Interpretation:
The relative
Concept Introduction:
Electrophiles are electron deficient species which has positive or partially positive charge. Lewis acids are electrophiles which accept electron pair.
Nucleophiles are electron rich species which has negative or partially negative charge. Lewis bases are nucleophiles which donate electron pair.
Free radical is an atom, molecule or ion that has unpaired electrons which makes it highly chemically reactive.
Substitution reaction: A reaction in which one of the hydrogen atoms of a hydrocarbon or a
Elimination reaction: A reaction in which two substituent groups are detached and a double bond is formed is called elimination reaction.
Addition reaction: It is the reaction in which unsaturated bonds are converted to saturated molecules by the addition of molecules.
Carbocation is a molecule having a carbon atom bearing three bonds and a positive formal charge.
Carbocation are generally unstable because they do not have eight electrons to satisfy the octet rule.
The order of stability of carbocation is such that the tertiary carbocation is the most stable whereas the primary carbocation is the least stable, and secondary carbocation lies between primary and tertiary carbocations.
If primary carbocation is obtained in product, it rearranges itself to secondary or tertiary carbocation to form more stable product.
If secondary carbocation is obtained in product, it rearranges itself to tertiary carbocation to form more stable product.
The stability of carbocation:
The addition reaction is the reaction in which unsaturated bonds are converted into saturated molecules by the addition of molecules.
The primary carbon atom is the one in which the required atom of carbon is attached to only one other atom of carbon. It is denoted by
The secondary carbon atom is the one in which the required atom of carbon is attached to two other atoms of carbon. It is denoted by
The tertiary carbon atom is the one in which the required atom of carbon is attached to three other atoms of carbon. It is denoted by
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Organic Chemistry
- Reaction of this bicycloalkene with bromine in carbon tetrachloride gives a trans dibromide. In both (a) and (b), the bromine atoms are trans to each other. However, only one of these products is formed. Which trans dibromide is formed? How do you account for the fact that it is formed to the exclusion of the other trans dibromide?arrow_forwardThe reaction of 2-bromopropane and sodium ethoxide in ethanol reacts 6.7 times 1). faster than 2-bromo-1-deuteriopropane under the same conditions. Explain what mechanism this data is consistent with, and why. H(D) ELOH Br 2) the following reactions. Explain the reason(s) for the difference in relative rates and regiochemistry in Fast Slow EtO EtO ETOH ETOHarrow_forward1. The conversion between alcohols, ethers, and epoxides is an important process in organic synthesis. (a) Draw a mechanism for the classic epoxidation of an alkene using MCPBA. (b) Show how this epoxidation can be converted to alcohols/ethers using both acidic and basic conditions. Be sure to highlight the difference between regio- and stereochemistry with the different reactions. (c) Name the end products and be sure to include all necessary stereochemistry. MCPBA CH3OH +H O + Diastereomer SN 1 CH₂ONa SN 2 ↓ OH OCH3 um OCH 3arrow_forward
- 1. b) Show the MECHANISM for the POLAR addition of molecular chlorine to cyclopentane. c) The reaction of toluene and ethylbenzene was through the alkyl groups, -CH 3 and -CH 2 CH 3, respectively. Why didn’t xylene, which has TWO methyl groups, react with bromine in the time allotted?arrow_forwardWhich reaction or statement regarding nucleophilic substitutions is incorrect? A) C₁ + 2 H2O ноттон + 2 HCI B) ta CI+MeOH to + HCI C) D) The rate-limiting step in SN1 reactions is the initial step, loss of the leaving group. Nucleophilic substitution reactions that follow second-order kinetics involve complete inversion of configuration.arrow_forward] The reaction of 2-bromopropane and sodium ethoxide in ethanol reacts 6.7 times faster than 2-bromo-1-deuteriopropane under the same conditions. Explain what mechanism this data is consistent with, and whyarrow_forward
- Investigate what happens when an alkene reacts with potassium permanganate, as well as when it reacts with bromine water. Draw the reaction mechanism for both reactions digitally, not in the notebook.arrow_forwardThe relative rates of reaction of ethane, toluene, and ethylbenzene with bromine atoms have been measured. The most reactive hydrocarbon undergoes hydrogen atom abstraction a million times faster than does the least reactive one. Arrange these hydrocarbons order of decreasing reactivity.arrow_forwardAnswer the following questions regarding the nucleophilic substitution reaction shown below: CH3CH2CH2-Br + I- ------> CH3CH2CH2I + Br- (a) Write the rate law for this reaction assuming that it is a one step reaction that is first order in each of the reactants. (b) Holding the concentration of the iodide ion constant, what change would be observed in the rate if the concentration of the n- propyl bromide was tripled? (b) Assume that this is an exothermic reaction, draw the energy profile and identify the location of the transition state. (c) Draw the transition state for this reaction. (d) What change is observed for the entropy of the system during this reaction? (e) Show the likely mechanism of this reaction using the proper curved arrowsarrow_forward
- Give the complete mechanism, including transition states, for the following reaction. Then draw the potential energy diagram for it and for similar alkylbromides of other substitution patterns. Give the rate law for this type of mechanism. Then give the rate trend based on substitution pattern and explain it using the rate law and potential energy diagram you have provided. Use additional sheets, make sure you draw large enough for your work to be clearly understood, and attach them in order. H" -CI HSCH3 ethanol H3CS- + H" -SCH 3 Explain why 1-chlorobicyclo[2.2.1]heptane (shown below) even though it is a tertiary alkyl halide, is virtually unreactive in the SN1 reaction. It has been estimated that it is 10-13 times as reactive as tert-butyl chloride. Hint: consider the preferred geometry of the reactive intermediate.arrow_forwardPlease give the main substitution product for each of the following reactions, and indicate the dominant mechanism: (a) 1-bromopropane + NaOCH3 → (b) 3-bromo-3-methylpentane + NaOC2H5 →arrow_forwardArrange the alkenes in each set in order of increasing rate of reaction with HI and explain the basis for your ranking. Draw the structural formula of the major product formed in each case.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningOrganic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning