A student adds NBS to a solution of 1-methylcyclohexene and irradiates the mixture with a sunlamp until all the NBS has reacted. After a careful distillation, the product mixture contains two major products of formula C7H11Br. (a)Rank these three intermediates from most stable to least stable.
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A student adds NBS to a solution of 1-methylcyclohexene and irradiates the mixture with a sunlamp until all the NBS has reacted. After a careful distillation, the product mixture contains two major products of formula C7H11Br. (a)Rank these three intermediates from most stable to least stable.
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- Draw an approximate reaction-energy diagram showing the curves for the two possible pathways for ionic addition of HBr to 1-methylcyclohexene. (a) Formation of the major product, 1-bromo-1-methylcyclohexane, and (b) formation of the minor product, 1-bromo-2-methylcyclohexane. Point out how these curves show that 1-bromo-1-methylcyclohexane should be formed fasterThe HCo(CO)4complex can catalyze the isomerization of pure cis-2-butene to a mixture of cis-2-butene, trans-2-butene, and 1-butene. Propose a mechanism. Carefully show the process using wedges and dashes to indicate stereochemistry of each intermediate.H3C CH3 H3C NA C→XT Br Br₂ CH₂Cl₂ H3C Electrophilic addition of bromine, Br₂, 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 CH₂Cl₂. CH3 Br 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 Br CH3 H3C CH3
- Identify two alkenes that react with HBr to form 1-bromo-1-methylcyclohexane without undergoing a carbocation rearrangement.The two alkenes below react with HI at different rates. CH3CH=CHCH3 and CH₂=CH₂ Draw the structural formula of the MAJOR product formed by the alkene having the HIGHER reaction rate. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. TAYY [ ] در ChemDoodle ⓇName 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
- A novel heterocyclic compound, M, contains nitrogen and sulfur atoms and exhibits interesting photochemical properties. When exposed to ultraviolet (UV) light at a specific wavelength, M undergoes a photoreaction resulting in two products: N and O. Product N is formed through a [2+2] cycloaddition involving the nitrogen atom in M, while product O results from a homolytic cleavage of a sulfur-sulfur bond in M. Given these reaction pathways, what is the most probable structure of M, and what are the likely structures of N and O? A. M is a thiazole derivative; N is a dimerized product through the nitrogen atoms, and O is a compound with two sulfur-centered radicals. B. M is a diazine derivative; N is a tetra-atomic cyclic compound, and O is a compound with two separate thiol groups. C. M is a thiadiazole derivative; N is a four-membered ring involving the nitrogen atom, and O results in two sulfur-centered radicals. D. M is a dithiolane derivative; N is a dimer involving the nitrogen…On standing, 1,3-cyclopentadiene is transformed into a new compound called dicyclopenta- diene, having the molecular formula C10H12. Draw the mechanism of the reaction that forms the product. Use dashed lines to indicate bond formation and curves arrows to show bond movement.12) Use the curved arrow formalism to show the movement of electron pairs in the following reaction and label each reactant as a nucleophile or an electrophile. CHÍNH CHỊCH, + CO Học Nha CH₂CH₂CI
- When HBr adds to (CH3)2C = CH2 under radical conditions, two radicals are possible products in the first step of chain propagation. Draw the structure of both radicals and indicate which one is formed. Then draw the preferred product from HBr addition under radical conditions.When 2-chloro-2-methylpropane, (CH3)3CCl, reacts with aqueous sodium hydroxide, the process is not a “concerted process”; instead a reactive intermediate, (CH3)3C+, is formed as a result of the first step of the reaction mechanism. Explain why this happens.6A1: Distinguish between synthetic and retrosynthetic transformations to solve problems and predict starting materials and products. Draw any retrosynthetic sequence where a hydroxyl cycloalkane retron can be retrosynthesized into an appropriate cycloalkene, where the cycloalkene can be retrosynthesized into an appropriate cycloalkane halide. While you are allowed to work out this problem synthetically, you MUST report your final response in the retrosynthetic direction using the symbology we learned in lecture/