Interpretation: A mechanism has to be proposed for the given reaction.
Concept introduction:
Esters encompass a large family of organic compound with broad application in various fields of science and technology.
In Fischer esterification, a
Esters can be simply represented as,
Fischer esterification can be represented as follows,
Mechanism of the reaction is the step-by-step description of the process by which reactants are changed into products.
Curved arrows show the bonds that are formed and the bonds that are broken in a reaction.
Curved arrows used to understand a reaction mechanism.
Electrophile: It is positively charged species which seeks for negative charge and hence accepts pair of electrons from negatively charged species (Nucleophiles) which results in the formation of
Nucleophile: It is negatively charged species which seeks for positive charge and hence donate pair of electrons to positively charged species (electrophiles) which results in the formation of chemical bond.
Acid chlorides are organic compound and they have
Acid chlorides are most often prepared by treating a carboxylic acid with thionyl chloride.
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Organic Chemistry
- Write an equation for the reaction of chloroacetic acid (Ka=1.5103) with trimethylamine (Kb=5.9105) . Calculate the equilibrium constant for the reaction. If 0.10 M solutions of these two species are mixed, what will be their concentrations at equilibrium?arrow_forwardWhen the conjugate acid of aniline, C6H5NH3+, reacts with the acetate ion, the following reaction takes place: C6H5NH3+(aq)+CH3COO(aq)C6H5NH2(aq)+CH3COOH(aq) If Kafor C6H5NH3+ is 1.35105 and Kafor CH3COOH is 1.86105 , what is K for the reaction?arrow_forwardIndicate the CORRECT alternative: a) Acid halides react only in the presence of a catalyst. b) The reaction of an acid chloride with an alcohol produces less of an ester than using the Fischer reaction. c) The nucleophilic substitution reaction in acid derivatives occurs through an SN1 mechanism. d) Reduction of an ester with LiAlH4 yields only secondary alcohols. e) Hydrolysis of an amide in an acid medium produces a carboxylic acid and a protonated amine.arrow_forward
- What is the solubility, the pH, and reaction of carboxylic acids?arrow_forwardWhy are acid/base catalysts required when producing esters from carboxylic acids and amides but not if acyl halides and acid anhydrides are used?arrow_forwardPrepare CH3COOC2H5, ethyl acetate, using ethyl alcohol. Write the chemical reaction. The pain reliever acetaminophen is produced by reacting 4-aminophenol with acetic anhydride. Outline a synthesis of acetaminophen from 4-aminophenol including any needed inorganic reagents.arrow_forward
- b) Compounds in which the –OH of the carboxyl group is replaced by certain other groups are called carboxylic acid derivatives. The most important of which are acyl halides, acid anhydrides, esters and amides. Discuss the relationship between carboxylic acid, acid chloride and acid anhydridearrow_forwardEster compounds often have a sweet, pleasant odor. Many characteristic fruit scents are largely due to the natural presence of one or more ester compounds. As such, artificial scents for foods are often composed of complex mixtures of various esters. The exact identity and ratio of ingredients that compose a particular scent are closely guarded secrets in the food and fragrance industry. Suppose that you are a chemist working for a company that i creating a new line of air fresheners. The company is considering three scents: apple, pear, and pineapple. The project manager has asked you to prepare the ester compounds that are largely responsible for these scents. The structural formulas for these ester compounds are shown here: Alcohols for Air Freshener Project Molar mass Density Cost, per (g/mL) Reagent (g/mol) 1.00 L methanol 32.04 0.79 $46.20 ethanol 46.07 0.79 $112.00 1-propanol 60.10 0.80 $72.70 1-butanol 74.12 0.81 $72.60 Use the structural formulas of the alcohols and…arrow_forwardDefine Reduction of Carboxylic Acids and Amides ?arrow_forward
- Carboxylic acids can also react with amides to give polyamides (polymers). The same is true with esters and alcohols. Read on lactomer and how it is used for stitches that can dissolve overtime. Why do lactomer stitches dissolve within 2 to 3 weeks following surgery? Refer to the photo below.arrow_forwardArrange these compounds in order of increasing acidity: 2,4-dichlorophenol, phenol, cyclohexanol.arrow_forwardUsing the data in Appendix C, determine which of the following bases is strong enough to deprotonate acetonitrile (CH3CN), so that equilibrium favors the products: (a) NaH; (b) Na2CO3; (c) NaOH; (d) NaNH2; (e) NaHCO3.arrow_forward
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