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- Nitriles, R–=C≡N, undergo a hydrolysis reaction when heated with aqueous acid. What is the structure of the compound produced by hydrolysis of propanenitrile, CH3CH2C≡N, if it has IR absorptions from 2500–3100 cm-1 and at 1710 cm-1, and has M+=74?Provide the mechanism for the following transformation: NaCN CN + NaciWhich of the following starting materials will provide the desired compound under the proposed conditions: م O کنند امام احمد محمد ہ میر O ه A B U E starting material A ATP, H2O OH OH B م کی نو عليك حد E OH
- 20-23 Predict the product(s) and provide the mechanism for each reaction below. NaOH (a) CEN ? H20 (b) N=C- NaOH ? H20 (c) NaOH CH3- ? H20 (d) NaOH ? N=C- H20Stel 'n meganisme vir die volgende reaksie vo duidelik die stereochemiese verloop van die reaksie): (1S,2R,4S)-2-amino-4-ters-butielsikloheksanol (1S,2R,4S)-2-amino-4-tert-butylcyclohexanol Propose a mechanism for the following reaction (clearly indicate the stereochemical course of the reaction): NaNO₂, HCI, H₂O 4-ters-butielsikloheksanoon 4-tert-butylcyclohexanoneThe following compound has been found to be an inhibitor of penicillinase. The enzyme can be reactivated by hydroxylamine (NH2OH). Propose a mechanism to account for the inhibition and for the reactivation.
- Which of the following bases are strong enough to deprotonate CH3CH2CH2C≡CH (pKa = 25) so that equilibrium favors the products: NaC ≡ N NaH CF3COONa CH3Li CH3ONa NaNH2Identify the counterion in the following reaction:LiCH3CH2CH2 + H2O → CH3CH2CH3 + LiOHlo CI H3C H3C 07 ↔X + :0: OH Dimethylaminopyridine (DMAP) is often used as a catalyst in esterification reactions. A basic solvent such as triethylamine is used to react with the liberated proton from the alcohol group. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions CI NMe₂ N(CH₂CH3)3 CH3 6--10-- NMe2
- The following nucleophilic substitution occurs with rearrangement. Suggest a mecha- nism for formation of the observed product. If the starting material has the S configura- tion, what is the configuration of the stereocenter in the product? NaOH OH H,0Amantadine is effective in preventing infections caused by the influenza A virus and in treating established illnesses. It is thought to block a late stage in the assembly of the virus. Amantadine is synthesized by treating 1-bromoadamantane with acetonitrile in sulfuric acid to give N-adamantylacetamide, which is then converted to amantadine. CH,C=N in H,SO, Br NHCCH3 NH2 1-Bromoadamantane Amantadine (a) Propose a mechanism for the transformation in Step 1. (b) Describe experimental conditions to bring about Step 2.Given this retrosynthetic analysis, propose a synthesis for the antihistamine p-methyldiphenhydramine. Is p-methyldiphenhydramine chiral? If so, how many of the possible stereoisomers are formed in this synthesis? H NMe, НО Br p-Methyldiphenhydramine +