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1) Maleinanhydride with buta-1,3-diene

Draw maleinanhydride and the product(s) of its reaction with buta-1,3-diene.


(Enciphered hint 1: Boizesjef pg ([)-cvufopjd bdje.)


(Enciphered hint 1: Ejfmt-Bmefs sfbdujpo.)

2) 7-oxa[2.2.1]hept-2-ene

Draw the starting compounds for the preparation of 7-oxa[2.2.1]hept-2-ene by the Diels-Alder reaction.



(Enciphered hint 1: Ejfmt-Bmefs sfbdujpo.)

3) Benzyne - Diels-Alder reaction

When furan is added to the mixture of bromobenzene and potassium amide, benzyne  intermediate is trapped by furane under formation 4+2 cycloadduct. Draw structures of benzyne and 4+2 cycloadduct.



(Enciphered hint 1: Bu gjstu, fmjnjobujpo ublft qmbdf.)


(Enciphered hint 1: Gvsbo tfswft bt b usbq up dbquvsf uif joufsnfejbuf - cfoazof. Gvsbo jt b ejfof, cfoazof jt b ejfopqijmf.)

4) But-2-yne with 2-methylbuta-1,3-diene

Draw the product of the following reaction.



(Enciphered hint 1: Ejfmt-Bmefs sfbdujpo.)

5) Preparation of 1,2-dimethylcyclohex-1-ene

Draw the starting compounds for the preparation of 1,2-dimethylcyclohex-1-ene by the Diels-Alder reaction.



(Enciphered hint 1: Esbx uif tubsujoh ejfof boe ejfopqijmf (bmlfof).)

6) Benzoquinone with buta-1,3-diene

Draw the product of the reaction between p-benzoquinone and one equivalent of buta-1,3-diene.



(Enciphered hint 1: Ejfmt-Bmefs sfbdujpo pg b ejfof xjui b ejfopqijmf.)

7) 2-Methylbuta-1,3-diene with ethene

Draw the product of the following reaction.



(Enciphered hint 1: Ejfmt-Bmefs sfbdujpo.)

8) Furan with maleic anhydride

Draw the product of the following reaction.



(Enciphered hint 1: Ejfmt-Bmefs sfbdujpo.)

9) Prop-2-enal with buta-1,3-diene

Draw the product of the following reaction.



(Enciphered hint 1: Ejfmt-Bmefs sfbdujpo.)

10) Preparation of diethyl trans-4,5-dimethylcyclohex-4-ene-1,2-dicarboxylate

Draw diethyl trans-4,5-dimethylcyclohex-4-ene-1,2-dicarboxylate and suggest the starting compounds for its preparation by the Diels-Alder reaction.


(Enciphered hint 1: Ejfuizm ftufs pg ejdbscpyzmjd bdje.)

The suggested starting compounds:


(Enciphered hint 1: Esbx uif tubsujoh ejfof boe ejfopqijmf (bmlfof). Qbz buufoujpo up uif dpogjhvsbujpo pg uif tubsujoh bmlfof.)

11) Dimethyl bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate

Draw the starting compounds for the preparation of dimethyl bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate by the Diels-Alder reaction.



(Enciphered hint 1: Esbx uif tubsujoh ejfof boe ejfopqijmf (bmlfof).)

12) Diethyl fumarate with buta-1,3-diene

Draw diethyl fumarate and the product(s) of its reaction with buta-1,3-diene.


(Enciphered hint 1: Ejfuizm (F)-cvu-2-foejpbuf)


(Enciphered hint 1: Ejfmt-Bmefs sfbdujpo jt tufsfptqfdjgjd.)

13) Ozonolysis of 1-methylcyclohexene - structure of ozonide

Draw the structure of the secondary ozonide formed by the reaction of ozone with 1-methylcyclohexene.



(Enciphered hint 1: Tfdpoebsz papojef jt gpsnfe cz b tfsjft pg uxp 1,3-ejqpmbs dzdmpbeejujpot boe pof sfwfstf 1,3-ejqpmbs dzdmpbeejupo.)

14) Furan with acetylenedicarboxylate

Draw the product of the following reaction.



(Enciphered hint 1: Ejfmt-Bmefs sfbdujpo.)