Presentation on theme: "Bioorganic Chemistry Amines Chapte 16. Amines Amine Nomenclature –Amines are derivatives of Ammonia, NH 3 –Classified as 1 o, 2 o, and 3 o amines (Count."— Presentation transcript:
Bioorganic Chemistry Amines Chapte 16
Amines Amine Nomenclature –Amines are derivatives of Ammonia, NH 3 –Classified as 1 o, 2 o, and 3 o amines (Count R groups on Nitrogen.)
IUPAC Nomenclature Amines are named by naming the “R” groups And adding “amine” as a suffix
Nomenclature Aromatic amines –Aniline is parent –Substitution on N is named as a “N-alkyl” or “N,N-dialkyl” aniline 3
Nomenclature Nomenclature –Use a “N” to locate alkyl groups –More complicated amines are use “amino” to name the N group as a substituent 2
Nomenclature Heterocyclic Amines * *
A Little Organic Fun znkY znkY GJkLJA GJkLJA
Physical Properties Amine Physical Properties –Boiling points slightly lower than alcohols –Hydrogen bonding »occurs with 1 o and 2 o amines »not possible with 3 o amines –Water solubility is similar to same MW alcohols
Physical Properties Amine Physical Properties –Strong odors »simple amine have an odor similar to ammonia »resemble the odor of raw fish »some diamines have especially bad odors
Reaction of Amines Amines are BASES! –React with acids and accept a proton (H + ) to Form alkyl ammonium salts
Reaction of Amines Amines are BASES! ?
Reaction of Amines Amines are BASES!
Quaternary Ammonium Salts Four alkyl groups on N –only with ammonium salts –NOT made by acidifying an amine
So……. Tell me about some Way Cool far out Amines………….. From Yahoo Images
Alkaloids Nitrogen containing compounds found in roots, bark, leaves, berries, or fruit. Thousands have been extracted (in containers or by chewing) and used to produce physiological effects in humans and animals Some are deadly poisons, some cure diseases and some are addictive drugs
Alkaloid Example Coniine –Simple alkaloid –Very poisonous –Hemlock plant »Socrates ( BC) Hemlock From Yahoo Images Socrates ( BC) was found guilty of corrupting the minds of the youth of Athens and sentenced to death by drinking a mixture containing poison hemlock.
Alkaloid Example Nicotine –Found in smoking, chewing –Stimulant in small doses –Habit forming –Tars, CO, carcinogens present in smoke From Yahoo Images How do you know how much Nicotine is in a smoke?
Alkaloid Example Caffeine –Stimulating action –Found in: »coffee »tea (black, green) »colas »No-Doz »chocolate (theobromine) From Yahoo Images
Alkaloid Example Atropine –Plants: »henbane »Belladonna- (deadly nightshade) –Dilate pupils of eyes »“used by Cleopatra and Roman Women to Enlarge the pupils to Look more attractive From Yahoo Images
Alkaloid Example Morphine –Found in Opium Poppy –Simular compounds include Codeine, Heroin, Demerol, Methadone –Valuable pain killer –Troubled drug for abuse From Yahoo Images
Other Alkaloid Example Quinine –Cinchona bark –Used to treat Malaria Strychnine –Nux Vomica –rat poison Reserpine –Indian Snake Root –lowers bp Indian Snake Root from Yahoo Images