In these reactions, indicate the products M and N that are obtained (draw the formulas). Comment on each reaction briefly. O2N-CH3 + EtO-Na+, EtOH, 3 equivalents + CH2=CH-COOCH2CH3 → M (16 Carbons) M (16 Carbons) + H2 / Ni Raney → N (14 Carbons)
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- When 2-pentene is treated with Cl2 in methanol, three products are formed. Account for the formation of each product (you need not explain their relative percentages).Provide the reactants (starting material), reagents, or products to complete the following reaction equations. ✓ + Cl₂ dichloromethane + Br2 H₂O Br₂ Br лоH Provide the reactants (starting material), reagents, or products to complete the following reaction equations. ~ + Cl₂ dichloromethane, +Br₂ H₂O Brz Br. ЛонAn important step in one synthesis of carboxylic acids is the deprotonation of diethyl malonate and its alkyl-substituted derivative: Base CH;CH2O OCH,CH3 CH;CH,0 OCH2CH3 H2 Diethyl malonate Base CH;CH,0 °C `OCH,CH3 CH;CH,O OCH,CH3 R Alkyl substituted diethyl malonate NaOH can deprotonate diethyl malonate effectively, but NaOC(CH3)3 is typically used to deprotonate the alkyl-substituted derivative. Explain why.
- Determine the one or two steps it takes to get from the starting material to the product using the reactions found in this chapter. HC-C HO, a. HC, HO CH2-OH b. СH, — CH—СH,—CH—CH, ČH,-CH3 CH2 || CH3-CH-CH,-Ĉ-CH3 ČH,-CH3 Br c. CH;-CH,-C=CH2 CH,-CH,-C-CH; ČH3Acid-catalyzed dehydration of secondary and tertiary alcohols proceeds through an E1 mechanism. The first step is the protonation of the alcohol oxygen to form an oxonium ion. Dehydration of 3-methyl-2-butanol forms one major and two minor organic products. Draw the structures, including hydrogen atoms, of the three organic products of this reaction. н н :бн н Нас. Нас. CHз CH3 ČH3 CH3 3-methyl-2-butanol an oxonium ion Major Product Minor Product Minor Product4) Complete each reaction and name the product w (CH3)2C=CHCH3 2-methyl-2-butene HCI Br₂ H₂O/acid i) BH3 ii) H₂O₂ & base Ozone, O3
- What is the organic product formed in the following reaction? C6H5-CH=CH-C-C6H5 ÷ (CH3CH2)2NH O C6H-CH-CH-C-C6H5 (CH3CH2)2N || III CH-CH, CH- (CH3CH2)2N -CH OH IV O-N(CH2CH3)2 C6H3-CH=CH-C-CH¸ CH-CH=CH-C-CHS (CH3CH₁₂N Select one: A. IV B. II OC. III D. I F1 10: - F2 80 F3 000 000 FAFrom the table of available reagents select the one(s) you would use to convert: 3-pentanol to 3-bromopentane. 3-pentanol to 3-methylpentane. Use the minimum number of steps; in no case are more than four steps necessary. List reagents by letter in the order that they are used; example: fa. Reagents available а. ВН3, ТHF; then H2O2, OH f. Н2, Pd b. Br2 g. Mg c. CH3MgBr; then H30+ h. NABH4; then H3O+ d. i. PB13 CrO3, H, SO4, H20 e. CH2=0; then H3O+ j. POC1 , pyridineFrom the table of available reagents select the one(s) you would use to convert:3-pentanol to 3-bromopentane:cyclopentanol to trans-2-methylcyclopentanol:Use the minimum number of steps; in no case are more than four steps necessary.List reagents by letter in the order that they are used; example: fa.
- 8. a) b) Provide structure(s) for the starting material(s), reagent(s) or the major organic product(s) of each of the following reactions. OEt COOH CH3 CH; 0 OH 1. LiAlH4, ether 2. HO OH ند (CH3COO NaOH, H₂O 5 CH 3 ClDetermine the one or two steps it takes to get from the starting material to the product using reactions found in this chapter. a. H2C. OH H2C-C ÇH:-OH b. CH,-ÇH-CH2-CH-CH, ČH,-CH, CH: CH;-CH-CH,-ċ-CH, CH2-CH, Br c. CH;-CH,-c=CH; CH;-CH,-C-CH3 CH3 CH3Give the major organic product(s) of the following reaction. OH 1) CH3CH2M9B (1 mole) ? H. 2) H30* CH,CH, OH OH OH OH OH OH OH OH OH H. There is no reaction under these conditions or the correct product is not listed here.