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