Draw a product that could be formed when 1,3-butadiene reacts as a diene with 1,3-cyclopentadiene as the dienophile. Include any relevant stereochemical configurations. Select to Draw
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- Predict the major alkene product of the following El reaction: CH3 НОАС heat "CH3 Br You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. .....b) Which of these dienophiles gives the FASTEST reaction with cyclopentadiene? CH2 CH2 A. | В. C. | D. | Give structures for the major Diels-Alder product of the following reactions: 1,3- cyclohexadiene and tetrachloroethene 1,3-cylcohexadiene and fumaric acid, the trans isomer of maleic acid с.-A on 2. Which class of pericyclic reactions is the Diels-Alder reaction? What is a (4+ 2) n cycloaddition reaction? Explain •a cycloaddikon where ore reactant moleculee cortriautes 41 ele ctrons & the other a electrans 3. 4. (a) Give the systematic name of the diene in this reaction 15-cis)1,4-diphenyl-1,3-betadiene (b) Calculate the difference in the standard Yree energy, AG° (kJ/mol) between the two major conformations of this diene? (Write the formula and show your work.) = (-617.920458au- AGO Product- reactants k017.9259320 = 0.00S 47444K/ml.005474qu 14.37 KJ/ mol 1au= alas.KLcis) (trans) 5. Give the systematic name of the dienophile in this reaction. Maleie nhydride 6. Give the systematic name of the adduct in this reaction. 7. What is the melting point of your synthesized Diels-Alder adduct 8. Calculate the standard free energy of activation AG # for this reaction (Write the formula and show your work). AG = G75- G°R = (-994.1304ay au)-(-997.194182 au) - 0.039898au= .639898ay•…
- 2. What is the IUPAC name of the following alkene? (A) (3E,5Z)-3-bromoocta-3,5-diene (B) (3Z,5E)-6-bromoocta-3,5-diene C (3E,5Z)-3-bromoocta-4,6-diene (D) (32,5E)-3-bromoocta-3,5-diene (E) (3E,5Z)-3-bromohepta-3,5-dienc Br 3,5 8to doinw 4. -> A) Which of the following is NOT a suitable diene for a Diels-Alder reaction? ultiple alkylation B) HBr CHEM 242 Activity 2.1-Conjugated-Systems D) 5. In the addition of HBr to 1,3-butadiene, one product is called the kinetic product and the other is called the thermodynamic product. doccriptors that apply to the kinetic product.A chemist allows some pure (2S,3R)-3-bromo-2,3-diphenylpentane to react with a solution of sodium ethoxide(NaOCH2CH3) in ethanol. The products are two alkenes: A (cis-trans mixture) and B, a single pure isomer. Under thesame conditions, the reaction of (2S,3S)-3-bromo-2,3-diphenylpentane gives two alkenes, A (cis-trans mixture) and C.Upon catalytic hydrogenation, all three of these alkenes (A, B, and C) give 2,3-diphenylpentane. Determine the structuresof A, B, and C; give equations for their formation; and explain the stereospecificity of these reactions
- One step in the synthesis of dodecahedrane involves reaction of the tetraene C with dimethylacetylene dicarboxylate (D) to afford two compounds having molecular formula C16H16O4. This reaction has been called a domino Diels–Alder reaction. Identify the two products formed.a) What product is formed from the [1,7] sigmatropic rearrangement of a deuterium in the following triene? (b) Does this reaction proceed in a suprafacial or antarafacial manner under thermal conditions? (c) Does this reaction proceed in a suprafacial or antarafacial manner under photochemical conditions?O PRACTICE PROBLEM 8.14 Starting with any needed alkene (or cycloalkene) and assuming you have deuterioace- tic acid (CH3CO,D) available, outline syntheses of the following deuterium-labeled compounds.s el en olad lo nohibbs ad CH3 (a) (CH3)2CHCH2CH,D (b) (CH3),CHCHDCH3 (c) (+ enantiomer) (d) Assuming you also have available BD3:THF and CH3CO2T, can you suggest a synthesis of the following? hab erl (+ enantiomer)he imo (nwond-ben) CH3 H. (asoholea)
- 3. The following reactions are not technically the Diels-Alder reaction, but you should still be able to predict the product (with appropriate regio/stereochemistry). (a) (b) OMe OMe H3C N + NC H3C. CN CH3J Draw the reactants that would react to form this cyclohexene derivative in a Diels-Alder reaction. Include any relevant stereochemical configurations. 0 E9:50 AM Sun Nov 27 ← Question 7 of 41 Select to Draw 84% Draw the skeletal (line-bond) structure of (S)-4-isopropylcyclohex-1-ene. Use a dash or wedge bond to indicate stereochemistry of substituents on asymmetric centers, where applicable. Version: 3.78.13 +3539 production Submit