L3a - Draw the skeletal structure of: Draw skeletal...

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1 1 1. 1 2. 2 3. 3 4. 4 5. 5 6. 6 7. 7 Click the number of methylene carbons possessed in the molecule above. Draw skeletal structure of 1 2 3 4 5 6 7 1% 6% 1% 0% 2% 77% 13% Draw the skeletal structure of: 4-ethyl-2,4-dimethyloctane 2 ( ) ©Dr. Kay Sandberg 4-ethyl-2,4- di methyl oct ane 1 o carbons (primary) 2 o carbons (secondary) 3 o carbons (tertiary) 4 o carbons (quaternary) 1 C 2 X 8 C C n H 2n+2 2 C 5 C 12 H 26 = 3 Propane ( C 3 H 8 ) Section 2.7 H C C H C H H H H H H 2 C-C σ bond 8 C-H σ bonds ©Dr. Kay Sandberg skeletal structure Word of warning: Do not use the wedge/dash tool in the JME editor until the stereochemistry chapter (or told otherwise) 4 ©Dr. Kay Sandberg Last lecture Classified carbons according to methyl, methylene, methine 1 o , 2 o , 3 o , 4 o Alkane nomenclature This lecture Finish alkane nomenclature Physical properties of alkanes 5 C H C H C H H H H H Secondary alkyl Primary alkyl Tertiary alkyl ©Dr. Kay Sandberg 1 o 2 o 3 o Section 2.13 branch = substituent potential point of attachment C C H C H H H H H H C H H H C C H H H C H H H 6 C H C H C H H H H H Primary alkyl ©Dr. Kay Sandberg Cl chloride (specifically: propyl chloride) Bonded to only one other C (1 o ) C H C H C H H H H H Bonded to two other C (2 o ) Section 2.13 Primary alkyl substituent 4- propyl octane Tricky – beware!!! Branch classified BEFORE attachment!
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2 7 H 3 C CH H 3 C H 2 C CH H 3 C CH 3 H 3 C CH C H 2 CH 3 C CH 3 H 3 C CH 3 C CH 3 H 3 C CH 3 C H 2 Alkyl substituents: IUPAC nomenclature (1,1-dimethylethyl) (2,2-dimethylpropyl) (1-methylethyl) ( ) (2-methylpropyl) ©Dr. Kay Sandberg Section 2.13 parent 1 2 i “Branching branches” i 1 2 3 propyl 1-methyl 1 2 3 (2-methylpropyl)benzene 8 ©Dr. Kay Sandberg Section 2.13 (1-propylpentyl)benzene 1 2 3 4 5 i ii iii (1-propylpentyl) benzene (1-propyl pentyl ) (1- propyl 6 C 5 C 3 C = 14 C Draw (2-ethylheptyl)benzene 9 Alkyl substituents: Common names H 3 C CH H 3 C H 2 C CH H 3 C CH 3 H 3 C CH C H 2 CH 3 C CH 3 H 3 C CH 3 C CH 3 H 3 C CH 3 C H 2 (1,1-dimethylethyl) (2,2-dimethylpropyl) (1-methylethyl) (1-methylpropyl) (2-methylpropyl) ©Dr. Kay Sandberg Section 2.13 isopropyl (IUPAC) sec -butyl isobutyl tert -butyl neopentyl sec = secondary = tertiary 10 Alkyl substituents: analogy ©Dr. Kay Sandberg
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L3a - Draw the skeletal structure of: Draw skeletal...

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