Interpretation:
The reason for the failure of
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.
Substitution reaction: A reaction in which one of the hydrogen atoms of a hydrocarbon or a functional group is substituted by any other functional group is called substitution reaction.
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.
Dehydration of alcohols includes the first step as the protonation of alcohol and formation of carbocation.
The order of stability of carbocation is such that the tertiary carbocation is most stable, whereas the primary carbocation is least stable and secondary carbocation lies between primary and secondary carbocation.
For naming bicyclo-compounds:
Compounds containing two fixed or bridged rings are known as bicycloalkanes.
Then number of carbon atoms in each bridge is written in square brackets in decreasing order.
For numbering substituent groups, start numbering from the longest chain, then the moderate chain, and at last, the shortest chain.
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Organic Chemistry
- II) Reactions - Complete the following reactions by drawing clear structures for the major organic product, reagent, or reactant. Remember stereochemistry (where applicable)! a) b) d) Notes on inputting answers in boxes: If the answer is a single compound, give its structure clearly. If the answer is a racemic mixture, you may give one enantiomer's structure clearly and write "racemic" or (+) under the answer. If the answer is a mixture of diastereomers, you must clearly give the individual structure of each product. . 1. NaH 2. Na, NH3 structure 1) F3C OOH 2) FeCl3, (1 equiv) H₂N. xs H₂, Pd/C 1) (sia)₂BH 2) H₂O2, NaOH H₂O 1. Cy₂BH 2. H₂O2, NaOH, H₂O FeCl3 (1 equiv)arrow_forwardDrawn below are the structures of (+)-menthol and (-)-menthol. These are stereoisomers of one another. They have identical physical properties are indiscernible by most laboratory techniques (e.g. melting point, boiling point, IR spectroscopy), except they interact with polarized light differently (hence the +/- designation). Curiously, they can be perceived differently by humans by our sense of smell. (a) Make a model of the structures or draw them both and describe how they are related geometrically. (b) Why is it that these nearly physically identical compounds can be discerned by our sense of smell? OH HO (+)-menthol (-)-mentholarrow_forwarddo both as they are the parts of one question..arrow_forward
- 1) Show how you could synthesize (Z)-5-octene-2-ol using precursors that contain fewer than five carbon atoms (<5). You may use starting materials containing more than five carbon atoms if no more than four of the carbon atoms from that precursor remain in the final product. Note: (Z)-allylic bromides and chlorides are not stable and spontaneously rearrange to the (E) isomers.arrow_forwardCompound X, C,4H12Br2, is optically inactive. On treatment with strong base, X gives hydrocarbon Y, C14H10: Compound Y absorbs 2 equivalents of hydrogen when reduced over a palladium catalyst to give z (C14H14) and reacts with ozone to give one product, benzoic acid (C,Hg02). Draw the structure of compound Z. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Ignore alkene stereochemistry. • If more than one structure fits the description, draw them all. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate structures with + signs from the drop-down menu. ChemDoodlearrow_forward2. Using the Roman Numerals provided, rank the following compounds in order of increasing boilıng point. Briefly explain your answer (you should justify the position of each compound in the ranking). () 2,3-dimethylheptane (I) pentane (III) 2-methylbutane (IV) 2,2-dimethylpropane Rank:arrow_forward
- Organic chemistryarrow_forwardThe bicyclo [3.1.0] hexane ring system, highlighted in compound 3, is found in several natural products, including sabinene, a compound partially responsible for the flavor of ground black pepper. One method for preparing this ring system involves the conversion of compound 1 to compound 2, as shown below. Draw the structure of compound 2 and provide a reasonable mechanism for its formation. Add any remaining curved arrows to complete step one of the mechanism, and modify the given drawing as needed to show the intermediate that is formed in this step.arrow_forwardThe compound below is treated with chlorine in the presence of lightarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning