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Tagged with stereoelectronics reaction-mechanism
4 questions
2
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0
answers
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Solvent shell collapse
In "advanced organic chemistry part A" book page:306&307 , the author uses the term 'solvent shell collapse' when talking about the reason for retention of conformation in tertiary ...
- 567
7
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1
answer
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Baldwin's rules exceptions: cations
Why do cations violate Baldwin's rules?
For example, the following acetalization mechanism is plausible even though it contains a 5-endo-trig step:
Image taken from: Clayden, J. Organic Chemistry; ...
- 14.4k
3
votes
1
answer
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Hydrolysis of Sucrose over Sn1Ac or Sn2Ac
In "March's Advanced Organic Chemistry" I have read about the general mechanism of the acetal hydrolysis. It names the acid-catalyzed SN1 or SN2 as a possible mechanism for a Acetal-hydrolysis.
Now I ...
- 411
13
votes
1
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Stereoelectronic effects in carbamate carbonyl oxygen attack on halide
2-Bromoethyl (2-bromoethyl)carbamate can react through either Path A or Path B to form salt 1 or salt 2. In both instances the carbonyl oxygen functions as the
nucleophile in an intramolecular ...
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