Enantiomer of cis-1-chloro-3-methylcyclopentane

Draw the enantiomer of cis-1-chloro-3-methylcyclopentane which is R at C-1. 1) What is the configuration of this molecule at C-3 (R and S)? 2) When cis-1-chloro-3-methylcyclopentane and trans-1-chloro-3-methylcyclopentane are treated with sodium iodide in aqueous acetone, their rates of substitution are strikingly differ ...continues

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 ...continues

Solvolysis of t-butylchloride by aqueous acetone

Draw the energy diagram for the rate determining step of the solvolysis of t-butylchloride by aqueous acetone. This should include: 1) Labeling each axis of the diagram. 2) Showing the reactants and the products of this step. 3) Indication of the transition state position 4) Drawing a representation of the molecule fo ...continues

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 probl ...continues

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?

Treatment of (2R, 3S)-2-bromo-3-phenylpentane with KOH

Problem: Treatment of (2R, 3S)-2-bromo-3-phenylpentane with KOH can lead to different products, depending on the reaction pathway. Draw (2R, 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.

Conceptual Org III question

Explain why compound A reacts 9000 times faster than compound B at 0 degrees, but the two compounds react at the same rate at 103 degrees.

Chemistry

Draw the most stable conformation of cis-1, 3-dimethylocylohexane. Explain answer in terms of axial vs. equatorial positions.

For the compound, 1,2-dibromoethane, the most stable conformation would be

1. For the compound, 1,2-dibromoethane, the most stable conformation would be a. eclipsed (0 degrees) b. gauche (60 degrees) c. eclipsed (90 degrees) d. anti (120 degrees) 2. The compound, 1,3-dimethylcyclobutane, is a constitutional isomer of which of the following? a. 1,3-dimethylcyclohexane b. 2,4-dimethylcyclobu ...continues

5 Chemistry Problems

1. Which of the following correctly lists the following isomeric alkanes in order of increasing boiling point? n-hexane, 2,3-dimethylbutane, 2-methylpentane a. n-hexane < 2-methylpentane < 2,3- dimethylbutane b. 2-methylpentane < 2,3-dimethylbutane < n-hexane c. 2,3-dimethylbutane < 2-methylpentane < n-hexane d. n-hexa ...continues