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20.4 Amines and Amides

20.4 Amines and Amides

  • The distinctive and attractive odors and flavors of many flowers, perfumes, and ripe fruits are due to the presence of one or more esters.
    • Among the most important of the natural esters are fats and oils, which are esters of the trihydroxyl alcohol glycerine, C3H5(OH)3. saturated acids have no double or triple bonds.
  • Many members of the ester family have been identified in strawberries.
  • The nitrogen atom in an amine has a single pair of electrons and three bonds to other atoms.
  • The nitrogen atom replaces the carbon atom in aromatic hydrocarbons.
    • One such amine is Pyridine.
    • A compound with more than one element in its ring structure is called a Heterocyclic compound.
  • The resonance structures of pyridine are shown in the illustration.
  • The genetic material for all living things is a mixture of four different molecules.
    • The way the letters of the alphabet are written is similar to how the genetic information is written.
    • The information in a DNA sequence can be used to make two other types of polymers.
    • There are different types of organisms with different characteristics.
  • There is a genetic molecule called DNA.
    • The four molecules that make up DNA are called nucleotides.
    • A nitrogenous base is a single- or double-ringed molecule containing nitrogen, carbon, oxygen, and hydrogen.
    • The five-carbon sugar called deoxyribose is bonded to each base.
  • There are nitrogenous bases from this sugar-phosphate backbone.
  • There are hydrogen bonds between the nitrogenous bases that hold DNA together.
    • The bases are on the inside of the coiled pair of strands.
  • It makes sense that a cat has a different sequence of genes than a dog.
    • It's true that the genes in the pugs' cells are different.
    • If your sibling is an identical twin, the sequence of DNA in you and your sibling will be the same.
    • There are similarities in the sequence of the two related individuals and the two unrelated individuals.
  • This is the principle behind the method of determining whether a sample came from a related or unrelated person.
  • All living organisms have the same genetic material.
    • There is a nitrogenous base, a five-carbon sugar, and a phosphate group.
  • The identity of the mother is rarely in doubt, except in the case of an adopted child and a potential birth mother, and technicians can determine if a man is the father of a child using similarities in sequence.
    • A crime scene sample of human tissue, such as blood or skin cells, can be compared to a suspect's genetic material.
  • For a visual lesson in its structure, watch this how DNA is packaged.
  • Much of the compound's chemistry can be traced back to the basicity of an amine's nitrogen atom.
    • Amine functional groups can be found in a wide range of compounds, including natural and synthetic dyes, vitamins, and medications.
    • They are found in many important parts of life, such as hormones, neurotransmitters, and DNA.
  • Plants have been used for centuries.
    • These are bases.
  • There are many naturally occurring alkaloids that have profound effects on humans.
    • These drugs include nicotine, morphine, codeine, and heroin.
  • The carbon atoms in the rings and the hydrogen atoms in the compound have been omitted for clarity in the diagrams.
    • The bonds that extend out of the page are indicated by the solid wedges.
    • The bonds are shown in the dashed wedges.
    • Changes to a part of the molecule can change the properties of drugs.
    • Morphine, a strong narcotic used to relieve pain, has two functional groups located at the bottom of the molecule.
    • Changing one of the hydroxyl groups to a methyl ether group causes a less potent drug to form.
    • If both groups are converted to acetic acid.
  • Poppies can be used in the production of opium, a plant latex that contains morphine from which other opiates, such as heroin, can be synthesized.
  • Amides can be made when carboxylic acids react with amines or ammonia.
  • The reaction between amines and carboxylic acids is important.
    • It is through this reaction that the two amine and carboxylic acid substituents link together.
  • There are long chains of small molecule called amino acids.
  • Organisms rely on a variety of functions, including the transport of molecule across cell membranes, the replication of genes, and the generation of energy.
    • The functions of the combination of amino acids that compose them can vary greatly.
    • The folding of the chain into specific, threedimensional structures is determined by interactions between the chains of the proteins.
  • An amine functional group, a carboxylic acid functional group, and a side chain are specific to each individual amino acid.
    • Most living things have the same 20 amino acids.
    • The carboxylic acid group of one amino acid reacts with the amine group of the other to form a peptide bond.
    • The formation of the bond results in the production of a molecule of water when two other molecules combine.
    • A peptide link is a bond between the carbonyl group carbon atom and the amine nitrogen atom.
    • Since each of the original amino acids has an unreacted group, more bonds can form to other acids.
    • There is at least one long polypeptide chain.
  • The formation of water is caused by the condensation reaction forming a dipeptide.
  • The thousands of metabolism processes that occur in living organisms are caused by the large biological molecule, called a Enzymes are large biological molecule, mostly composed of proteins, which are responsible for the thousands of metabolism processes that occur in living organisms.
    • The rates of certain reactions can be increased by the use of certain catalysts.
    • The rate of the reaction can be dramatically increased by lowering the activation energy of the reaction.
    • The noncatalyzed version of most reactions has rates that are millions of times faster than the catalyzed version.
    • Like all catalysts, theidases are not consumed during the reactions.
    • Enzymes are different from other catalysts in how specific they are for the molecule that will convert into a different product.
    • Only a few very specific reactions or types of reactions are able to be sped up by each enzyme.
    • The function of This OpenStax book is so specific that it can lead to serious health consequences.
  • phenylketonuria is a disease caused by an malfunction of anidase.
    • The first step in the degradation of the amino acid phenylalanine is not functional in this disease.
  • This can lead to intellectual disabilities if not treated.
  • The three-dimensional structure of the phenyl hydroxylase is shown in a computer rendering.
    • The disease phenylketonuria is caused by a defect in the shape of phenylalanine hydroxylase.
  • Kevlar is a synthetic material made from two different compounds 1,4-phenylene-diamine and terephthaloyl chloride.
    • The first use of Kevlar was as a replacement for steel in racing tires.
    • It's spun into ropes or fibers.
    • The material has a high strength-to-weight ratio that makes it useful for many applications, such as bicycle tires, sails, and body armor.
  • The formula for polymeric Kevlar is shown in this illustration.
  • The material's strength is due to hydrogen bonds between the chains.
    • The carbonyl group oxygen atom has a partial negative charge due to oxygen's electronegativity, and the partially positively charged hydrogen atom in the N-H bond of an adjacent monomer.
  • The diagram shows the structure of Kevlar with hydrogen bonds between the chains.
  • Body armor, combat helmets, and face masks are made of Kevlar.
    • Since the 1980s, the US military has used Kevlar as a part of the PASGT helmet and vest.
    • It is also used to protect aircraft carriers.
    • Body armor for police officers and heat- resistant clothing for fire fighters are examples of Civilian applications.
    • The OpenStax book is free, but Kevlar based clothing is considerably lighter and thinner.
  • Canoes and marine mooring lines are also made with Kevlar.
  • In addition to its better-known uses, Kevlar is also used in cryogenics for its very low thermal conductivity and high strength.
    • The high strength of Kevlar is maintained when it is cooled to the temperature of liquid nitrogen.

  • The bonds between carbon atoms are strong and stable.
    • The chemistry of these compounds is called organic chemistry.
    • Chapter 20 contains carbon and hydrogen.
    • The hydrocarbons that are saturated are called alkanes.
  • There are at least one carbon-carbon double bonds in Alkenes.
    • There are at least one carbon-carbon triple bonds.
  • The ring structures of aromatic hydrocarbons have delocalized p electron systems.
  • Many organic compounds are not hydrocarbons.
    • A functional group with at least one atom of an element other than carbon or hydrogen can be used to replace hydrogen atoms in a hydrocarbons.
    • The properties of derivatives are determined by the functional group.
    • The functional group of alcohol is called the - OH group.
    • The functional group of an ether is called the -R-O-R- group.
  • The carbonyl group has several functional groups, including the -CHO group of an aldehyde, the -CO- group of a ketone, and the -CO2H group of a carboxylic acid.
    • The carbonyl group, a carbon-oxygen double bond, is the key structure in these classes of organic molecules.
    • All of these compounds have the same carbon atom as an alcohol group.
  • Two families of molecule are formed by the addition of nitrogen into an organic framework.
    • A nitrogen atom bond in a hydrocarbons framework is classified as a amine.
    • Amides are compounds with a nitrogen atom on one side of a carbonyl group.
    • The basic functional group is amine.
    • A mixture of amines and carboxylic acids can form amides.
  • Butane is used in lighters.
  • Name the five structural isomers of hexane.
  • Draw Lewis structures for these compounds, with resonance structures as appropriate, and determine the hybridization of the carbon atoms in each.
  • Teflon is made by the process of polymerization.
    • Lewis symbols are used in the equation that describes the polymerization.
  • Write two balanced equations for each of the reactions, one using Condensed formulas and the other using Lewis structures.
  • Write two balanced equations for each of the reactions, one using Condensed formulas and the other using Lewis structures.
  • A 100% yield of product is assumed.
  • Acetylene will react with moist silver(I) oxide and form water and a compound composed of silver and carbon.
    • A solution of HCl was added to a sample of silver and carbon that produced acetylene and AgCl.
  • The acetylide ion is shown in the formula of the compound.
  • Oxygenated gasolines use butyl ether as an oxygen source.
    • 2-methylpropene is reacted with methanol to make MTBE.
  • Write two balanced equations for each of the reactions, one using Condensed formulas and the other using Lewis structures.
  • Write two balanced equations for each of the reactions, one using Condensed formulas and the other using Lewis structures.
  • Predict the products of oxidation.
  • The products of reducing the following are predicted.
  • carboxylic acids have long hydrocarbon chains attached to a carboxylate group.
  • Write a formula that describes the geometry of each carbon atom.
  • Write a formula that describes the geometry of each carbon atom.
  • The rancid butter smell is caused by butyric acid.
  • The Lewis structure was created from the reaction of butyric acid with 2-propanol.
  • Write the two-resonance structures.
  • Write two balanced equations for each of the reactions, one using Condensed formulas and the other using Lewis structures.
  • Sometimes the yields in organic reactions are low.
  • Alcohols A, B, and C have the same composition.
    • The branched carbon chain in alcohol A can be converted to an aldehyde, while the linear carbon chain in alcohol B can be converted to a ketone.
  • The pyridinium ion, C5H5NH+, has two resonance structures.
  • Draw Lewis structures for pyridine and its conjugate acid.
  • The Lewis structures of all isomers can be written with the formula C3H7ON.
  • Two balanced equations were written for the reaction, one using Condensed formulas and the other using Lewis structures.
  • A solution of HCl has amine added to it.
  • Write two balanced equations for each of the reactions, one using Condensed formulas and the other using Lewis structures.
  • There is a solution of sodium hydroxide.

20.4 Amines and Amides

  • The distinctive and attractive odors and flavors of many flowers, perfumes, and ripe fruits are due to the presence of one or more esters.
    • Among the most important of the natural esters are fats and oils, which are esters of the trihydroxyl alcohol glycerine, C3H5(OH)3. saturated acids have no double or triple bonds.
  • Many members of the ester family have been identified in strawberries.
  • The nitrogen atom in an amine has a single pair of electrons and three bonds to other atoms.
  • The nitrogen atom replaces the carbon atom in aromatic hydrocarbons.
    • One such amine is Pyridine.
    • A compound with more than one element in its ring structure is called a Heterocyclic compound.
  • The resonance structures of pyridine are shown in the illustration.
  • The genetic material for all living things is a mixture of four different molecules.
    • The way the letters of the alphabet are written is similar to how the genetic information is written.
    • The information in a DNA sequence can be used to make two other types of polymers.
    • There are different types of organisms with different characteristics.
  • There is a genetic molecule called DNA.
    • The four molecules that make up DNA are called nucleotides.
    • A nitrogenous base is a single- or double-ringed molecule containing nitrogen, carbon, oxygen, and hydrogen.
    • The five-carbon sugar called deoxyribose is bonded to each base.
  • There are nitrogenous bases from this sugar-phosphate backbone.
  • There are hydrogen bonds between the nitrogenous bases that hold DNA together.
    • The bases are on the inside of the coiled pair of strands.
  • It makes sense that a cat has a different sequence of genes than a dog.
    • It's true that the genes in the pugs' cells are different.
    • If your sibling is an identical twin, the sequence of DNA in you and your sibling will be the same.
    • There are similarities in the sequence of the two related individuals and the two unrelated individuals.
  • This is the principle behind the method of determining whether a sample came from a related or unrelated person.
  • All living organisms have the same genetic material.
    • There is a nitrogenous base, a five-carbon sugar, and a phosphate group.
  • The identity of the mother is rarely in doubt, except in the case of an adopted child and a potential birth mother, and technicians can determine if a man is the father of a child using similarities in sequence.
    • A crime scene sample of human tissue, such as blood or skin cells, can be compared to a suspect's genetic material.
  • For a visual lesson in its structure, watch this how DNA is packaged.
  • Much of the compound's chemistry can be traced back to the basicity of an amine's nitrogen atom.
    • Amine functional groups can be found in a wide range of compounds, including natural and synthetic dyes, vitamins, and medications.
    • They are found in many important parts of life, such as hormones, neurotransmitters, and DNA.
  • Plants have been used for centuries.
    • These are bases.
  • There are many naturally occurring alkaloids that have profound effects on humans.
    • These drugs include nicotine, morphine, codeine, and heroin.
  • The carbon atoms in the rings and the hydrogen atoms in the compound have been omitted for clarity in the diagrams.
    • The bonds that extend out of the page are indicated by the solid wedges.
    • The bonds are shown in the dashed wedges.
    • Changes to a part of the molecule can change the properties of drugs.
    • Morphine, a strong narcotic used to relieve pain, has two functional groups located at the bottom of the molecule.
    • Changing one of the hydroxyl groups to a methyl ether group causes a less potent drug to form.
    • If both groups are converted to acetic acid.
  • Poppies can be used in the production of opium, a plant latex that contains morphine from which other opiates, such as heroin, can be synthesized.
  • Amides can be made when carboxylic acids react with amines or ammonia.
  • The reaction between amines and carboxylic acids is important.
    • It is through this reaction that the two amine and carboxylic acid substituents link together.
  • There are long chains of small molecule called amino acids.
  • Organisms rely on a variety of functions, including the transport of molecule across cell membranes, the replication of genes, and the generation of energy.
    • The functions of the combination of amino acids that compose them can vary greatly.
    • The folding of the chain into specific, threedimensional structures is determined by interactions between the chains of the proteins.
  • An amine functional group, a carboxylic acid functional group, and a side chain are specific to each individual amino acid.
    • Most living things have the same 20 amino acids.
    • The carboxylic acid group of one amino acid reacts with the amine group of the other to form a peptide bond.
    • The formation of the bond results in the production of a molecule of water when two other molecules combine.
    • A peptide link is a bond between the carbonyl group carbon atom and the amine nitrogen atom.
    • Since each of the original amino acids has an unreacted group, more bonds can form to other acids.
    • There is at least one long polypeptide chain.
  • The formation of water is caused by the condensation reaction forming a dipeptide.
  • The thousands of metabolism processes that occur in living organisms are caused by the large biological molecule, called a Enzymes are large biological molecule, mostly composed of proteins, which are responsible for the thousands of metabolism processes that occur in living organisms.
    • The rates of certain reactions can be increased by the use of certain catalysts.
    • The rate of the reaction can be dramatically increased by lowering the activation energy of the reaction.
    • The noncatalyzed version of most reactions has rates that are millions of times faster than the catalyzed version.
    • Like all catalysts, theidases are not consumed during the reactions.
    • Enzymes are different from other catalysts in how specific they are for the molecule that will convert into a different product.
    • Only a few very specific reactions or types of reactions are able to be sped up by each enzyme.
    • The function of This OpenStax book is so specific that it can lead to serious health consequences.
  • phenylketonuria is a disease caused by an malfunction of anidase.
    • The first step in the degradation of the amino acid phenylalanine is not functional in this disease.
  • This can lead to intellectual disabilities if not treated.
  • The three-dimensional structure of the phenyl hydroxylase is shown in a computer rendering.
    • The disease phenylketonuria is caused by a defect in the shape of phenylalanine hydroxylase.
  • Kevlar is a synthetic material made from two different compounds 1,4-phenylene-diamine and terephthaloyl chloride.
    • The first use of Kevlar was as a replacement for steel in racing tires.
    • It's spun into ropes or fibers.
    • The material has a high strength-to-weight ratio that makes it useful for many applications, such as bicycle tires, sails, and body armor.
  • The formula for polymeric Kevlar is shown in this illustration.
  • The material's strength is due to hydrogen bonds between the chains.
    • The carbonyl group oxygen atom has a partial negative charge due to oxygen's electronegativity, and the partially positively charged hydrogen atom in the N-H bond of an adjacent monomer.
  • The diagram shows the structure of Kevlar with hydrogen bonds between the chains.
  • Body armor, combat helmets, and face masks are made of Kevlar.
    • Since the 1980s, the US military has used Kevlar as a part of the PASGT helmet and vest.
    • It is also used to protect aircraft carriers.
    • Body armor for police officers and heat- resistant clothing for fire fighters are examples of Civilian applications.
    • The OpenStax book is free, but Kevlar based clothing is considerably lighter and thinner.
  • Canoes and marine mooring lines are also made with Kevlar.
  • In addition to its better-known uses, Kevlar is also used in cryogenics for its very low thermal conductivity and high strength.
    • The high strength of Kevlar is maintained when it is cooled to the temperature of liquid nitrogen.

  • The bonds between carbon atoms are strong and stable.
    • The chemistry of these compounds is called organic chemistry.
    • Chapter 20 contains carbon and hydrogen.
    • The hydrocarbons that are saturated are called alkanes.
  • There are at least one carbon-carbon double bonds in Alkenes.
    • There are at least one carbon-carbon triple bonds.
  • The ring structures of aromatic hydrocarbons have delocalized p electron systems.
  • Many organic compounds are not hydrocarbons.
    • A functional group with at least one atom of an element other than carbon or hydrogen can be used to replace hydrogen atoms in a hydrocarbons.
    • The properties of derivatives are determined by the functional group.
    • The functional group of alcohol is called the - OH group.
    • The functional group of an ether is called the -R-O-R- group.
  • The carbonyl group has several functional groups, including the -CHO group of an aldehyde, the -CO- group of a ketone, and the -CO2H group of a carboxylic acid.
    • The carbonyl group, a carbon-oxygen double bond, is the key structure in these classes of organic molecules.
    • All of these compounds have the same carbon atom as an alcohol group.
  • Two families of molecule are formed by the addition of nitrogen into an organic framework.
    • A nitrogen atom bond in a hydrocarbons framework is classified as a amine.
    • Amides are compounds with a nitrogen atom on one side of a carbonyl group.
    • The basic functional group is amine.
    • A mixture of amines and carboxylic acids can form amides.
  • Butane is used in lighters.
  • Name the five structural isomers of hexane.
  • Draw Lewis structures for these compounds, with resonance structures as appropriate, and determine the hybridization of the carbon atoms in each.
  • Teflon is made by the process of polymerization.
    • Lewis symbols are used in the equation that describes the polymerization.
  • Write two balanced equations for each of the reactions, one using Condensed formulas and the other using Lewis structures.
  • Write two balanced equations for each of the reactions, one using Condensed formulas and the other using Lewis structures.
  • A 100% yield of product is assumed.
  • Acetylene will react with moist silver(I) oxide and form water and a compound composed of silver and carbon.
    • A solution of HCl was added to a sample of silver and carbon that produced acetylene and AgCl.
  • The acetylide ion is shown in the formula of the compound.
  • Oxygenated gasolines use butyl ether as an oxygen source.
    • 2-methylpropene is reacted with methanol to make MTBE.
  • Write two balanced equations for each of the reactions, one using Condensed formulas and the other using Lewis structures.
  • Write two balanced equations for each of the reactions, one using Condensed formulas and the other using Lewis structures.
  • Predict the products of oxidation.
  • The products of reducing the following are predicted.
  • carboxylic acids have long hydrocarbon chains attached to a carboxylate group.
  • Write a formula that describes the geometry of each carbon atom.
  • Write a formula that describes the geometry of each carbon atom.
  • The rancid butter smell is caused by butyric acid.
  • The Lewis structure was created from the reaction of butyric acid with 2-propanol.
  • Write the two-resonance structures.
  • Write two balanced equations for each of the reactions, one using Condensed formulas and the other using Lewis structures.
  • Sometimes the yields in organic reactions are low.
  • Alcohols A, B, and C have the same composition.
    • The branched carbon chain in alcohol A can be converted to an aldehyde, while the linear carbon chain in alcohol B can be converted to a ketone.
  • The pyridinium ion, C5H5NH+, has two resonance structures.
  • Draw Lewis structures for pyridine and its conjugate acid.
  • The Lewis structures of all isomers can be written with the formula C3H7ON.
  • Two balanced equations were written for the reaction, one using Condensed formulas and the other using Lewis structures.
  • A solution of HCl has amine added to it.
  • Write two balanced equations for each of the reactions, one using Condensed formulas and the other using Lewis structures.
  • There is a solution of sodium hydroxide.