11-23 - 11/23/2009 From among the following solvents,...

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Unformatted text preview: 11/23/2009 From among the following solvents, potassium cyanide ( ) is most soluble in diethyl ether. A. A. Very sure this is true B. B. Somewhat sure this is true C. Maybe this is true D. Maybe this is false E. Somewhat sure this is false F. Very sure this is false Why are alcohols and ethers in the same chapter? R H O R H OR OH H H O R Alcohols and ethers are useful in organic chemistry. R H O R H OR OH H H O R H H H C H C H C H C H O H HO R O H K O R H H H C H C H C H C H O H HO R O H K O R HH HH H H H OH OH H HO HO H H H OH OH H O HO H HO H H R K O H R O K O H R O H R H H H H C H C H O HH C H C H H H R RO R O R R OR OR H H C H C H O HH C H C H H H R RO R O R R OR OR K O R R K O R R R R Why are ethers common solvents for organometallic species? H H H C H C H C HH H C H O H R HO R O H O R H O H H H O R H OR OH R Why are alcohols not good solvents for organometallic species? H H H C H C H C HH H C H O H R HO R O H O R H H O R H OR OH R Li Li R R O R H R OR OR HO HO H H OH OH Li RO RO R R Li O H R O H R Li O R Li H R pKa = 16 R OR OR pKa = 25 H H C O HH C H C H H R RO R O R H H C H C H O HH C H C H H H R RO R O R R O R H H C R OR OR Li O R Li O R H R R H R 1 11/23/2009 How are these compounds named? Name the following aromatic alcohol. H H H C H C H C H C H O H butyl alcohol butan ol H H H C H C H C H C H O H HH HH OH H H C H H C O HH C H H C H H OH H H C H C O HH C H H C H H diethyl ether H Choose an acceptable name for the aromatic alcohol. How are these compounds named? H H H C H C H C H C H O H H H C H C H C H C H O H A. 5-phenyl-3-decene B. phenylpentanol C. 2-phenylhexanol D. 2-phenyl-4-penten-2- ol E. 5-phenyl-3-decenol H HH HH 2-phenyl-4-penten-2- ol OH H H C H H C O HH C H H C H H OH H H C H H C O HH C H H C H F. 5-phenyl-3-pentene H Choose the order that has the following compounds correctly arranged with respect to increasing boiling point. H C H C H C HH H C H O H H H H H C H H C O HH C H H C H H Choose the order that has the following compounds correctly arranged with respect to increasing boiling H H H HH point. H H H O C H C C H C H H HH H C H H H H C C C + O- C H H C H C H H H H H C HH C H C HH C H C H H H H C H C H C H C H O H HH H H H H O H C C HH H C HH C C C H + H HH C H H C C H O HH i A. i < ii < iii D. ii < iii < i ii HH HH iii C. ii < i < iii HH H H C H H H increasing boiling point increasing boiling point B. i < iii < ii increasing boiling point increasing boiling point increasing boiling point increasing boiling point E. iii < ii < i F. iii < i < ii 2 11/23/2009 Choose the order that has the following compounds correctly arranged with respect to increasing solubility in water. H O H Are ions such as sodium and potassium important in biology? H H H O H O H H O H H H H HH C H C C HH HH C H C H H H H C H H C O O H H C H C H H K O H O H H O H H H H C H C H C H C H O O H H HH HH i H ii iii C. ii < i < iii increasing solubility increasing solubility outside outside a cell lipid bilayer H A. i < ii < iii increasing solubility increasing solubility B. i < iii < ii increasing solubility increasing solubility D. ii < iii < i E. iii < ii < i F. iii < i < ii hydrophylic inside a cell hydrophobic monensin K K outside a cell outside outside outside a cell inside a cell inside inside a cell monensin-potassium complex K K outside a cell outside outside a cell inside a cell inside a cell K 3 11/23/2009 monensin monensin Streptomyces cinnamonensis H3C O Streptomyces cinnamonensis CH3 O H N CH3 OH geosmin CH3 Streptomyces coelicolor HO codeine Papaver somniferum Are simple alcohols of any use? Where does methanol come from? CH3OH O2 CO 2 + H2 O + ENERGY C + H2 O CO + H2 syn gas CH3OH O2 CO 2 + H2 O + ENERGY energy source energy energy source What are the disadvantages of coal as a fuel? Are there other sources of methanol? and C + H2 O CO + H2 syn gas CH3OH O2 CO 2 + H2 O + ENERGY CH4 + H2O CO + 3H2 CH3OH O2 CO 2 + H2 O + ENERGY energy source energy source 4 11/23/2009 What are the disadvantages of methane as a fuel? and Where is ethanol used? Where does ethanol come from? CH4 + H2O CO + 3H2 CH3OH O2 CO 2 + H2 O + ENERGY C6H12O6 + 2Pi + 2ADP 2CH3CH2OH + 2CO2 + 2 ATP fermentation energy source What are the disadvantages of ethanol as a fuel? Which of the following reactions would not give ethanol as a product? A. A. B. B. H2C CH2 O H3C C H C6H12O6 + 2Pi + 2ADP 2CH3CH2OH + 2CO2 + 2 ATP fermentation CH3CH2OH C. C. D. D. E. E. H2C CH2 H2C CH2 H2C CH2 Which of the following reactions would not be a useful laboratory synthesis of ethanol? What What is the correct order of reactivity for the following compounds? + C N SN2 C N O H3C C H CH3CH2OH H H H H3C + C N SN2 C N O H3C H H B H H H C H H3C O C H + B H H O O C H H H + C N SN2 C N What is the reaction mechanism? 5 11/23/2009 What What is the correct order of reactivity for the following compounds? C + C N N + C N pKa of the conjugate acid C N 4.74 C N C + C N N + C N 16 C + C N N + C N C N -1.9 C. ii > i > iii reactivity A. i > ii > iii reactivity reactivity B. i > iii > ii reactivity C. ii > i > iii reactivity A. i > ii > iii reactivity B. i > iii > ii reactivity D. ii > iii > i reactivity E. iii > ii > i reactivity F. iiii > i > ii reactivity D. ii > iii > i reactivity E. iii > ii > i reactivity F. iiii > i > ii reactivity Can alcohols behave as either an acid or base? H C O H H Br C O H B C O Which bases will completely (>50%) form the alkoxide ion? H C O H H Br C O H B C O A. i, ii, iii pKa D. ii + iii B. i + iii E. i + ii C. i F. iii H i C ii CH O H iii 6 ...
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This note was uploaded on 12/25/2009 for the course CHE 320 taught by Professor Ff during the Spring '09 term at SUNY Stony Brook.

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