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Use this tag for questions relating to organic molecules and their properties (structure of organic molecules, spectroscopic properties, reaction mechanisms, stereochemistry etc). DO NOT use this tag as the only tag in your question, as this tag by itself cannot appropriately classify your question. Always use this tag in addition to other more specific tags.

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Does it matter which end of a chain one sets to be 1 when drawing the structure of organic c...

Both of those are the same molecule (flip the one on the left over its horizontal axis, and they are identical). It does matter where you start counting from, because the numbers chosen for the funct …
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15 votes

Why are there different chemical structures for epinephrine (adrenaline)?

There are often shortcuts taken in drawing complicated molecules, particularly if there's not any interesting chemistry going on at those functional groups. The $\ce{-CH3}$ is implied at the end of t …
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12 votes

Why doesn't this structure represent a substituted pentane?

You need to find the longest continuous carbon chain of: $$ \begin{align*} \ce{CH3-CH2-CH2-&CH-CH3}\\ &|\\ \ce{&CH2-CH2-CH3} \end{align*} $$ Stretch that out to $\ce{CH3CH2CH2CH(CH3)CH2CH2CH3}$ (wit …
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27 votes
2 answers
4k views

What makes diazo compounds so unstable and explosive?

I once had an Orgo TA refer to a diazo compound as "diazo-boom-boom" (the technical term). I have always been curious as to the reason behind the instability and reactivity. According to Wikipedia …
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26 votes
1 answer
5k views

Why do thiols have such a propensity for bonding with mercury?

Historically, thiols $\ce{-SH}$ were known as "mercapto-" due to their strong propensity to bond with mercury. Certain drugs still carry this designation, though mercaptopurine has an $\ce{=S}$ group …
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