B3 & 4s

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12 Terms

1
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Considerations when metal is present with C=O

can coordinate and distort Fehn-Alkin model

2
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Potential effect of mCPBA on epoxidation close to alcohol

H bonds with another OH, if present, causing it to have the same formation (up or down) as OH

3
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Houk’s model

The lowest energy conformation of a chiral alkene will have the H eclipsing the double bond (cis has 1, trans has more potential conformaers)

4
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Reasons that stupid phosphorus, 2 benzenes bonded molecule is chiral

  • limited movement around the biaryl C-C bond

  • the ends of the benzenes face opposite directions

5
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conformational diagram for transdeclin (2 cyclohexane-like things)

2 normal chairs next to each other

6
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conformational diagram for cis declin

one normal chair, one down chair

7
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potential reasons for cycle fragmentation happening

  • lp on N goes into C-C sigma*

8
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Beckmann Rearrangement clue

R-C=N-OH + H2SO4 or PCl5

9
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What happens during a beckmann rearrangement

an APP group to the N ‘moves up’ to bond to the N

<p>an APP group to the N ‘moves up’ to bond to the N</p>
10
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potential coupling in cyclohexanes

  • W coupling (between 2 equatorial Hs 3 Cs apart, forms W shape)

    • 0-5 Hz

  • ax|ax / eq|eq coupling (between 2 adjacent axial Hs)

    • 5-10Hz

  • eq|ax (between adjacent equatorial and axial Hs)

    • 5-10 Hz

  • geminal coupling (on the same C)

    • 10-15 Hz

11
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how do electronegative atoms impact Fehn-Alkin model

they act big so need to be perpendicular

12
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How does OsO4 react

  • alkene attack 1 O

  • Double bond pushed onto Os

  • an O attacks the other side of the alkene syn to the previous attack

  • H2O hydrolyses OsO4 thing to free the 2 bonded O’s