Of the reaction conditions provided below, which would be expected to convert 1 mole of 4-methyl-1-pentyne into 2- methylpentane? H2, Lindlar's catalyst Na, NH3(1) 2 moles of HC 2 moles H2, Pt 1 mole H2, Pt
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- 1. Consider the following reaction - Dehydrogenation of Methyl Cyclohexane (MCH) to Toluene (TOL) using a Precious Metal (Pt) supported on Alumina. CH3 CH3 2 () + 3 H₂ Typically, hydrogenation of a cyclo-alkane, like MCH, occurs in 3 or more stages, where one bond is dehydrogenated per stage, eventually resulting in the dehydrogenation of 3 bonds. Strong adsorption of MCH is likely to occur, but the adsorption of hydrogen (either as a molecule on a single site OR as an atom on a single site) is unclear. Therefore, in this question, two types of reaction mechanisms are to be considered, as discussed below: (a) You are to first propose a reaction mechanism which includes adsorption, surface reaction, and desorption. For each of the following cases, please write down a full set of elementary reaction mechanisms. (0) Extraction of Hydrogen in 3 stages, based on dehydrogenation of each bond-where the ensuing hydrogen product is adsorbed as a molecule on a single site, in one step.…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?7) You want to synthesize 3-methyl-2-pentene from 2-chloro-3-methylpentane. Which reagent would you use? a. HCI, heat b. NH:(aq), 25°C c. CH:CO2NA, CH:CO2H, heat d. CH3CH2ONA, CH3CH2OH, heat e. CН:CH2ОН, heat
- CH3 CH3 Br- Br2 .CH3 CH2Cl2 CH3 H3C H3C Br Electrophilic addition of bromine, Brɔ, to alkenes yields a 1,2-dibromoalkane. The reaction proceeds through a cyclic intermediate known as a bromonium ion. The reaction occurs in an anhydrous solvent such as CH,Cl,. In the second step of the reaction, bromide is the nucleophile and attacks at one of the carbons of the bromonium ion to yield the product. Due to steric clashes, the bromide ion always attacks the carbon from the opposite face of the bromonium ion so that a product with anti stereochemistry is formed. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions CH3 CH3 CH3 CH3 H3C H3C :Br: :Br: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. ЛонConsider the reaction of 2-bromo-2-methylpropane with water, shown below, to answer the following question(s). CH3 H₂C-C-Br CH₂ H₂C- CH3 Diagram 1: The first step of this reaction is shown below. CH3 CH3 1 H₂C-C-Br H₂C C + T CH3 a. CH3 B Diagram 2: The second and third steps of the reaction are shown below. CH₂ CH CH₂ b. C. H₂O CH₂ d. 10 CH3 H₂C-C-OH + H H HC C a rearrangement reaction. an elimination reaction. an addition reaction. CH₂ H Br 1 HBr 1) Refer to Diagram 1 and 2. This reaction is an example of: a substitution reaction. ÖH₂ H₂C-C- CH₂ H + H₂O*
- N,N-diethyl-m-toluamide (DEET) is the active ingredient in many insect repellent preparations. Following is one of the steps in its synthesis. In the box below draw the structure of the product of this reaction. H3C MgBr 1. CO₂ 2. H₂O* product • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading. • Draw the Grignard reagent as a covalent magnesium bromide.From 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.Consider the reaction of 2-bromo-2-methylpropane with water, shown below, to answer the following question(s). CH3 CH3 fo H₂C-C-Br CH3 CH3 Diagram 1: The first step of this reaction is shown below. CH3 CH3 I CH₂ H₂O 6 H₂C-C-Br I CH3 CH3 A B Diagram 2: The second and third steps of the reaction are shown below. CH₂ H H₂C- H OH + H₂C-C + Br H H₂C-C-64 CH H HBr ¡ÖH₂ CH₂ H₂C-C-01 L CH₂ H + H₂O* 5) In Diagram 2, draw arrows on the structures showing electron flow.
- Draw structural formulas for organic products A and B in the window below. CH3 CH3CCH₂CI CH3 ● ● Mg ether // Draw only products having the organic portion of the original alkyl halide. Draw carbon-lithium bonds using the single bond tool. If a structure has a copper-lithium bond, do not draw the lithium. Separate products from different steps using the → sign from the drop-down menu. ? CH3OH A ChemDoodleⓇ B Sn [F10) Synthesis: Make the following products from a suitable cyclic alkene starting material. Look at the functional group PATTERN present in the molecule, including stereochemistry. ♡ Br BrName the following molecule, including any stereochemistry, using IUPAC naming rules. (Hint: Newman projections are from Chapter 2, section 5). As a reminder, the prefix for a bromine atom is "bromo." Br H H H CH₂CH3 CH3 Answer: (2S)-2-bromopentane X