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Interpretation:
The products that would be formed on salicin reacting with dilute aqueous HCl is to be determined and the mechanism of reaction for the this reaction is to be outlined.
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 A carbohydrate is a
舧 Salicin is a naturally occurring glycoside and is originally found in the bark of willow trees. It is an effective analgesic for relieving pain. Its structure is given below:
舧 Glycosides are carbohydrate acetals and can be simple or complex. These molecules are stable in basic solutions, but produce sugar and alcohol in acidic solutions.
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Chapter 22 Solutions
Organic Chemistry
- (b) Suggest a reasonable biosynthesis for the naturally occurring alkaloid coniine (isolated from hemlock), starting from octanoic acid. Coniinearrow_forwardPredict the products obtained from the reaction of triolein with the following reagents.(a) NaOH in water (b) H2 and a nickel catalyst (c) Br2 in CCl4arrow_forwardSynthesize octadecyl stearate using linoleic acid (18:2) (Given, stearic acid: 18:0) as the only starting material.arrow_forward
- Predict the products formed when limonene reacts with the followingreagents.(a) excess HBr (b) excess HBr, peroxides (c) excess Br2 in CCl4(d) ozone, followed by dimethyl sulfidearrow_forwardShow how to synthesize the following amines from the indicated starting materials.(a) N-cyclopentylaniline from aniline (b) N-ethylpyrrolidine from pyrrolidinearrow_forward22.47 Tertiary amines with three different alkyl groups are chiral but cannot be resolved because pyramidal inversion causes racemization at room temperature. Nevertheless, chiral aziridines can be resolved and stored at room temperature. Aziridine is a three-membered heterocycle containing a nitrogen atom. The following is an example of a chiral aziridine. In this compound, the nitrogen atom is a chiral center. Suggest a reason why chiral aziridines do not undergo racemization at room temperature.arrow_forward
- Based on the image attached, it shows methyl salicylate reacts with Ethanamine, and Ether act as a solvent to form N-ethylbenzamide as a product. Explains the mechanism reaction of conversion ester to an amide.arrow_forwardGive one chemical test to distinguish between the following pairs of compounds : (i) Methylamine and dimethylamine (ii) Secondary and tertiary amines (iii) Ethylamine and aniline (iv) Aniline and benzylamine (v) Methylamine and methanol (vi) Methylamine and N, N-Dimethylamine (vii) Ethanol and ethanaminearrow_forwardPredict the products from the reactions of the following amines with sodium nitrite indilute HCl.(a) cyclohexanaminearrow_forward
- Write a structural formula for each of the following compounds: (a) m-Chlorobenzoyl chloride (b) Trifluoroacetic anhydride (c) cis-1,2-Cyclopropanedicarboxylic anhydride (d) Ethyl cycloheptanecarboxylate (e) 1-Phenylethyl acetate (f) 2-Phenylethyl acetate (g) p-Ethylbenzamide (h) N-Ethylbenzamide (i) 2-Methylhexanenitrilearrow_forwardGive a suitable chemical reaction to distinguish between a primary and a secondary amine. Suggest one way of Increasing the basicity of an amine and give a specific example of its application.arrow_forward(a) Explain the mechanism of a nucleophilic attack on the carbonyl group of an aldehyde or a ketone.(b) An organic compound (A) (molecular formula CgH16Q2) was hydrolysed with dilute sulphuric acid to give a carboxylic acid (B) and an alcohol (C). Oxidation of (C) with chromic acid also produced (B). On dehydration (C) gives but-1-ene. Write the equations for the reactions involved.arrow_forward
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
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