You must have your answers written in PERMANENT ink if you want a regrade!!!!

This means no test written in pencil or ERASABLE INK will be regraded.

Please note: We routinely xerox a number of exams following initial grading to guard against receiving altered answers during the regrading process. FINALLY, DUE TO SOME UNFORTUNATE RECENT INCIDENCTS YOU ARE NOT ALLOWED TO INTERACT WITH YOUR CELL PHONE IN ANY WAY. IF YOU TOUCH YOUR CELL PHONE DURING THE EXAM YOU WILL GET A "0" NO MATTER WHAT YOU ARE DOING WITH THE PHONE. PUT IT AWAY AND LEAVE IT THERE!!!

Honor Code
The core values of the University of Texas at Austin are learning, discovery, freedom, leadership, individual opportunity, and responsibility. Each member of the University is expected to uphold these values through integrity, honesty, trust, fairness, and respect toward peers and community.

(Your signature)

Problem
1. (10 points) 5. (20 points) 6. (12 points)

2. (15 points)

3. (12 points)

7. (8 points)

8. (15 points) 4. (8 points)

Total Points:

/100

T Score:_________________ Credits from Homework 7-9:_______ Total Score:_____________________

DONG MID-TERM III

Your EID:___________

Mendeleev Table of the Elements

I 1 H Li Na K Rb Cs Fr Be Mg Ca Sr Ba Ra Sc Y La* Ac** Ti Zr Hf Rf V Nb Ta Db Cr Mo W Sg Mn Tc Re Bh Fe Ru Os Hs Co Rh Ir Ni Pd Pt Cu Ag Au Zn Cd Hg B Al Ga In Tl C Si Ge Sn Pb N P As Sb Bi O S Se Te Po II 2 IIIb 3 IVb 4 Vb 5 VIb VIIb 6 7 8 VIIIb 9 10 Ib 11 IIb 12 III 13 IV 14 V 15 VI 16 VII 0 17 18 He F Ne Cl Ar Br Kr I Xe

At Rn

Mt 110 111 112 113

Lanthanides * Actinides **

Ce Th

Pr Pa

Nd U

Pm Sm Np

Eu

Gd

Tb Bk

Dy Cf

Ho

Er Tm

Yb No

Lu Lr

Pu Am Cm

Es Fm Md

DONG MID-TERM III

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1. (10 points) Name the following molecules according to the IUPAC naming system:

Draw the structure of the following molecules based on their IUPAC name

DONG MID-TERM III 2. (15 points) Rank the following compounds:

Your EID:___________

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Your EID:___________

3. (12 points) Draw the reaction mechanism of the following transformation (radical chlorination of cyclohexane). For each step of your mechanism, use the curved arrow formalism to indicate the flow of electrons.

DONG MID-TERM III

Your EID:___________

4. (8 points) Draw the reaction mechanism of the following transformation. For each step of your mechanism, use the curved arrow formalism to indicate the flow of electrons.

DONG MID-TERM III

Your EID:___________

5. (20 points) Predict the products (or the reaction conditions, or the reactants) to accomplish the following transformations. Part I

DONG MID-TERM III Part II:

Your EID:___________

Part III:

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6. (12 points) Predict the substitution product(s) obtained in the following reactions. Indicate the major organic product only. If two products are formed in approximately equimolar amounts, indicate both compounds. Clearly indicate stereochemistry when relevant. Assume that all chiral compounds are optically pure. Circle whether this is a SN 2 or SN 1 reaction!

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7. (8 points) Predict the elimination product(s) obtained in the following reactions. Indicate the major organic product only. Clearly indicate alkene stereochemistry when relevant. Assume 1 equivalent of base unless otherwise indicated.

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8. (15 points) Complete the following multiple-step synthesis by filling either the missing reaction conditions or the products.

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(The End)

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