Interpretation:
The starting material that gives the desired product on working backward is to be deduced.
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.
Elimination reaction: A reaction in which two substituent groups are detached and a double bond is formed is called elimination reaction.
Nucleophilic substitution reaction: A reaction in which one of the hydrogens of a hydrocarbon or a
The reaction in which the halide group is removed to form alkene is called dehydrohalogenation.
The reaction in which hydrogen is added to the compound in the presence of catalyst is known as hydrogenation.
The number of moles of hydrogen absorbed will be equal to the number of double bonds.
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Chapter 7 Solutions
Organic Chemistry
- Provide concise syntheses for each of the following compounds starting from but-1 - ene. The source of all the carbon atoms in these molecules must be either but-1 - ene or any one carbon nucleophile/electrophile. (If you must use a reagent that has more than one carbon atoms you must show the preparation of that reagent from but-1 - ene.) (a) Methyl propanoate (b) 3, 5- Dimethylheptan-4-one (c) 5-ethyl-7-methylnon-4-enearrow_forwardPredict the major product or the necessary reagent or reactant to complete each of the following reactions. In the box before each reaction, indicate the mechanism followed by the reaction. (Free radical (FR), SN2, SN1). (b) (a) Cl₂ CH₂CH₂OH (a) 1 hv 2 (b) H Br H₂O Na+ SCH3 (c) (d) CI "CH3arrow_forwardApply retrosynthetic analysis to guide the preparation of each of the following compounds from the indicated starting material, then write out the synthesis showing the necessary reagents. (a) 1-Propanol from 2-propanol (b) 1,2-Dibromopropane from 2-bromopropane (c) 1-Bromo-2-propanol from 2-propanol (d) 1-Bromo-2-methyl-2-propanol from tert-butyl bromide (e) 1,2-Epoxypropane from 2-propanol (f) tert-Butyl alcohol from isobutyl alcohol (g) tert-Butyl iodide from isobutyl iodide (h) trans-2-Chlorocyclohexanol from cyclohexyl chloridearrow_forward
- Give the products expected from the following reactions.(a) acetyl chloride + ethylaminearrow_forwardStarting with 2-methylpropene, outline a synthesis of (a) (CH3)3COH (b) (CH3)2C(OH)CH2Brarrow_forwardProvide the expected product for the reaction of each of the following alkenes with (i) HBr and (ii) HBr, H₂O₂. 3 (b) (c) (d) (e)arrow_forward
- 2. Provide the structure of the intermediates and products for the following reactions. (a) (b) CH3 BH3 H₂O2, -OH (C) (D) 2HBr (E) CC14arrow_forwardDraw the structural formula(s) for the major product(s) of each of the following reactions. Unless required, ignore stereochemical details.arrow_forwardGuiding your reasoning by retrosynthetic analysis, show how you could prepare each of the following compounds from the given starting material and any necessary organic or inorganic reagents. All require more than one synthetic step. (a) Cyclopentyl iodide from cyclopentane (b) 1-Bromo-2-methylpropane from 2-bromo-2-methylpropane (c) meso-2,3-Dibromobutane from 2-butyne (d) 1-Heptene from 1-bromopentane (e) cis-2-Hexene from 1,2-dibromopentane (f) Butyl methyl ether (CH3CH2CH2CH2OCH3) from 1-butenearrow_forward
- (a) (b) (c) Suggest a synthesis of the following alkene (A) using a Wittig reaction strategy. Draw the starting material(s), key reagent and a full reaction mechanism including an explanation of the observed geometry. Which of the following (B) and (C) will favour the enol form? Briefly explain your reasoning. Predict the product(s) and provide a mechanism for each of the following transformations: (i) (ii) OMe OMe Base OEt NaOEtarrow_forwardDraw the structure of the final product(s) of this series of reactions. (b)arrow_forwardPlease don't provide handwritten solution...arrow_forward
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