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SC CHEM 102 - Amines and Amides

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CHEM 102 Chapter 8 Lecture 16 Outline of Last Lecture I. Five thing to remember throughout his chapterII. Synthesis of Carboxylic acidsIII. Naming Carboxylic acidsIV. Physical PropertiesV. Carboxylate SaltsVI. EstersVII. Acid AnydridesOutline of Current Lecture I. Define Amines and AmidesII. Classification of amines and amidesIII. Naming amines and amidesIV. Production of amines and amidesV. Reactions of amines and amidesVI. Properties of amines and amidesCurrent LectureAminesAmine- Compound with a Nitrogen molecule present, they are derived from ammonia Classification: Amines are classified by the number of carbon atoms attached to the nitrogenThese notes represent a detailed interpretation of the professor’s lecture. GradeBuddy is best used as a supplement to your own notes, not as a substitute.- Primary- one carbon is attached to the nitrogen- Secondary-Two carbons attached to the nitrogen- Tertiary- Three carbons attached to the nitrogenNaming: There are three ways to name AminesI. IUPACII. CommonIII. Chemical*When naming PRIMARY amines , locate the parent chain and the nitrogen. Treat the nitrogen like an alkyl group but instead of naming it with the –yl, simply cal it amino EX. C-C-C-N 1-aminopropane EX. Name CH3CH2CH2(NH3)CH2CH3If a functional group (OH) is in the amine, the function group always takes precedence. EX. OH-C-C-C-C-N 4-amino- 1- Butanol*When naming SECONDARY or TERTIARY amines, the name is based on the longest chain that contains the Nitrogen. Alkyl groups coming off the nitrogen should have an N in front of them. EX. C-C-C-N N-Methyl- 1- aminoPropane | CProduction of Amines: An amine is produced when an alcohol reacts with a nitrogen compound EX. NH3 + CH3OH  NH2-CH3Reactions of Amines: Amines react with acids like ammonia. The result of an amine reacting with a strong acid is an amine salt EX. CH3NH2 + HCL  CH3NH-CLProperties of Amines: Primary and secondary amines have very high boiling points due to hydrogen bonding, but tertiary amines have low boiling points because they have no hydrogen bonding since the combining power for nitrogen is only 3. Amines are organic bases.AmidesAmide- nitrogen and carbon bond, but the carbon attached to the nitrogen also has carbonyl group on it (double bond to O)Naming: Name Amides like you would a carboxylic acid, except instead of the ending –oic acid, add amide to the end EX. Propanamide Production of Amides: Take any carboxylic acid and react it with either an ammonia, primary amine or secondary amine and you get an amide! Ex. CH3CH2C(=O)OH + NH3  CH3CH2C(=O)NH2Reactions of Amides: Acidic Hydrolysis – adding water and an acid to a compound: produces a carboxylic acid and an amine salt Basic Hydrolysis: Adding water and a base to a compound: Produces a carboylate salt and an amine EX. Acidic: CH3C(=O)NH2 + HCL  CH3C(=O)OH +NH4CL Basic: CH3C(=O)NH2 + LiOH  CH3C(=O)OLi + NH3Properties: - Higher boiling and melting points than those of similar carboxylic acids- Boiling point increases with the order of the amide Tertiary, secondary,


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