(a)
Interpretation:
The structural formula for the product of complete hydrolysis of meprobamate has to be given.
Concept introduction:
Ester Hydrolysis: Ester hydrolysis can be caused by acid and base.
Saponification: Ester hydrolysis taking place in presence of base such as
Acid-catalyzed hydrolysis: In presence of strong acid such as
(b)
Interpretation:
The structural formula for the product of complete hydrolysis of phenobarbital has to be given.
Concept introduction:
Ester Hydrolysis: Ester hydrolysis can be caused by acid and base.
Saponification: Ester hydrolysis taking place in presence of base such as
Acid-catalyzed hydrolysis: In presence of strong acid such as
(c)
Interpretation:
The structural formula for the product of complete hydrolysis of pentobarbital has to be given.
Concept introduction:
Ester Hydrolysis: Ester hydrolysis can be caused by acid and base.
Saponification: Ester hydrolysis taking place in presence of base such as
Acid-catalyzed hydrolysis: In presence of strong acid such as
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Chapter 18 Solutions
Organic Chemistry
- Draw structural formulas for the products of complete hydrolysis of meprobamate, phenobarbital, and pentobarbital in hot aqueous acid.Meprobamate is a tranquilizer prescribed under 58 different trade names, including Equanil and Miltown. Phenobarbital is a long-acting sedative, hypnotic, and anticonvulsant. Luminal is one of over a dozen names under which it is prescribed. Pentobarbital is a short-acting sedative, hypnotic, and anticonvulsant. Nembutal is one of several trade names under which it is prescribed.arrow_forwardnoradrenaline and serotonin in the spinal cord. Deduce the structure of this new compound, given its molecular neuron to another. Noradrenaline (also called norepinephrine) and serotonin are neurotransmitters that act in its) Neurotransmitters are small molecules that are produced by the body to send messages from one the central nervous system. A recently report synthetic compound has effects that are similar to baul formula (CəH13NO) and the following 'H NMR spectral data. Show your work by labeling your proposed structure with the corresponding letters for the signals listed below. a) 1.1 6 (2H, broad singlet) b) 2.7 6 (2H, triplet) c) 2.9 6 (2H, triplet) d) 3.8 6 (3H, singlet) e) 6.8 6 (2H, doublet) f) 7.1 6 (2H, doublet)arrow_forwardWhat products are formed when all of the amide and ester bonds arehydrolyzed in each of the following compounds? Tamiflu [part (a)] is the trade name of the antiviral agent oseltamivir, thought to be the most effective agent in treating influenza. Aspartame [part (b)] is the artificial sweetener used in Equal and many diet beverages. One of the products of this hydrolysis reaction is the amino acid phenylalanine. Infants afflicted with phenylketonuria cannot metabolize this amino acid, so it accumulates, causing mental retardation. When the affliction is identified early, a diet limiting the consumption of phenylalanine (and compounds like aspartame that are converted to it) can make a normal life possible.arrow_forward
- What products are formed when all of the amide and ester bonds are hydrolyzed in each of the following compounds? Tamiu [part (a)] is the trade name of the antiviral agent oseltamivir, thought to be the most effective agent in treating inuenza. Aspartame [part (b)] is the articial sweetener used in Equal and many diet beverages. One of the products ofthis hydrolysis reaction is the amino acid phenylalanine. Infants afflicted with phenylketonuria cannot metabolize this amino acid, so it accumulates, causing mental retardation. When the affliction is identied early, a diet limiting the consumption of phenylalanine (and compounds like aspartame that are converted to it) can make a normal life possible.arrow_forwardWhat is the role of phenolphthalein in the neutralization reaction? Draw the structure of phenolphthalein under acidic and basic conditions.arrow_forwardWhat chemical test will you use to differentiate acetanilide from aniline?arrow_forward
- What carboxylic acid and amine are needed to synthesize the pain reliever phenacetin? Phenacetin was once a component of the over-the-counter pain reliever APC (aspirin, phenacetin, caffeine), but it is no longer used because of its kidney toxicity.arrow_forwardWhen comparing the structures of aspirin and acetaminophen, why can acetaminophen exist in a liquid state (i.e. childrens drinkable tylenol) and aspirin cannot? Does it have to do with the carboxylic acid? The question says that liquid aspirin cannot be made. Why would that be?arrow_forwardWhat time of intermolecular interactions occur when the tertiary amine of Tapentadol binds to its drug target?arrow_forward
- Write the structure of benzylamine hydrochloride in two different ways, and name the hydrochloride as an ammonium salt.arrow_forwardDiscuss the differences among the following compounds by drawing their structures: Acetylsalicylic acid, Acetaminophen, Ibuprofen, Paracetamol and Phenacetin.arrow_forwardCompare the reactivity of the primary amine to secondary amines towards the synthesis of amides. synthesis of N,N-Diethyl-meta-toluamidearrow_forward
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