
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
OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card for McMurry's Organic Chemistry, 9th
- Answers to the remaining 6 questions will be hand-drawn on paper and submitted as a single file upload below: Review of this week's reaction: H₂NCN (cyanamide) + CH3NHCH2COOH (sarcosine) + NaCl, NH4OH, H₂O ---> H₂NC(=NH)N(CH3)CH2COOH (creatine) Q7. Draw by hand the reaction of creatine synthesis listed above using line structures without showing the Cs and some of the Hs, but include the lone pairs of electrons wherever they apply. (4 pts) Q8. Considering the Zwitterion form of an amino acid, draw the Zwitterion form of Creatine. (2 pts) Q9. Explain with drawing why the C-N bond shown in creatine structure below can or cannot rotate. (3 pts) NH2(C=NH)-N(CH)CH2COOH This bond Q10. Draw two tautomers of creatine using line structures. (Note: this question is valid because problem Q9 is valid). (4 pts) Q11. Mechanism. After seeing and understanding the mechanism of creatine synthesis, students should be ready to understand the first half of one of the Grignard reactions presented in a past…arrow_forwardPropose a synthesis pathway for the following transformations. b) c) d)arrow_forwardThe rate coefficient of the gas-phase reaction 2 NO2 + O3 → N2O5 + O2 is 2.0x104 mol–1 dm3 s–1 at 300 K. Indicate whether the order of the reaction is 0, 1, or 2.arrow_forward
- 8. Draw all the resonance forms for each of the following molecules or ions, and indicate the major contributor in each case, or if they are equivalent. (4.5 pts) (a) PH2 سمةarrow_forward3. Assign absolute configuration (Rors) to each chirality center. a. H Nitz C. он b. 0 H-C. C H 7 C. ་-4 917-417 refs H 1つ ८ ડુ d. Но f. -2- 01 Ho -OH 2HNarrow_forwardHow many signals do you expect in the H NMR spectrum for this molecule? Br Br Write the answer below. Also, in each of the drawing areas below is a copy of the molecule, with Hs shown. In each copy, one of the H atoms is colored red. Highlight in red all other H atoms that would contribute to the same signal as the H already highlighted red. Note for advanced students: In this question, any multiplet is counted as one signal. Number of signals in the 'H NMR spectrum. For the molecule in the top drawing area, highlight in red any other H atoms that will contribute to the same signal as the H atom already highlighted red. If no other H atoms will contribute, check the box at right. No additional Hs to color in top molecule For the molecule in the bottom drawing area, highlight in red any other H atoms that will contribute to the same signal as the H atom already highlighted red. If no other H atoms will contribute, check the box at right. No additional Hs to color in bottom moleculearrow_forward
- In the drawing area below, draw the major products of this organic reaction: 1. NaOH ? 2. CH3Br If there are no major products, because nothing much will happen to the reactant under these reaction conditions, check the box under the drawing area instead. No reaction. Click and drag to start drawing a structure. ☐ : A คarrow_forwardPredict the major products of the following organic reaction: NC Δ ? Some important Notes: • Draw the major product, or products, of the reaction in the drawing area below. • If there aren't any products, because no reaction will take place, check the box below the drawing area instead. • Be sure to draw bonds carefully to show important geometric relationships between substituents. Note: if your answer contains a complicated ring structure, you must use one of the molecular fragment stamps (available in the menu at right) to enter the ring structure. You can add any substituents using the pencil tool in the usual way. Click and drag to start drawing a structure. Х аarrow_forwardPredict the major products of this organic reaction. Be sure you use dash and wedge bonds to show stereochemistry where it's important. + ☑ OH 1. TsCl, py .... 文 P 2. t-BuO K Click and drag to start drawing a structure.arrow_forward
- Consider this organic reaction: ( Draw the major products of the reaction in the drawing area below. If there won't be any major products, because this reaction won't happen at a significant rate, check the box under the drawing area instead. Click and drag to start drawing a structure. Х : а ค 1arrow_forwardIn the drawing area below, draw the major products of this organic reaction: If there are no major products, because nothing much will happen to the reactant under these reaction conditions, check the box under the drawing area instead. 1. NaH 2. CH3Br ? Click and drag to start drawing a structure. No reaction. : ☐ Narrow_forward+ Predict the major product of the following reaction. : ☐ + ☑ ค OH H₂SO4 Click and drag to start drawing a structure.arrow_forward
