Question

3. Cyclic compounds The presence of the ring in all but very large ring cyclic molecules prevents full rotation of the ring atoms. For this reason, stereoisomerism may also occur in cyclic molecules. a) Prepare a model of cyclohexane, C6H12. Draw the condensed formula. b) Build a model of methylcyclohexane (C7H14) by replacing one of the hydrogens of cyclohexane with a methyl group. Draw the skeletal formula for methylcyclohexane. 2 c) How many different isomers exist for methylcyclohexane (CyH34)? d) Start with the model of methylcyclohexane built in 4b), substitute different hydrogen atoms on the carbon atoms adjacent to the methyl group of methylcyclohexane with a methyl group to form isomers of 1,2-dimethylcyclohexane. How many different isomers exist for 1,2-dimethylcyclohexane? Prepare models and draw skeletal formulas and provide IUPAC names for all isomers.

Answer 1

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3. Cyclic Compounds (a) Condenced formula of cyclohexane HC CH2 (b) Skeletal formula for methylcyclohexane HC CH2 H2 CH3 CH3 (c) Isomers of methylcyclohexane are TWO, axial methyl and equetorial methyl axial equetorial Н4С H H H H CH3 (d) CH3 H H H H Methylcyclohexane H Н. H H 1,2 dimethylcyclohexane Both methyl group Both methyl group Cis to each other Trans to each other

B Diastereomers H : Lewis structure of Propene HC • C:::CH : H H2C. and CH2 (b) Two Isomers H3C CH2 HC CH3 성 CHE 생 H2C-CH2 CH3 CH (C) H2C H2C HC CH2 С H2 1-Butene 2-Butene diche Isomers of butene cyclobutane H2C-CH2 1-methyl cyclopropane H H HEC H Н4С CH3 Cis-butene /(Z)-but-2-ene/Z-Isomer H CH3 Trans-butene / (E)-but-2-ene/ E-Isomer

A Enantiomers H H H (a) Methane Molecule CH XY model This is the plane through X, Y and C H H H H H (b) CHXYZ model There is no plane of symmetry H Non superimposible mirror image (C) H by rotation atoms are changed like this (d )

A Enantiomers (e) Lewis structure of compounds 1 H.C.H H : :c1:H CI H3C * Chiral Carbon CH (1) H.C.C.C.C..H CH3 H H H H CI H:01: H H H * Chiral Carbon (ii) HCCCCCH H H H H H (V) CI (iii) Chiral Carbon (vi) * CI Please follow the same for lewis structure. One bond is madeup of two electrons and rest of the valance electron put on that atom.