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  1. 1. Organic Chemistry(the study of organic compounds, those containing the element carbon) QBA Miguel A. Castro Ramírez
  2. 2. CARBON• Of the millions of known compounds in our world, 95% have a single element in common – CARBON.• What is so special about carbon?
  3. 3. 1. Our bodies aremade up oforganic comp’ds
  4. 4. We study organic compoundsbecause they are very importantto our lives.
  5. 5. • Most of the energy to run autos, trains and aircrafts, to heat our homes and offices, and to operate electrical equipment come from organic comp’ds.• Organic compd’s in naturally occurring and synthetic medicines—aspirin, penicillin, anesthetics etc—relieve pain and illness.• The active ingredients in soaps, detergents, polishes, cosmetics, deodorants, and shampoos are organic comp’ds.• Materials for manufacturing artificial body parts, such as hip and knee prostheses, heart valves, and dentures, are organic comp’ds• Synthetic plastics, textiles, and rubber are organic comp’ds. Our clothing are made from organic compd’s.
  6. 6. The Position of Carbon in the Periodic Table C lies at top of Grp 4A and is relatively smallelement.
  7. 7. Carbon• Smallest member, and only nonmetal, of Group 4• Forms 4 covalent bonds• Forms single, double, and triple bonds• Bonds to itself, forming rings
  8. 8. “I am Carbon and I am Special” You can spend your whole life learning about me!1. I can form strong and short C-C bonds.2. I gladly form carbon-carbon double bonds (C=C), and I can even form carbon-carbon triple bonds (C≡C).3. I have no problem bonding to other elements (H, O, N, S, etc.–I love them all). Given where I am in the periodic table, I typically form four bonds, except in carbon monoxide (CO).
  9. 9. Some bonding possibilities for C
  10. 10. I Can Amaze You With Diversity Consider the number of compounds possible (23) from just 4 single bonded C atoms, one O atom, the required H atomsThese are called structural isomers –compounds with the same chemical formulas, but different ways of connecting the atoms together to form different functional groups, or different compounds with completely different chemical and physical properties.
  11. 11. Two isomers of butane (C4H10)
  12. 12. n-butane Fig. 10.3a
  13. 13. iso-butane Fig. 10.3b
  14. 14. Molecular & Structural Formulas• Molecular Formula - formula of the comp’d showing the number of atoms of each element in a molecule of the compound. Examples: CH3COOH, C2H4, etc.• Structural Formula -- formula showing how various atoms in molecule are bonded together. Examples: See previous slide
  15. 15. Certain Parts of Me Make Me Behave in Certain Predictable WaysFunctional Groups – atoms or specific groups of atoms in a molecule that impart specific chemical and physical properties to the molecule. The secret to learning organic chemistry.As the periodic table is to inorganic chemistry, functionalgroups are the easy way to learn organic chemistry.
  16. 16. Four of the Functional GroupsAlcohol group - Hydroxyl group Ether group .. .. C .. O H C O C .. Alcohol Ether Carboxylic acid group Ester group .. .. O O .. .. .. .. C .. O H C .. O C Carboxyl Ester
  17. 17. Structures & Classes of Hydrocarbons (HCs)
  18. 18. There are four families of hydrocarbons:alkanes, alkenes, alkynes, and aromatics.
  19. 19. Saturation• Alkanes are saturated; they contain the maximum number of hydrogen atoms per carbon atom.• Alkenes and alkynes are unsaturated. They contain at least one double or triple bond, respectively. They have fewer hydrogen atoms per carbon atom than alkanes.
  20. 20. Hydrocarbons (HCs) C + HSaturated hydrocarbonsAlkanes: general formula is CnH2n+2 (all C-C bonds)Cycloalkanes: general formula is CnH2n(n is a positive whole number for all HCs)Unsaturated hydrocarbonsAlkenes: general formula is CnH2n (C=C bonds)Alkynes: general formula is CnH2n–2 (C≡C bonds)Aromatics: usually contain one or more rings of six Catoms called benzene rings(n is a positive whole number for all HCs)
  21. 21. Naming• Straight chain alkanes are named with a base name depending on the number of atoms in the carbon chain and the suffix –ane.
  22. 22. The most important property of the alkanes is their flammability, the combustion reaction between oxygen and the alkane producing carbon dioxide and water.
  23. 23. More on Functional Groups
  24. 24. Functionalized Hydrocarbons• Basic hydrocarbon structures form a foundation for a major grouping of organic compounds.• Contain additional atoms or groups of atoms• Insertion of functional groups to a hydrocarbon dramatically alters its properties.
  25. 25. Representing FunctionalityCompounds containing the same functional group are called a family.Generic symbolism is R-FG where R is the hydrocarbon part of the molecule and FG is the functional group. R-OH symbolizes the alcohols.Functional groups help organize and classify organic compounds.
  26. 26. Chlorinated Hydrocarbons• Found in pesticides, solvents, refrigerant liquids• One or more chlorine atoms substitute for one or more hydrogen atoms• Lower flammability and reactivity than hydrocarbons
  27. 27. CFCs• Chlorofluorocarbons are a subfamily of chlorinated hydrocarbons.• Chemically stable . . .• Until they reach the high-energy sunlight in the upper atmosphere• Ozone destruction led to bans.
  28. 28. Alcohols• General formula: R-OH• Additional of the –OH makes alcohols polar.• Increased intermolecular attractive forces makes alcohols liquids.• Naming involves modifying the hydrocarbon name with an ending of –ol.
  29. 29. Ethanol• Alcoholic beverages• Gasoline additive• Sugar fermentation• CNS depressant• Adverse health effects
  30. 30. Other Alcohols• Isopropyl alcohol is commonly known as • Methanol is toxic to rubbing alcohol. the human liver. • Ethanol is administered as an antidote.
  31. 31. Aldehydes and Ketones• Commonly found in pleasant flavors and aromas• Contain the carbonyl group: Carbon double bonded to an oxygen atom
  32. 32. Formulas• Aldehydes – General formula: RCHO, includes carbonyl group – Named according to length carbon chain with the ending of –al or –aldehyde • Preservation of – Methanal or biological specimens formaldehyde
  33. 33. Formulas• Ketones – Similar to aldehydes but have two R groups with the carbonyl – Names end in –one – Acetone is the simplest ketone. • Nail polish removal
  34. 34. Carboxylic Acids• Commonly found in sour foods• General formula: RCOOH• One of these oxygen atoms is bonded as a carbonyl group, as in aldehydes and ketones.
  35. 35. Esters• Esters have pleasant odors.• General formula: RCOOR• Named according to the relevant R groups and ending with –ate
  36. 36. Ethers• Ethers contain the functional group –O-• General formula: ROR• Named according to the two R groups and given the ending ether • Formerly used as an anesthetic
  37. 37. Amines• Amines are organic compounds that contain nitrogen.• General formula: NR3• Notable for disagreeable odors• Named for R groups present and ending in –amine