Cl -OCH₂CO₂H Show how 2,4-Dichlorohenoxyacetic acid or 2, 4-D can be 2,4-dichlorophenoxyacetic acid (2,4-D) prepared by a reaction that is similar to the reaction mechanism on the following figure that shows how to synthesize phenoxyacetic acid.
Reactions of Alkyl and Aryl halides
In organic chemistry, an alkyl halide is formed when an atom of hydrogen is switched by a halogen in a hydrocarbon or aliphatic compound. An aryl halide is formed when an atom of hydrogen is substituted by a halogen atom in an aromatic compound. Metals react with aryl halides and alkyl halides and they also go through nucleophilic substitution reactions and elimination reactions.
Zaitsev's Rule in Organic Chemistry
Alexander Zaitsev (also pronounced as Saytzeff), in 1875, prepared a rule to help predict the result of elimination reactions which stated, "The favored product in dehydrohalogenation reactions is that alkene that has the majority of alkyl groups attached to the double-bonded carbon atoms."
Tosylate
Tosylates are important functional groups in organic chemistry, mainly because of two important properties which they possess:
Alkyl Halides
A functional group is a collection of several atoms or bonds with certain characteristic chemical properties and reactions associated with it. There is a presence of a halogen atom (F, Cl, Br, or I; it represents any halogen atom), as a functional group in alkyl halides. Therefore, it can be said that alkanes that contain a halogen compound are called alkyl halides.
![C1-
Cl
-OCH₂CO₂H
Show how 2,4-Dichlorohenoxyacetic acid or 2, 4-D
can be
2,4-dichlorophenoxyacetic acid
(2, 4-D)
prepared by a reaction that is similar to the reaction mechanism on the following figure that
shows how to synthesize phenoxyacetic acid.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F4db97fdb-6fba-41cd-94dc-ba26896db26f%2F036b6ca3-bebd-42fc-bf8f-863b48aef81f%2F3lkbxm_processed.jpeg&w=3840&q=75)
![SYNTHESIS OF PHENOXYACETIC ACID
1) Phenol is treated with NaOH to form sodium phenoxide
+
OH + NaOH
-O¯Na + H₂O
Phenol
Sodium phenoxide
2) Chloroacetic acid is added to the basic solution of sodium phenoxide and immediately neutralized by excess NaOH.
+
CICH₂CO₂H + NaOH
CICH₂CO₂ Na + H₂O
3) Nucleophilic substitution through SN2 mechanism.
e
+
+
o Na CI-CH₂CH₂CO₂ Na
OCH₂CO₂ Na+ NaCl
H
H
-8---C---ci
CO₂Na
4) Neutralization of sodium salt of phenoxyacetic acid with HCl (6 N) yields free phenoxyacetic acid.
+
0
OCH₂CO₂ Na + HCl
o
+
OCH₂CO₂H + NaClH
phenoxyacetic acid
SN2 transition
state](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F4db97fdb-6fba-41cd-94dc-ba26896db26f%2F036b6ca3-bebd-42fc-bf8f-863b48aef81f%2Fdfs8bt_processed.png&w=3840&q=75)
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