Limonene with hydrogen (partially)

1

On the Internet, I can only find the equation for when limonene reacts completely with hydrogen. How does it differ if its partially? Not only that but the question I'm struggling with also wants the skeletal formula of the product formed

Reply 1

Pigster

20

Original post by ImpatientAnt69

On the Internet, I can only find the equation for when limonene reacts completely with hydrogen. How does it differ if its partially? Not only that but the question I'm struggling with also wants the skeletal formula of the product formed

Just hydrogenate one of the C=C. Doesn't matter which.

Reply 2

TypicalNerd

18

Original post by ImpatientAnt69

On the Internet, I can only find the equation for when limonene reacts completely with hydrogen. How does it differ if its partially? Not only that but the question I'm struggling with also wants the skeletal formula of the product formed

I suppose it depends on what catalyst, enantiomer and conditions you are using to hydrogenate it (this can be a factor in deciding which group is more readily hydrogenated). Use of Pt/C and H2 at room temp under a pressure of 3 bar to reduce the R-enantiomer strongly favours hydrogenation of the one that isn’t in the ring, for example (source: https://pubs.acs.org/doi/full/10.1021/acssuschemeng.6b02381)

Unless you actually need to study selective hydrogenations for your course (highly unlikely if you are not doing a university level chemistry course) I would follow Pigster’s advice and just pick whichever C=C bond you fancy hydrogenating.

(edited 4 months ago)

Limonene with hydrogen (partially)

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