Concept explainers
Interpretation:
The structures of the compounds A, B, C, and D are to be proposed with proper stereochemistry.
Concept introduction:
舧 Electrophiles are electron-deficient species, which has positive or partially positive charge. Lewis acids are electrophiles, which accept electron pair.
舧 Nucleophiles are electron-rich species, which has negative or partially negative charge. Lewis bases are nucleophiles, which donate electron pair.
舧 Substitution reaction: A reaction in which one of the hydrogen atoms of a hydrocarbon or a
舧 Elimination reaction: A reaction in which two substituent groups are detached and a double bond is formed is called elimination reaction.
舧 Addition reaction: It is the reaction in which unsaturated bonds are converted to saturated molecules by the addition of molecules.
舧 The reaction in which there is addition of hydrogen molecule is called hydrogenation reaction.
舧
舧 The formula of degree of unsaturation (U) can be represented as
Here,
舧 Alkyl halides react with magnesium in ethers to give the Grignard reagents, which react with aqueous acid to give alkanes.
舧 Alkyl halides with a β�-hydrogen in anti-periplanar arrangement can react with strong base like sodium ethoxide in ethanol to yield alkenes.
舧 Alkenes react with ozone and subsequently work up with dimethyl sulfide (DMS) to yield aldehydes or ketones.
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Organic Chemistry
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- Draw the structure of the predominant form of CF3CH2OH (pK a = 12.4) at pH = 6.arrow_forwardA chiral amine A having the R configuration undergoes Hofmann elimination to form an alkene B as the major product. B is oxidatively cleaved with ozone, followed by CH3SCH3, to form CH2 = O and CH3CH2CH2CHO. What are the structures of A and B?arrow_forwardIdentify the structures of A and B, isomers of molecular formula C10H12O2, from their IR data and 1H NMR spectra.a. IR absorption for A at 1718 cm−1b. IR absorption for B at 1740 cm−1arrow_forward
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- Sharpless epoxidation of allylic alcohol X forms compound Y. Treatment of Y with NaOH and C6H5SH in an alcohol–water mixture forms Z. Identify the structure of Y and draw a mechanism for the conversion of Y to Z. Account for the stereochemistry of the stereogenic centers in Z. Z has been used as an intermediate in the synthesis of chiral carbohydrates.arrow_forward(NH4)3PO4 Pb(NO:)4 -> Pb3(PO4)4 NHẠNO3arrow_forwardCompound A has the molecular formula C14H25Br and was obtained by reaction of sodium acetylide (HC≡CNa) )with 1,12-dibromododecane. On treatment of compound A with sodium amide, it was converted to compound B (C14H24). Ozonolysis of compound B gave the diacid HO2C(CH2)12CO2H. Catalytic hydrogenation of compound B over Lindlar palladium gave compound C (C14H26), while hydrogenation over platinum gave compound D (C14H28). Sodium-ammonia reduction of compound B gave compound E (C14H26). Both C and E yielded O═CH(CH2)12CH═O on ozonolysis. Assign structures to compound A through E so as to be consistent with the observed transformations.arrow_forward