Choose the two alkyl bromides and the hydrogenation method that must be used to synthesize these alkenes from acetylene. Enter your answer as two letters in alphabetical order, followed by a number; i.e. ac2, not ca2. Do not use punctuation. Alkyl Halides a. CH3CH2Br b. CH3(CH2)4Br c. CH3(CH2)5Br d. CH3(CH2)¿Br e. CH3(CH2)¬Br f. CH3(CH2)gBr g. CH3(CH2)12Br Hydrogenation Method 1. H2, Lindlar's catalyst 2. Na, NH3 (I) Alkene #1: CH3 H3C bb1 Alkene #2: H3C. CH3 df1

Choose the two alkyl bromides and the hydrogenation method that must be used to synthesize these alkenes from acetylene. Enter your answer as two letters in alphabetical order, followed by a number; i.e. ac2, not ca2. Do not use punctuation. Alkyl Halides a. CH3CH2Br b. CH3(CH2)4Br c. CH3(CH2)5Br d. CH3(CH2)¿Br e. CH3(CH2)¬Br f. CH3(CH2)gBr g. CH3(CH2)12Br Hydrogenation Method 1. H2, Lindlar's catalyst 2. Na, NH3 (I) Alkene #1: CH3 H3C bb1 Alkene #2: H3C. CH3 df1

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter19: Enolate Anions And Enamines

Section19.9: Crossed Enolate Reactions Using Lda

Problem JQ

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Free radical halogenation is used to replace one or more hydrogens on an alkane with one or more halogens (either chlorine or bromine). It is a substitution reaction. A student performs a free radical bromination on 3-methyl-pentane (5.88 g) to create the desired product of 3-bromo-3-methyl-pentane. The product mix, which hopefully contains almost all 3-bromo-3-methyl-pentane, is cleaned up by passing it through a gas chromoatograph, which separates out the 3-bromo-3-methyl-pentane from any undesired products made during the reaction (undesired products are created frequently in free radical halogenation). The initial product mix weighed 9.45 g; the purified 3-bromo-3-methyl-pentane weighed 7.21 g. What is the student's percent recovery?
Phineas and Ferbs, two brothers who enjoy vacations, doing fun things every summer. This summer the brothers and their friends carry out an organic synthesis with an unknown compound (L1) that contains 52% Carbon, 6% Hydrogen and 42% bromine, this compound (L1) is treated with magnesium in ether to obtain L2 , which reacts violently with D2O for 1-methyl cyclohexene with a deuterium atom in the methyl group (L3). The L2 reaction is treated with acetone followed by hydrolysis to give L4. Heating L4 with concentrated sulfuric acid gives L5, which decolors the bromine, obtaining L6. L5 undergoes hydrogenation with excess hydrogen and platinum as a catalyst giving rise to isobutyl cyclohexane. Determine the structures of compounds L1 through L6.
C6H5CO2CH2C6H5 can be synthesized by an SN2 reaction. Draw the structures of the alkyl chloride and nucleophile that will give this compound in highest yield. Use the wedge/hash bond tools to indicate stereochemistry where it exists. Include all valence lone pairs in your answer. Separate multiple reactants using the + sign from the drop-down menu. When a metal counterion is needed, use Na+, but draw it in its own sketcher.
Propene reacts with hydrogen bromide (HBr) at room temperature to produce, 1-bromopropane and 2-bromopropane. H2C=CHCH3 + HBr → CH2(Br)CH2CH3 + CH3CH(Br)CH3 Draw out the reaction mechanism of the reaction between propene and hydrogen bromide to produce 2-bromopropane. Use curly arrows to show the movement of electrons. The description should be detailed and must include the type of bond fission that takes place. You may sketch and insert suitable diagrams to aid your description if you wish. Referring to the above mechanism, explain why two products are formed in the reaction between propene and hydrogen bromide?
2. In the bromination reactions, what is the function of CCl4? Why can it fulfil its role?3. Bromination proceeds by either free radical substitution or electrophillic addition. Based on Table 3, which mechanism is followed by alkanes? by alkenes? by alkynes?4. For which hydrocarbon type is light necessary for bromination to take place?5. What is the function of light in the bromination reaction? Why are alkenes and alkynes not included as samples?
What is the major product between the reaction of 2-methoxypentane and HBr reagent?
Chlorination of 2-butanone yields two isomeric products, each having the molecular formula C4H7ClO. (a) What are these two compounds? (b) Write structural formulas for the enol intermediates that lead to each of these compounds. (c) Using curved arrows, show the flow of electrons in the reaction of each of the enols with Cl2.
2. In the bromination reactions, what is the function of CCl4? Why can it fulfil its role?3. Bromination proceeds by either free radical substitution or electrophillic addition. Based on Table 3, which mechanism is followed by alkanes? by alkenes? by alkynes?4. For which hydrocarbon type is light necessary for bromination to take place?
Using your reaction roadmap as a guide, show how to convert ethylene into 1-butene. All of the carbon atoms of the target molecule must be derived from ethylene. Show all intermediate molecules synthesized along the way.
Draw the structures of two alkenes that would react to form the haloalkane below upon addition of HBr. Your alkenes should be different regioisomers that yield the haloalkane as the major product without requiring rearrangement to occur.
1. Write down all the steps of the reaction of 2-Methyl-2-hexene with sulfuric acid and name the product formed. Will provide helpful ratings for correct solution.
INSTRUCTIONS: Choose from the options A-E and explain briefly by illustrations the chemistry behind each answer. Preamble: A reaction flask contains a 2-bromopentane in an ethanolic solution of sodium ethoxide at room temperature and results in the formation of two olefinic products. Predict the products that would be formed from such a reaction a)1-pentene (80%) and 2-pentene (20%)B)1-pentene (20%) and 2-pentene (80 %)C)1-pentene (50 %) and 2-pentene (50 %)D)1-pentene (0 %) and 2-pentene (100 %)E)1-pentene (100 %) and 2-pentene (0 %) What reaction pathway is followed by the reaction above?a)E2 dehydrohalogenation B)E1 dehydrohalogenationC)SN1 dehydrohalogenationD)SN2 dehydrohalogenation A mixture of E1 and E2 pathways What is responsible for the formation of different products (major and minor).A)The different activated complex involved in the mechanism. B)Bimolecular nuclephilic substitution reaction C)Bimolecular Elimination reaction D)The presence of sodium ethoxideE)The…