Interpretation:
The modified procedure to synthesize racemic mixture of
Concept introduction:
Substitution reaction: A reaction in which one of the hydrogens 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 a reaction in which unsaturated bonds are converted to saturated molecules by addition of molecules.
The molecules that are nonsuperimposable or not identical with their mirror images are known as chiral molecules.
The stereoisomers that are nonsuperimposable on each other and not mirror images of each other are known as diastereomers.
The achiral compounds in which plane of symmetry is present internally and consists of chiral centres are known as meso compounds, but they are optically inactive.
Enantiomers are stereoisomers whose molecules contain nonsuperimposable mirror images.
A chiral molecule is one that has a nonsuperimposable mirror image and an achiral molecule is one that has a superimposable mirror image.
Each center is analyzed separately, if the compound contains more than one chirality center.
The designation of each carbon is determined by using the numbers.
When the order of progression from the group of highest priority to that of the next highest priority is clockwise, it is said to be the
When the order of progression from the group of highest priority to that of the next highest priority is anticlockwise, then it is said to be the
The mixture that contains equimolar quantity of two enantiomers is called a racemic mixture.
Want to see the full answer?
Check out a sample textbook solutionChapter 8 Solutions
Organic Chemistry
- Q4 Which statement below about Sn1 reactions is incorrect? (A) SN1 reactions are stepwise and have intermediates. (B) The slow step in a SN1 reaction is formation of the carbocation intermediate. (C) SN1 reactions have first order kinetics which means only the alkyl halide is involved in the rate limiting step. (D) The products of a SN1 reaction will be a pair of enantiomers. (E) An aprotic solvent is best for Sn1 reactions as they tend to help stabilize carbocation intermediates.arrow_forwardThe reaction of butan-2-ol with concentrated aqueous HBr goes with partial racemization, giving more inversion thanretention of configuration. Propose a mechanism that accounts for racemization with excess inversion.(b) Under the same conditions, an optically active sample of trans-2-bromocyclopentanol reacts with concentrated aqueous HBr to give an optically inactive product, (racemic) trans-1,2-dibromocyclopentane. Proposea mechanism to show how this reaction goes with apparently complete retention of configuration, yet withracemization. (Hint: Draw out the mechanism of the reaction of cyclopentene with Br2 in water to give thestarting material, trans-2- bromocyclopentanol. Consider how parts of this mechanism might be involved in thereaction with HBr.)arrow_forwardG.267.arrow_forward
- Following compounds are given to you:2-Bromopentane, 2-Bromo-2-methylbutane, 1-Bromopentane(i) Write the compound which is most reactive towards SN2 reaction.(ii) Write the compound which is optically active.(iii) Write the compound which is most reactive towards β – elimination reactionarrow_forwardGive explanation of the correct option and explanation of the incorrect options.arrow_forwardThe following compound readily eliminates CO; to form a conjugated six membered ring. (a) Complete the reaction with drawing the possible structure and (b) explain why this reaction goes steadily.arrow_forward
- B) Rank the following species in order of increasing nucleophilicity. (A) CH3CH2S-, (B) CH3CH2O-, (C) (CH3)3CO-, (D) (CH3)3COH.arrow_forwardRank the compounds in order of increasing reactivity in electrophilic aromatic substitution. Briefly explain your answer. CóH5OH, C6H5SO3H, C6H5CIarrow_forwardWhen norbornene undergoes hydroboration-oxidation, a mixture of two stereoisomers is produced in a roughly 6:1 ratio. (a) Draw both of these isomeric products. (b) Which product is favored? Hint: You should build a model of norbornene and consider the transition state leading to each product. 1. BH3 THF ? 2. H2O2, NaOH, H,O Norbornenearrow_forward
- Spirocyclic compounds, such as compound 3, are made and used by insects for the purposes of communication. The first step of a synthesis of compound 3 involves treatment of (S)-1,2-epoxypropane (compound 1) with lithium acetylide, followed by acid workup, to give compound 2, as shown below (J. Org. Chem. 2005, 70, 3054-3065). Identify the structure of compound 2 and provide a mechanism for its formation. (Hint: The carbon-lithium bond reacts in a way that is similar to the carbon-magnesium bond of a Grignard reagent.) 1 13.17 a 1) Li—= 2) H₂O+ нас!!!!!! C5H8O Edit Drawing 2 Ž Modify the given structure of the starting material to draw the major product. an 3arrow_forwardSolve this attached filearrow_forwardConsider the tetracyclic aromatic compound drawn below, with rings labeled as A, B, C, and D. (a) Which of the four rings is most reactive in electrophilic aromatic substitution? (b) Which of the four rings is least reactive in electrophilic aromatic substitution? (c) What are the major product(s) formed when this compound is treated with one equivalent of Br2?arrow_forward