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108

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1

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5k

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Is there a general consensus on the causes of the alpha-effect?

May 31 '19 at 10:34 Community♦ 1

67

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6

answers

50k

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Ortho-effect in substituted aromatic acids and bases

organic-chemistry acid-base aromatic-compounds amines

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50

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2

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Regioselectivity of acid-catalyzed ring-opening of epoxides

organic-chemistry reaction-mechanism erratum regioselectivity

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13k

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Why does nitration of N,N-dimethylaniline occur at the meta position?

organic-chemistry aromatic-compounds nitro-compounds

Sep 9 '16 at 7:08 Community♦ 1

33

votes

1

answer

4k

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Stereoselectivity of dihydroxylation with osmium tetroxide

organic-chemistry reaction-mechanism stereoselectivity

Sep 24 '17 at 10:43 Community♦ 1

32

votes

1

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895

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Why does hyperconjugation help for ring cleavage?

organic-chemistry reaction-mechanism orbitals hyperconjugation

Oct 6 '16 at 10:10 orthocresol♦ 57.5k

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Unusual Friedel–Crafts alkylation with pivaloyl chloride

organic-chemistry reaction-mechanism aromatic-compounds carbocation

Jun 27 at 19:23 Mithoron 4,178

25

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1

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798

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Do vinyl cations adopt a classical or non-classical structure?

organic-chemistry molecular-structure carbocation

Mar 13 '18 at 6:29 Gaurang Tandon 8,246

22

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1

answer

10k

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Stability of carbocations: CF3+ vs CH3+

organic-chemistry stability carbocation

Nov 3 '17 at 17:02 TAR86 6,633

21

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2

answers

10k

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Are geminal disubstituted alkenes more stable than their cis/trans isomers?

organic-chemistry stability hydrocarbons

Feb 13 at 13:07 Community♦ 1

18

votes

1

answer

32k

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Why is the exo product formed in the Diels–Alder reaction between furan and maleic anhydride?

organic-chemistry heterocyclic-compounds pericyclic stereoselectivity

Sep 21 '17 at 22:55 orthocresol♦ 57.5k

16

votes

3

answers

58k

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Which is the more stable enol form?

organic-chemistry tautomer

Aug 13 '19 at 4:06 Melanie Shebel♦ 6,253

14

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1

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Reaction of furan with chloroform in base

organic-chemistry reaction-mechanism aromatic-compounds heterocyclic-compounds

Feb 27 '17 at 21:18 Community♦ 1

14

votes

2

answers

15k

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What is the mechanism of the Clemmensen reduction?

organic-chemistry reaction-mechanism redox

May 18 '19 at 7:35 Melanie Shebel♦ 6,253

13

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1

answer

10k

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Formation of a stable hydrate

organic-chemistry equilibrium

Nov 26 '17 at 8:24 user55464 1

13

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1

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3k

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Stability of cyclobutyl methyl carbocation

organic-chemistry stability carbocation

Jan 20 '15 at 4:17 Radhrshyam sharma 1

13

votes

1

answer

455

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Stereoelectronic effects in carbamate carbonyl oxygen attack on halide

organic-chemistry reaction-mechanism stereoelectronics

Jan 2 '17 at 16:46 NotEvans. 16k

13

votes

1

answer

3k

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Why does treatment of a geminal dihalide with sodium amide lead to an alkyne and not an allene?

organic-chemistry reaction-mechanism halides elimination regioselectivity

Mar 31 '20 at 9:10 Community♦ 1

13

votes

1

answer

19k

views

Which factors determine the keto:enol ratio for aldehydes, ketones, and 1,3-dicarbonyl compounds?

organic-chemistry equilibrium carbonyl-compounds

Jan 7 at 12:42 Krishna Agrawal 1

13

votes

4

answers

3k

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What's the mechanism of the reaction of (E)-methyl 3-(furan-2-yl)acrylate in acidic methanol?

organic-chemistry reaction-mechanism carbonyl-compounds heterocyclic-compounds

Apr 27 '20 at 14:32 user55119 10.8k

12

votes

3

answers

16k

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Converting a cis-alkene to trans-alkene

organic-chemistry synthesis

Feb 24 at 15:33 z1273 1,221

11

votes

1

answer

2k

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Why can't phosphorus trifluoride be used as a Lewis acid catalyst in electrophilic substitution of benzene?

inorganic-chemistry acid-base

May 2 '18 at 4:19 Tanya Chopra 1

10

votes

1

answer

6k

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Elimination reaction on 2-fluorobutane using alc.KOH

organic-chemistry

Apr 16 '18 at 18:36 Archer 4,630

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3

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Acidity of o-halobenzoic acids

organic-chemistry acid-base aromatic-compounds

Apr 20 '18 at 16:14 Community♦ 1

10

votes

2

answers

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Prediction of products in reaction of dicarbonyl with alpha-haloketone

organic-chemistry reaction-mechanism carbonyl-compounds

Feb 25 '18 at 7:44 Gaurang Tandon 8,246

9

votes

1

answer

5k

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How to prove that chloroform is more acidic than fluoroform? [duplicate]

organic-chemistry acid-base

Mar 2 '18 at 16:50 Gaurang Tandon 8,246

8

votes

2

answers

4k

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Ring closure via intramolecular nucleophilic substitution or intermolecular dimerization: which is favoured?

organic-chemistry reaction-mechanism

Nov 7 '16 at 1:05 A.K. 11.6k

8

votes

3

answers

11k

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Which is most stable conformation of optically inactive butane-2,3-diol?

organic-chemistry stability conformers

Jul 22 '19 at 14:04 Vinod 1

7

votes

1

answer

12k

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why do electron pairs not take axial positions in the VSEPR structure of ClF3? [duplicate]

hybridization molecular-structure vsepr-theory valence-bond-theory

Dec 12 '15 at 20:27 orthocresol♦ 57.5k

6

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1

answer

11k

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What is the most accepted mechanism for the reaction of ketones with m-dinitrobenzene?

organic-chemistry reaction-mechanism

Jan 23 '18 at 19:09 jonsca 2,885

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Is there a general consensus on the causes of the alpha-effect?

Ortho-effect in substituted aromatic acids and bases

Regioselectivity of acid-catalyzed ring-opening of epoxides

Why does nitration of N,N-dimethylaniline occur at the meta position?

Stereoselectivity of dihydroxylation with osmium tetroxide

Why does hyperconjugation help for ring cleavage?

Unusual Friedel–Crafts alkylation with pivaloyl chloride

Do vinyl cations adopt a classical or non-classical structure?

Stability of carbocations: CF3+ vs CH3+

Are geminal disubstituted alkenes more stable than their cis/trans isomers?

Why is the exo product formed in the Diels–Alder reaction between furan and maleic anhydride?

Which is the more stable enol form?

Reaction of furan with chloroform in base

What is the mechanism of the Clemmensen reduction?

Formation of a stable hydrate

Stability of cyclobutyl methyl carbocation

Stereoelectronic effects in carbamate carbonyl oxygen attack on halide

Why does treatment of a geminal dihalide with sodium amide lead to an alkyne and not an allene?

Which factors determine the keto:enol ratio for aldehydes, ketones, and 1,3-dicarbonyl compounds?

What's the mechanism of the reaction of (E)-methyl 3-(furan-2-yl)acrylate in acidic methanol?

Converting a cis-alkene to trans-alkene

Why can't phosphorus trifluoride be used as a Lewis acid catalyst in electrophilic substitution of benzene?

Elimination reaction on 2-fluorobutane using alc.KOH

Acidity of o-halobenzoic acids

Prediction of products in reaction of dicarbonyl with alpha-haloketone

How to prove that chloroform is more acidic than fluoroform? [duplicate]

Ring closure via intramolecular nucleophilic substitution or intermolecular dimerization: which is favoured?

Which is most stable conformation of optically inactive butane-2,3-diol?

why do electron pairs not take axial positions in the VSEPR structure of ClF3? [duplicate]

What is the most accepted mechanism for the reaction of ketones with m-dinitrobenzene?