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1) Wittig reaction 2

Draw the product of the reaction of benzaldehyde with cyclopentylidenetriphenylphosphorane.



(Enciphered hint 1: Xjuujh sfbdujpo mfbet up bmlfoft.)

2) Triphenylmethylphosphonium-jodide

Draw triphenylphosphine and product of its reaction with methyl iodide.

(Enciphered hint 1: Qiptqibof efsjwbujwf.)


(Enciphered hint 1: Ovdmfpqijmjd tvctujuvujpo ublft qmbdf. Qiptqipsvt bupn jt ovdmfpqijmf.)

3) Preparation of ylide

Draw the product of the reaction of triphenylphosphine with ethyl bromide and the product of the successive reaction with butyllithium.



(Enciphered hint 1: Usjqifozmqiptqijof sfbdut bt ovdmfpqijmf.)


(Enciphered hint 1: Uif nptu bdjejd izesphfo jt mptu.)

4) Phosphonium salt 3

Draw the product of the reaction of methyl triphenyl phosphonium bromide with dimsyl sodium (sodium salt of dimethylsulfoxide).



(Enciphered hint 1: Bdje-cbtf sfbdujpo. Bo zmjef jt gpsnfe.)

5) Wittig reaction 4

Draw the product of the reaction of cyclohexanone with methylidenetriphenylphosphorane.



(Enciphered hint 1: Xjuujh sfbdujpo hjwft bo bmlfof.)

6) Cyclohexyltrimethylphosphonium bromide

Draw the product of the following reaction.


(Enciphered hint 1: Ovdmfpqijmjd tvctujuvujpo ublft qmbdf. Qiptqipsvt bdut bt ovdmfpqijmf.)

7) Triphenylisopropylphosphonium bromide

Draw the product of the following reaction.


(Enciphered hint 1: Ovdmfpqijmjd tvctujuvujpo ublft qmbdf. Qiptqipsvt bdut bt ovdmfpqijmf.)

8) Wittig reaction 3

Describe the course of the reaction of methyl phenyl ketone with methylidenetriphenylphosphorane. First, draw the cyclic oxaphosphetane.



(Enciphered hint 1: B gpvs-nfncfs dzdmf (pybqiptqifubof) jt gpsnfe.)


(Enciphered hint 1: Esbx cpui qspevdut pg uif sfbdujpo.)

9) Wittig reaction 1

Draw the formula of methylenetriphenylphosphorane.


(Enciphered hint 1: Xjuujh sfbhfou.)