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Published byHugh Freeman Modified over 8 years ago
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Organic Chemistry Nothing to do with organs
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Bonding in organic chemistry Covalent bonds – sharing electrons Nonpolar covalent bonds – electronegativity difference of less than 0.5 units Polar covalent – EN difference of 0.5- 1.9 units EN difference of >1.9 is ionic (“ EN”) C–C EN = 0, NPC
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Bonding in organic chemistry C–H EN = 0.35, NPC H–Cl EN = 0.94, PC + H Cl – Lewis structures show all valence electrons – nonbonding as pairs of dots, and bonding as lines
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Bonding in organic chemistry methanol All atoms must have full octet H, halogens make one bond
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Bonding in organic chemistry (halogens have three lone pairs) O and S make two bonds (w/two lone pairs) N makes three bonds (one lone pair) C makes four bonds Double bonds – 4e-, represented by two lines
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Bonding in organic chemistry formic acid acrylonitrile Triple bonds
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Bonding in organic chemistry acetylene Shapes of molecules Bond angles – determined by valence- shell electron pair repulsion (VSEPR) between ligands (bonded group or lone pair)
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Molecule Shapes Four groups – tetrahedral shape, 109.5º bond angles – ex. CH 4 methane
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Molecule Shapes If one of the four groups is a lone pair, then the shape is trigonal pyramidal (ammonia)
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Molecule Shapes H-N-H angles are 107.3º In water (bent geometry) H-O-H angles are 104.5º
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Molecule Shapes Three groups – trigonal planar shape, 120º bond angles – BF 3
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Molecule Shapes If ligands are not identical, then angles will deviate from 120º
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Two groups – linear shape, 180º bond angles
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Molecule Shapes Molecular polarity – a molecule is polar if it has polar bonds and asymmetry Polar examples: water, ammonia, methanol Nonpolar examples (with polar bonds): CO 2, CCl 4 Nonpolar examples (no polar bonds): methane, benzene
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Functional groups Contain N, O, S, or halogens Are often the site of chemical reactivity of a molecule Used to divide organic compounds into classes Used as basis for naming organic compounds
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Functional groups Alcohols -OH (hydroxyl) primary (1º) alcohol (methanol)
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Functional groups secondary (2º) alcohol (2-propanol or isopropanol) CH 3 CHOHCH 3
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Functional groups Tertiary (3º) alcohol (2-methyl-2- propanol or t-butyl alcohol) Draw all the alcohol isomers of C 4 H 10 O and label each as a primary, secondary or tertiary alcohol.
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Functional groups Amines –NR 2 (amino – R can be H or a carbon containing group) Ammonia – NH 3 1º amine – CH 3 CH 2 NH 2 2º amine – CH 3 NHCH 3 3º amine – (CH 3 ) 3 N
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Functional groups Aldehydes and ketones R 2 C=O (carbonyl) Ketone (acetone) Aldehyde (acetaldehyde)
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Functional groups Carboxylic acids RCOOH (carboxyl group) Acetic acid
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