Unformatted text preview: $3309) 335/3063 30CC/ la 5, are ) PH, ma CHEM 3361 Organic Chemistry I W Chapters 4—6 Topics Review *You are responsible for all concepts covered in Chapters 1-3. Chapter 4. Alcohols and Alkyl Halides \/ Be able to identify and name all functional groups
\1 Be able to differentiate between 1°, 2°, 3° alkyl halides and alcohols, viuy1—, aryl—, allyl—, and benzyl— halides and
alcohols - Be able to name a given structure or to draw a compound based on a given name IUPAC Nomenclature of Alkyl Halides Functional Class Nomenclature of A lkyl Halides
Substitutive Nomenclature qulkyl Halide:
IUPAC Nomenclature of Alcohols Functional Class Nomenclature of A lcohols Substitutive Nomenclature of Alcohols - Bonding in Alcohols and Alkyl Halides
- Physical properties of alcohols and alkyl halides: Intermolecular forces. Reaction ofAlcohols with Hydrogen Halides
ROH +HX —) RX + HOH
- Be able to arrange different alcohols in order of increasing/decreasing reactivity in SN reactions
(Effect of Alcohol Structure on Reaction Rate) — predict the mechanism of the reaction
SN] for 2°, 30 alcohols SN; for 1°alcohols
— Be able to write the correct mechanism for a given substitution!
- carbocations stability; hyperconjugation
Other Methods. for ConvertingA/cohals Io Alkyl Halides
w [Thionyl chloride (SOCIz) SOCIZ + ROH —) RCl + HCl + 802 Phosphorus tribromide(PBr3) PBr3+ SROH —) 3RBr + H3P03
Halogenatinn ofAl/cancs RH + X2 —) RX + HX
Structure and Stability of Free Radicals
The order of stability of ﬁee radicals is the same as for carbocations.
Know the Mechanism of Chlorination of Methane
Halogenation of Higher Alkanes
Chlorination of an alkane gives a mixture of every possible isomer having the same skeleton as the starting alkane, Useful for synthesis only when all hydrogens in a molecule
are equivalent. ...
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- Summer '08
- Organic chemistry