
Concept explainers
a)
Interpretation:
The alkene that will give 1-bromocyclopentane in an addition reaction is to be identified.
Concept introduction:
In addition reactions small molecules like HCl, H2O, HBr etc. add to the double bond in an alkene to yield a single product. The addition to unsymmetrical
To state:
Which alkene will give 1-bromocyclopentane as product in an addition reaction.
b)
Interpretation:
The alkene that will give 1-ethyl-1-iodocyclopentane in an addition reaction is to be identified.
Concept introduction:
In addition reactions small molecules like HCl, H2O, HBr etc. add to the double bond in an alkene to yield a single product. The addition to unsymmetrical alkenes will follow Markovnikov’s rule which states that “in the addition of HX to an alkene, the H adds to the carbon with fewer alkyl substituents and X adds to the carbon with more alkyl substituents”.
To state:
Which alkene will give 1-ethyl-1-iodocyclohexane as product in an addition reaction.
c)
Interpretation:
The alkene that will give 3-bromohexane in an addition reaction is to be identified.
Concept introduction:
In addition reactions small molecules like HCl, H2O, HBr etc. add to the double bond in an alkene to yield a single product. The addition to unsymmetrical alkenes will follow Markovnikov’s rule which states that “in the addition of HX to an alkene, the H adds to the carbon with fewer alkyl substituents and X adds to the carbon with more alkyl substituents”.
To state:
Which alkene will give 3-bromohexane as product in an addition reaction.
d)
Interpretation:
The alkene that will give 1-chloroethylcyclopentane in an addition reaction is to be identified.
Concept introduction:
In addition reactions small molecules like HCl, H2O, HBr etc. add to the double bond in an alkene to yield a single product. The addition to unsymmetrical alkenes will follow Markovnikov’s rule which states that “in the addition of HX to an alkene, the H adds to the carbon with fewer alkyl substituents and X adds to the carbon with more alkyl substituents”.
To state:
Which alkene will give 1-chloroethylcyclohexane as product in an addition reaction.

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Chapter 7 Solutions
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
- Indicate the products obtained by mixing 2,2-dimethylpropanal with acetaldehyde and sodium ethoxide in ethanol.arrow_forwardSynthesize 2-Ethyl-3-methyloxirane from dimethyl(propyl)sulfonium iodide using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forwardSynthesize 2-Hydroxy-2-phenylacetonitrile from phenylmethanol using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forward
- Synthesize N-Methylcyclohexylamine from cyclohexanol using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forwardSynthesize N-Methylcyclohexylamine from cyclohexanol using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forwardIf possible, please provide the formula of the compound 3,3-dimethylbut-2-enal.arrow_forward
- Synthesize 1,4-dibromobenzene from acetanilide (N-phenylacetamide) using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forwardIndicate the products obtained by mixing (3-oxo-3-phenylpropyl)triphenylphosphonium bromide with sodium hydride.arrow_forwardWe mix N-ethyl-2-hexanamine with excess methyl iodide and followed by heating with aqueous Ag2O. Indicate the major products obtained.arrow_forward
- Indicate the products obtained by mixing acetophenone with iodine and NaOH.arrow_forwardIndicate the products obtained by mixing 2-Propanone and ethyllithium and performing a subsequent acid hydrolysis.arrow_forwardIndicate the products obtained if (E)-2-butenal and 3-oxo-butanenitrile are mixed with sodium ethoxide in ethanol.arrow_forward
