Phosphorus

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21 Terms

1
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what are phosphines

compounds with the general formula PR3, they are weak bases and good nucleophiles

2
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regarding azides, what reactions have you learnt about them?

staudinger reduction of azides

amine synthesis using azides

Aza-wittig reaction (azide + aldehyde) synthesisinfg imines

staudinger ligation

formation of aziridines from epozides

aza-wittig in silane (silicon) chemistry

3
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<p>what is this molecule?</p>

what is this molecule?

aziridine

4
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<p>what is this molecule?</p>

what is this molecule?

azide

5
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<p>what is this molecule?</p>

what is this molecule?

imine

6
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why is NR3 not as reactive as PR3 with Ph-Br?

Nitrogen lone pair is conjugated into the R groups already therefore already ocupied

7
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what is a ylide

compounds with anionic site adjacent to a heteroatom with a positive formal charge, stabilised by hyperconjugation of anion by a sigma star of adjacent C-P bond

8
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what is produced by deprotonation of phosphonium salt

phosphonium ylide

9
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what is produced by reaction of phosphonium ylide with aldehyde

alkene

10
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what is the wittig reaction

conversion of carbonyl compound into alkene through reaction with a phosphonium ion

11
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what are the two sterioisomers of wittig reaction and how are they formed

cis alkene made when R group is alkyl group, trans alkene made when R group is EWG

12
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<p>what transition state is this?</p>

what transition state is this?

R=alkyl in wittig reaction, cis

13
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<p>what transition state is this?</p>

what transition state is this?

R=EWG in wittig reaction, trans

14
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what is the abruzov-michaelis reaction

conversion of trialky phosphite into a phosphonate ester through reaction with an ester halide

15
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what is the horner wardsworth emmans reaction

follows the abrizov-michealis reaction, turns phosphonate ester into alkene via cyclisation

16
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<p>what is this molecule?</p>

what is this molecule?

phosphene

17
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<p>what is this molecule?</p>

what is this molecule?

Phosphonium salt

18
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<p>what is this molecule?</p>

what is this molecule?

Phosphonium ylide

19
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<p>what is this molecule?</p>

what is this molecule?

phosphorane

20
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<p>what is this molecule?</p>

what is this molecule?

Phosphonate ester

21
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<p>what is this molecule?</p>

what is this molecule?

Trialkyl phosphite