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110

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1

answer

5k

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

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72

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6

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Ortho-effect in substituted aromatic acids and bases

organic-chemistry acid-base aromatic-compounds amines

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organic-chemistry reaction-mechanism erratum regioselectivity

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

organic-chemistry aromatic-compounds nitro-compounds

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33

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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

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1

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908

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Why does hyperconjugation help for ring cleavage?

organic-chemistry reaction-mechanism orbitals hyperconjugation

Oct 6 '16 at 10:10 orthocresol♦ 59.2k

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Unusual Friedel–Crafts alkylation with pivaloyl chloride

organic-chemistry reaction-mechanism aromatic-compounds carbocation

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25

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812

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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 8,580

23

votes

1

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10k

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Stability of carbocations: CF3+ vs CH3+

organic-chemistry stability carbocation

Nov 3 '17 at 17:02 TAR86 6,688

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♦ 59.2k

16

votes

3

answers

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Which is the more stable enol form?

organic-chemistry tautomer

Aug 13 '19 at 4:06 Melanie Shebel♦ 6,283

16

votes

1

answer

19k

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

organic-chemistry equilibrium carbonyl-compounds

Apr 16 at 6:05 andselisk♦ 32.9k

14

votes

1

answer

12k

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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♦ 6,283

14

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1

answer

11k

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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

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465

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Stereoelectronic effects in carbamate carbonyl oxygen attack on halide

organic-chemistry reaction-mechanism stereoelectronics

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13

votes

1

answer

3k

views

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

4

answers

3k

views

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 11.5k

12

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 4,730

12

votes

3

answers

17k

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Converting a cis-alkene to trans-alkene

organic-chemistry synthesis

Feb 24 at 15:33 z1273 1,329

11

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 8,580

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

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10

votes

3

answers

7k

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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

1k

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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 8,580

8

votes

3

answers

13k

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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

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

7

votes

1

answer

17k

views

Which is the major product formed on nitration of benzyl methyl ether?

organic-chemistry aromatic-compounds regioselectivity

May 10 '19 at 20:11 orthocresol♦ 59.2k

7

votes

1

answer

12k

views

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♦ 59.2k

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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?

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

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?

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

Elimination reaction on 2-fluorobutane using alc.KOH

Converting a cis-alkene to trans-alkene

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

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

Acidity of o-halobenzoic acids

Prediction of products in reaction of dicarbonyl with alpha-haloketone

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

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

Which is the major product formed on nitration of benzyl methyl ether?

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