Elijah B.

asked • 10/27/23

Reaction mechanisms for set of given reactions

Please assist in drawing full reaction mechanisms for the following reactions:

(reagents shown in italics, where having)


a) propanoic acid + CH2N2 ---> methylpropanoate + N2


b) benzoic acid ---trifluoroacetic anhydride---> benzoic trifluoroacetic anhydride


c) benzoic trifluoroacetic anhydride ---CH3CH2OH---> ethylbenzoate


d) benzaldehyde trichloride ----OH/H2O---> C6H5COO- + HCl3 (I suppose this is one theoretical)


e) diphenylethane-1,2-dione ---1. NaOH, H2O/2. H3O+---> 2,2-diphenyl-2-hydroxy acetate


f) 2,2-dimethyloxirane ---H3O+---> 3-methylbutanal

1 Expert Answer

By:

William C.

tutor
a) starts with as proton transfer: CH₃CH₂CO₂H + ⁻CH₂–⁺N≡N → CH₃CH₂CO₂⁻ + CH₃–⁺N≡N then the product forms in an SN2 reaction.
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10/27/23

William C.

tutor
e) Ph–C=O–C=O–Ph + ⁻OH → Ph–C=O–C(OH)(O⁻)–Ph → Ph₂C(O⁻)–CO₂H → Ph₂C(OH)–CO₂⁻ which gets protonated to Ph₂C(OH)–CO₂H in the second step.
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10/27/23

William C.

tutor
Image size limitations here are maddening...
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10/27/23

Elijah B.

Could you possibly use a separate image hosting site? Thanks though for the major assistance.
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10/27/23

William C.

tutor
If you know of a free one, I'm willing to give it a try.
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10/27/23

Elijah B.

Hi sir, you could try using https://imgbb.com/
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10/28/23

Elijah B.

Hi Sir, you could try using "Imgbb" (I can't type the URL as wyzant takes long to review it)
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10/28/23

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