Benzyl Chloride.
Benzyl chloride is the simplest side-chain halide.
Preparation of Benzyl Chloride.
(1) By passing chlorine into boiling toluene inwards the presence of UV low-cal till the required increment inwards weight is reached.
Physical Properties Of Benzyl Chloride.
Benzyl chloride is a colourless unpleasant smelling liquid, bp 179C. it is vapours bring irritating activity on olfactory organ together with eyes, causing period of time of tears. It is insoluble inwards H2O exactly soluble inwards nearly organic solvents.
In the molecular orbital model of benzyl ion, the p orbitals of the Cl atom overlap amongst the available p orbitals of the benzene holler upward carbons. The extended molecular orbital has the positive accuse of the benzyl ion distributed over all the 7 carbons due to delocalization of electron. This makes the benzyl ion greatly stable.
Chemical Properties Of Benzyl Chloride.
Benzyl chloride is many times to a greater extent than reactive than alkyl halides. The increased reactivity of the chlorine atom is due to the possess formation of a stable carbonium ion.
The stability of the benzyl carbonium ion (C6H5CH2+) arises from the distribution of the positive accuse over the benzene holler upward due to resonance.
Benzyl chloride gives the next reactions:
(1) Nucleophilic Displacement Reactions. It undergoes nucleophilic displacement reactions similar the alkyl halides.Thus,
(2) Wurtz Reaction. Upon handling amongst sodium metallic it gives bibenzyl (Cf: alkyl halides).
(3) Formation of Grignard Reagent.
(4) Oxidation. When treated amongst dilute nitric acid or alkaline metal potassium permanganate, the CH2Cl grouping is oxidised to COOH group, forming benzoic acid.
(5) Reduction. When reduced amongst Zn-Cu couple, it yields toluene.
(6) Electrophilic Aromatic Substitution. It gives the green electrophilic commutation reactions of the benzene holler upward inwards ortho and para positions. For example.
Benzyl chloride gives the next reactions:
(1) Nucleophilic Displacement Reactions. It undergoes nucleophilic displacement reactions similar the alkyl halides.Thus,
(2) Wurtz Reaction. Upon handling amongst sodium metallic it gives bibenzyl (Cf: alkyl halides).
(3) Formation of Grignard Reagent.
(4) Oxidation. When treated amongst dilute nitric acid or alkaline metal potassium permanganate, the CH2Cl grouping is oxidised to COOH group, forming benzoic acid.
(5) Reduction. When reduced amongst Zn-Cu couple, it yields toluene.
(6) Electrophilic Aromatic Substitution. It gives the green electrophilic commutation reactions of the benzene holler upward inwards ortho and para positions. For example.
Benzyl Chloride Uses.
Benzyl Chloride is used.
- For the industry of benzyl alcohol, benzylamine, together with benzaldehyde.
- For introducing benzyl grouping inwards organic molecules.
Benzyl chloride, together with α-chlorotoluene, is a organic compound. Benzyl chloride formula C₆H₅CH₂Cl together with chemic formula is C7H7Cl.This is acolourless liquid is a reactive organochlorine chemical compound that is a widely used inwards chemic edifice block.
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