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Alcohol & Halide Properties
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BPs increase as substitutions increase
Boiling Points BPs increase as substitutions increase
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CH4 BP = -161 oC CH3Cl BP = -24 oC CH2Cl2 BP = 40 oC CHCl3 BP = 61 oC CCl4 BP = 74 oC
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Alcohol BPs greater than halide BPs
Boiling Points Alcohol BPs greater than halide BPs
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CH3OH BP = 65 oC CH3CH2OH BP = 78 oC CH3CH2CH2OH BP = 97 oC
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CH3Cl BP = -64 oC CH3CH2Cl BP = 13 oC CH3CH2CH2Cl BP = 47 oC
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How much of one substance will dissolve in another
Solubility How much of one substance will dissolve in another
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General hydrocarbons are non-polar & insoluble in H2O
Solubility General hydrocarbons are non-polar & insoluble in H2O
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Halides & alcohols increase the solubility of organic cmpds in H2O
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Similarly placed alcohols affect solubility more than halides
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Ethers slightly increase the solubility of organic cmpds in water
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Location of the substitution is important in solubility
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Solubility & BP Trends OH OH OH
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Trends
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Trends OH O
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Drill: Draw & Name Organic Reactants & Major Products
2-methylhexa-2-ene + HCl
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Drill: Draw the reactants, then draw & name the product/s in the oxidation of 2-propanethiol & mercaptobenzene
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A take-home test is on the Poly website. It’s due on Monday
A take-home test is on the Poly website. It’s due on Monday. On Tuesday, -20 pts. On Wed., -40 pts.
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Test Review:
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Addition Reactions
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Halogenation Propene + Br2
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Hydro-alogenation 1-butene + HI
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Hydration Propene + H2O cat
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Hydrogenation 1-pentene + H2 Red ag & cat
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Substitution Benzene + I2 cat
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Elimination Reactions
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Dehalogenation 3,4-octyldibromide + Zn
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Dehydrohalogenation 2-pentyliodide + KOH
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Dehydration 2-heptanol + DHA
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Dehydrogenation trans-2-butene Ox Ag & cat
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Alkoxide Prod. 3-pentanol + K
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Ether Prod. Methanoxide + 1-butyliodide
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Epoxide Rxn. 1,2-butylepoxide + H2O
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Ethanethiol + methanethiol
Disulfide Prod. Ethanethiol + methanethiol ox agent
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Phenolpropyl-disulfide
Disulfide Break. Phenolpropyl-disulfide ox agent
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___ 2-propanol ___ methylethyl ether ___ 1-propylchloride ___ propane ___ 1-propanol
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Draw & Name 10 isomers of: C6H13Br
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