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- Predict the major organic product(s) of each reaction below. For reagents over the arrow, assume there is an excess of reagent. Be precise in your answer and pay particular attention to stereochemistry when appropriate., f. g. h. i. j. 1. 03, CH₂Cl₂, -78 °C 2. S(CH3)2, CH₂Cl₂ -78-23 °C H₂CO OH (hv high energy light) 1. CH₂l2, Zn/Cu Et₂0, 30 °C HBr, hv стводани . Br 2. MeSO₂Cl, pyridine 3. t-BuOK, t-BuOH 1. Mg, THF 2. D₂0 1. KMnO4, H₂O, KOH acetone 2. H₂lO6, HOAcChemDoodle C. opy aste C. P. aste • In cases where there is more than one answer, just draw one. What is the structure of X? (Ignore ring stereochemistry.) Treatment X with ozone follwed by zinc in aqueous acid gives a dialdehyde. dimethylcyclopentane. X reacts with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 1,2- Compound has the formula C,H12. [References] [Review Topics]i) 1-methyl-1- cyclohexene + Hg(OAC); NaBH₁/H₂O ii) 4-nitrobenzyllithium + Vinyl chloride iii) 4-methyl-2-hexene magnesium bromide + copper chloride iv) 2-methyl cyclo pantanone + LDA v) Lithium acetylide + borane THF/-78Cº H₂O₂/NaOH
- Which set of reagents would be appropriate to synthesize bromobenzene from benzene? 1. HNO3 in H2SO4; 2. H2Cr04 and heat 1. H2CrO4 and heat; 2. H2 Pd/C Br2 and FeBr3 1. CH3CH2CHCI and AICI3; 2. H204 and heat 4B12 and Fe Heat and Br2 Br2, HCIProvide an answer for each in the space provided. 1. Provide a structure for the major product of each reaction. Be sure to include relative stereochemistry if it is pertinent CH3 1. TSCI, EtzN 2. NaOCH3 DMF, 100 °C 'CH3 он H2 (1 atm) cat. [Pd]B. Describe the stereochemistry (with structures) of the addition of Br2 and H₂O to cyclohexene. C. Arrange the following ions by increasing basicity, where 1 is the most basic and 5 is the least. HCEC CH3CH3NH2 CH3CH₂O CH3CH₂ H₂C=CH
- In the synthesizing of cis-2-hexene as a product consist of mixing of 1-pentyne and an alkyl halide. During the synthesizing more than one step and reagent are involved as summarize in reaction below. Predict the reaction involved and reagent used in the synthesizing of cis-2-hexene. CH3CH2CH2 CH3 C=C CH3CH2CH2C=CH + RX - 1-Pentyne H. Alkyl halide cis-2-Hexene1-lodopropane reacts with sodium ethoxide to give: Select one: O a. CH;CH,0CH¿CH2CH3 O b. CH3CH20CH2CH3 Oc. CH;CH20CH3 O d. CH30CH2CH2CH3 The set of reagents (and condition) that would give the best yield for ethyl isopropyl ether is Select one: O a. CH3CH2ONA, (CH3)2CHBr O b. CH3CH2OH, (CH3)2CHOH, H2SO4, 140 °C O c. (CH3)2CHONA, CH;CH,Br Od. CH3CH2ONA, (CH3)2CHOHProvide the reagents necessary to carry out the following conversion: но O 1. CH3CH2ONa 2. Нзо* O 1. CH3CH2CH2M9B1/ ether 2. Нзо* O 1. CH3CH2CH2ONA 2. Нзо* O 1. CH3CH2MGB /ether 2. Нзо*
- Aromatic Substitution Reactions 1. Predict the major product(s) of the following reactions: CI (a) CH3CH2CI AICI 3 (b) CH3CH2COCI AICI3 CO₂H (c) HNO3 H2SO4 N(CH2CH3)2 (d) SO3 H2SO4 2. Which of the following reactions would give the product(s) indicated in substantial amounts (i.e., in greater than 50% yield)? NH2 AICI3 NH2 NH2 CH3 6--6-8 NH2 + CH3CI AICI3 CH3 NH2 + CH3CI + CH3CH2CH2CI AICI 3 CH3 CH2CH2CH3You must prepare the most stable possible alkene starting from the starting material given below and following an E2 elimination reaction. H Base Ö most stable alkene CH3 Ph Et Br Ph1. Explain the following reactions. а. Reactions of 2-butanone and di-t-butyl ketone with CN` are as shown below. CN но-с HCN H3CH2C CH3 -CH3 H3CH2C 95% CN но-с HCN (CH3)3C `C(CH3)3 (CH3)3C `C(CH3)3 <5% i. Write the mechanism for the formation of one of the products ii. Explain why lower yield is obtained with di-t-butyl ketone.