View All Application Forms

Download the Careers360 App on your Android phone

Regular exam updates, QnA, Predictors, College Applications & E-books now on your Mobile

150M+ Students
30,000+ Colleges
500+ Exams
1500+ E-books