Sample Test 3 with Answers - Survey of Organic Chemistry | CHEM 2514, Exams of Organic Chemistry

Download Sample Test 3 with Answers - Survey of Organic Chemistry | CHEM 2514 and more Exams Organic Chemistry in PDF only on Docsity! “4 UN CHEM 2514 in-Class Portion Print Name Ke. & Signature Your signature indicates that you abide by the Honor Code at Virginia Tech (www honorsystem.vLedu), Test #3: McMurry Chapters 5, 6,7 100 points Monday, Nov. 5, 2007 (16 points) 1. Nomenclature. Use systematic (IUPAC) nomenclature lo name the following compounds. r cl 3 -iodo propQ@n-e i-bremo ~2~r< fryleyels he Keine CH; 27 brome te lve rye or y ~bromotoluvence (6 points) 2. In each of the following groups of aromatice compounds, rank the order with respect lo rate of electrophilic aromatic substitution (SEAr’s Reaction) (1 = fastest, 2 = next fastest, 3 = slowest). Group I: NHy CH 4 2. 3 Group 2: Br CH; (9 points) 3. Use arrows to show where incoming clectrophiles will be directed to on the following aromatice compounds: Mwy 5A Spo °se Hy OH CO ° WK A i. (6 points) 4. Label each compound as R or 8. eens [ CH,CHs AR : a A | ~ Br KI | Coen no ‘, OAs 2 > Kn 2h sagt BCH No Caras) f (4 points) 5. Assign the stereocenters on the following Fisher structure as R or S. ‘ R (10 points) 6. Stereochemistry relationships. (a) In cach blank below, write one of the following terms to describe the relationship between the structures Germs may be used more than once). (b) Circle every compound that is achiral. Terms: {© Lv CHy poo Br pone Br CHaCHy Identical Enantiomers Diastercomers — Constitutional Isomers “ wr | P85 ier CH; CH; (Gis CH; He i” Br Br H Br Br H Br Hq Br H Br j HofoH 2 Bro CHy CHg Gis CH A B € D Cand D Corl. Tseme ys AandB Dre shareamer§ Banac_Cosst. JMS AandD__ d borgomey 5 (10 points) 7. Draw all isomers of 1 ,2-dichlorocyclohexane on the frames given below. Note: Some frames may not be needed. Leave them blank. Label the enantiomers and meso compounds,