Propane: A Metabolite Precursor

Chemistry Level 3

The reactions above start with propane C X 3 H X 8 \ce{C3H8} . Find the number of atoms in the final product E E .

Notes:

  • hv indicates light
  • alc. indicates alcohol
  • Xs indicates excess

David's Organic Chemistry Set

David's Physical Chemistry Set

17 11 19 15 13

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1 solution

David Hontz
Jun 3, 2016

P r o d u c t A : Product \space A: Step 1) Bromine atom is added to 2 2^{\circ} carbon P r o d u c t B : Product \space B: Step 2) Removal of halogen forms a double bond P r o d u c t C : Product \space C: Step 3) Osmium Tetraoxide acts on the alkene to form a diol P r o d u c t D : Product \space D: Step 4) Dichromate acts as a powerful oxidant that oxidized the 2 2^{\circ} alcohol to a ketone and the 1 1^{\circ} alcohol to a carboxylic acid to form the metabolite pyruvate P r o d u c t E : Product \space E: Step 5) The carboxylic acid becomes a methyl ester through the process of transesterification The final product E E is methyl pyruvate ( C 4 O 3 H 6 C_4O_3H_6 ), a.k.a methyl-2-oxopropanoate.

A n s w e r : 4 C + 3 O + 6 H = 13 a t o m s Answer: 4C+3O+6H=\boxed{13 \space atoms}

Nice question!

Prakhar Bindal - 5 years ago

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i missed it by the way i thought it to be 11 and i thought it a bit differently i attacked 0C2H5 on the keto grp and released CO2 (which increases entropy and nullify the chance of reverse rxn) could you justify why this is major.be on slack at 9-pm tomorrow else leave the message here itself.

aryan goyat - 5 years ago

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Today on slack at 9:15 pm

Prakhar Bindal - 5 years ago

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@Prakhar Bindal ok and thanks

aryan goyat - 5 years ago

T h a n k y o u v e r y m u c h ! \color{tile}{Thank} \space \color{#69047E}{you} \space \color{#624F41}{very} \space \color{#3D99F6}{much} \color{#20A900}{!}

David Hontz - 5 years ago

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