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Dissenter
  • Member for 8 years, 1 month
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  • fluorine's 3d orbital
92 votes
2 answers
36k views

What is Bent's rule?

38 votes
3 answers
27k views

Is methanol more acidic than water?

35 votes
4 answers
17k views

Is pyrene aromatic despite failing Hückel's rule?

33 votes
2 answers
36k views

Why can't Pd/C and H2 reduce both the alkene and carbonyl portions of α,β-unsaturated carbonyls?

25 votes
2 answers
2k views

How is the pKa of extremely weak acids determined?

25 votes
1 answer
20k views

Is cyclobutadiene antiaromatic?

25 votes
3 answers
12k views

The acidity of boric acid

23 votes
3 answers
2k views

What is charge shift bonding?

20 votes
1 answer
3k views

Why is proton transfer so fast?

20 votes
2 answers
39k views

Why does superglue ignite cotton?

18 votes
3 answers
984 views

Are carbocations that bad?

18 votes
4 answers
10k views

Do lone pairs on substituents (e.g. in aniline) count towards Hückel's rule?

18 votes
2 answers
4k views

Designing a theoretical synthesis of methamphetamine from phenylpropyne

18 votes
4 answers
59k views

Why is formic acid a stronger acid than acetic acid?

18 votes
2 answers
441 views

Lewis Acidity and Bacteria

17 votes
2 answers
10k views

Electronegativity Considerations in Assigning Oxidation States

17 votes
4 answers
7k views

How does sulfuric acid dehydrate sugars?

17 votes
3 answers
2k views

Is hydrogen bonding generally defined to include only three period two elements?

17 votes
3 answers
22k views

Why are acetals stable to bases and nucleophiles?

17 votes
1 answer
20k views

What is a sigma complex?

17 votes
3 answers
7k views

Is the triiodide ion polar?

16 votes
2 answers
65k views

Which is the more stable enol form?

16 votes
3 answers
7k views

Why is magic acid a superacid?

15 votes
1 answer
5k views

Utility of Bent's Rule - What can Bent's rule explain that other qualitative considerations cannot?

15 votes
2 answers
7k views

Dihedral angle of gaseous and crystalline HOOH

15 votes
2 answers
21k views

Inductive effect and hyperconjugation - one elephant, different parts?

15 votes
4 answers
1k views

How accurate is this polar mechanism for the Diels-Alder reaction?

14 votes
1 answer
5k views

How does epoxy stick to stuff?

14 votes
2 answers
2k views

Is a highly oxidized element more electropositive than a lesser oxidized counterpart?

14 votes
2 answers
2k views

Thermodynamic and kinetic products - carbocation stability

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