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    Organic Reaction Intermediates and Mechanisms

    Bridged Cyclic Compounds and SN2 Reactions

    Bridged cyclic compounds like the ones shown in the attached .jpg are extremely unreactive in SN2 reactions. 1) Give a reason which will explain this. 2) How can you explain the fact that compounds of this type are also less reactive in the SN1 reaction than similar noncyclic compounds? (See attached file for full pro

    Reaction of (R)-2-bromo-1-flourobutane with Sodium Cyanide in Ethanol (aq)

    Pure (R)-2-bromo-1-flourobutane reacts with sodium cyanide in aqueous ethanol to form pure (R)-2-flouromethylbutanenitrile. 1) What is the probable mechanism of this reaction? Explain your reasoning. 2) Based on your choice of mechanism, explain how both the substrate and the product can have R configuration? 3) Wha

    Drawing Chemical Products

    Treatment of (2S, 3S)-2-bromo-3-phenylpentane with KOH can lead to different products, depending on the reaction pathway. Draw (2S, 3S)-2-bromo-3-phenylpentane and the major product(s) expected for each of the following reaction mechanisms: SN1, SN2. Please indicate the stereochemistry and regiochemistry clearly.

    Design an Experiment with Elimination of Secondary Halide

    I need help designing an experiment using a secondary halide, 2-bromohexane or 2-bromoheptane as the beginning material. I know that the things I need to do are use NaOH, -OH, and CH3OH to come up with the products of an alkene and secondary alcohol. I need specific reactions, materials, and procedures. I then plan to use GC/

    Predict the Structure

    Predict the structure of the diphenylquinone product, C28H40O2 by the oxidative coupling of 2,6-di-tert-butylphenol with oxygen in the presence of base. (Show work)

    SN1 Reactions

    In contrast to SN2 reactions, SN1 reactions show little nucleophile selectivity; that is, when more than one nucleophile is present in the reaction medium, SN1 reactions show only a slight tendency to discriminate between weak and strong nucleophiles, whereas SN2 reactions show a marked tendency to discriminate. a. Provide an

    Hydrolysis: Order of Reactivity Explanation

    When the alkyl bromides (shown below) were subjected to hydrolysis in a mixture of ethanol and water (80% CH3CH2OH/20% H2O) at 55OC, the rates of the reaction showed the following order: (CH3)3CBr > CH3Br > CH3CH2Br > (CH3)2CHBr Provide an explanation for this order of reactivity.

    Sn2 Reaction with Ethyl Bromide and Isobutyl Bromide

    Although ethyl bromide and isobutyl bromide are both primary halides, ethyl bromide undergoes SN2 reaction more than 10 times faster than isobutyl bromide. When each compound is treated with a strong base/nucleophile (CH3CH2O-), isobutyl bromide gives a greater yield of elimination product than substituted products, whereas eth

    Isoprene reaction

    Isoprene (2-methyl-1,3-butadiene) reacts with the following: (1) hydrogen chloride (1 mole equivalent) in ether (2) deuterium chloride (1 mole equivalent) in ether (3) bromine (1 mole equivalent) in carbon tetrachloride (4) excess hydrogen gas in the presence of a PtO2 catalyst (5) excess mercury (II) acetate and methanol f

    Three compounds A, B and C all have the formula C5H10.

    Three compounds A, B and C all have the formula C5H10. A and B rapidly decolourise bromine dissolved in CH2CL2 but compound C is unreactive. Compound A reacts rapidly with acidified water and a tertiary alcohol D is formed; however compound B yields a secondary alcohol. (a) Draw a possible structure for each of A, B and C.

    Mechanism and Product of an SN1 Reaction

    Show the mechanism and product of the following Sn1 reaction using curved arrows to show the bond-making and bond-breaking process. Show intermediates. Label the leaving group, nucleophile and electrophile. in the blank at the bottom left, indicate which reaction coordinate diagram is correct for this rraction. Is the startin

    Product of a Crossed Cannizzaro Reaction

    Predict the product of crossed Cannizzaro reaction between formaldehyde and p-anisaldehyde (4-methoxybenzaldehyde). In excess formaldehyde, the aromatic aldehyde is reduced to a primary alcohol in high yield.

    Reaction Mechanism for Ethyl Methylmalonate

    Give a detailed mechanism for the reaction that occurs when ethyl methylmalonate CH3-CH(C=OOC2H5)2, acetone and 2-chloroacrylonitrile (CH2=CClCN) react in the presence of a base, to yield an epoxy compound CH3-C(EtOOC)2-CH2-C(NC)-O-C(CH3)2

    Mechanism Reaction

    Give a detailed mechanism for conversion of 2,7-dimethyl-2,6-octadiene, using H3PO4, into 1,1-dimethyl-2-isopropenylcyclopentane.

    Alkene and Alkyne Mechanisms

    In my organic class we are studying alkenes and alkynes. I am familiar with the addition and elimination procedures. However, I am unclear of how some of the mechanism go since my book only deals with the straight forward mechanisms such as halogenation, hydration, etc. Please see the attachment.

    Mechanism & Reducing agent

    When amide X is treated with lithium aluminum hydride, the corresponding amine can be isolated in good yield. (a) Provide a concise mechanism for this reaction. (b) Draw the structure of a reducing agent capable of converting an ester to the corresponding aldehyde. Give an explanation as to how this reagent works.

    Synthesize a Compound

    Synthesize the following compound from the indicated starting material. You may use: - any organic compounds containing three or less carbon atoms - benzene - n-bromosuccimide - triphenylphosphine - MCPBA - methylvinyl ketone - LDA, ethyl acetoacetate - diethyl malonate - wittig reagents - and any inorganic rea

    Esters and Aldehydes

    (1) Provide a detailed mechanism for reaction 1 and explain why it takes place. (2) Draw the structure of a reducing agent capable of converting an ester to the corresponding aldehyde. Explain in some detail how this reaction works.

    Reaction Mechanism: Epoxide and Alcohol

    Question: What is the mechanism for the following reaction? Please indicate the stereochemistry and electron transfer mechanism? Also, what kind of compound is the initial reactant and the final product? (Is it an epoxide?) Please see the attached file for the compound diagrams.

    Reaction Involving Alcohol

    Question: What are the products of these reactions, please include the stereochemistry. - What kind of compound is 1 and 2? (Please show electron transfer as well). Please refer to the attached file to the compound diagrams.

    Reaction Mechanism Products of Alkenes

    Match the descriptors with the correct reaction mechanism by placing the appropriate letter from the column. Some can have more than one letter for the answer. 1. The product is an alkene. 2. Inversion of configuation occurs. 3. Apolar aprotic solvent is best. 4. Methyl >1 >2>3 %A carbocation is involved. (RX Mechanisms

    reaction mechanism..

    For each of the following reactions, show the major product(s) of the reaction, and present a stepwise mechanism using the curved arrow notation. Designate the reaction category (SN1, SN2, E1, E2) where applicable. Fill in the blank. For the following reaction, the rate increased with increasing concentration of 2-bro