Chemistry Homework Solutions

SN1 and SN2 reactions

What will be the products (if there will be a reaction) when the following substrates are reacted with 15% NaI in acetone? with 1% AgNO3 in ethanol? Very briefly explain how you were able to make your predictions. 1. bromobenzene 2. bromocyclopentane 3. 1-chlorobutane 4. 1-chloromethylbenzene

Nucleophile strength

Every source I can find says ethanol is a better nucleophile than nitrate, but this doesn't make sense to me. Why would ethanol be a better nucleophile than nitrate?

Write a balanced equation for the conversion of C6H5CHOHCH3 to methyl ketone in the presence of I2 and NaOH.

The haloform reaction using I2 and NaOH is referred to as the "iodoform" test for methylketones. The test also gives positive results for compounds containing the -CH(OH)CH3 group. This results from the oxidation of the alcohol to the methyl ketone in the first stage. Write a balanced equation for the conversion of C6H5CHOHCH3 t ...continues

Reaction of Organohalides

I need explanation of which product should be favored. (See attached file for full problem description)

Orangic Reaction

(See attached file for full problem description with diagram) --- Draw all the possible monochlorination products of methylcyclopentane (ignoring stereoisomers) and calculate the % of each product formed.

Allylic radical intermediate

Please see attachment for equations. --- A. Draw the resonance forms fo the allylic radical intermediate that accounts for the formation of B and C in the reaction below: B. D and E, below, are minor products in the above reaction. Explain why. ---

Oxidation Reduction

I need help with oxidation and reduction for organic compounds and calculation of oxidation levels. Please see attachment. --- 1. Label each transformation below as oxidation, reduction or neither oxidation nor reduction. Show evidence (calculation of oxidation levels) to support you answer. 2. Rank the following co ...continues

SN1 and SN2 mechanism

I need help with the following problems on SN1 and SN2 and explaination for each. Please see attachment. Thank you. --- 1. Which would you expect to be the most reactive compound in an SN2 reaction. Briefly explain. 2. Which would you expect to be the worst leaving group in an elimination reaction. Briefly explain. ...continues

SN1 mechanism.

(See attached file for full problem description with reaction) --- Consider the reaction below: If the above reaction occurs via an SN1 reaction mechanism, then propose an explanation for why a racemic mixture is not formed in this reaction. ---

Elimination mechanism.

I need help with this elimination mechanism. Please see attachment. Thanks. --- Does the following elimination reaction most likely occur by an E1 or E2 mechanism? Explain. ---

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