Sciencemadness Discussion Board

Basic o-chem questions

12AX7 - 5-8-2005 at 04:10

What kind of chemical reactivity do ketones and aldehydes have?

Also, just how stable is a C6 ring? What does it take to break it? Form it?

Tim

sparkgap - 5-8-2005 at 06:06

In a nutshell:

1.) The electrophilic carbonyl carbon (the C in >C=O) of aldehydes and ketones is decently reactive; as matter of fact, it is not so much of a generalization to say that most life processes depend on carbonyl chemistry! :)

2) C6 rings... well a saturated C6 ring is decently stable because all the carbons can assume their natural 109.5° tetrahedral angle. Pretty easy to make.

More stable, however, is the benzene ring because of the high energy needed to break a benzene ring apart (resonance stabilization).. it's the pi electrons... ;)

If you take a good look at the sheer number of existing organic compounds, you'd tend to see more of the stuff with six-membered ring than any other.

That's about it... yeah.

sparky (~_~)

12AX7 - 5-8-2005 at 08:36

Ok, so what kind of reactions to aldehydes and ketones undergo? Does the =O tend to stay put, does one bond get split (freeing one on the C and O, such that hydrogenation of -CHO + H2 would = -CH2OH) or what? On an aldehyde, does the H react preferrentially to the O (condensation products for instance, analagous to esterification of -COOH)?

How hard is it to saturate a benzene ring to cyclohex-? Can you go backwards?

Tim

Madandcrazy - 7-8-2005 at 07:02

interesting,
analagous esterification of a -COOH with C6 rings, good for a oxidation.

(-CH=)-COOH + (-CH=)-COOH
-->
(-CH=)-O-(-CH=)
[benzofuran]

Easy ;) , but how prepared the flourene ?