Organic Chemistry Questions

Predict the products If no H 1 atm Pd C 1 0 CH3 products then NO REACTION

Which compound is NOT a possible product of the reaction shown hv Cl FILCI CI I B CI EC CI IV CI CI V F

oltr OH will close 14 H 4 Step 6 Show structures of a and B variations of the D Sorbose CH OH CH OH ot H H H 0H 1204 YOH a sorboyamone OH H 6H ot Step 7 Explain how a and variations of the D Sorbose differ from each other T H OH B JOH CH OH Sorborum

2 For each reaction write an oxidation and reduction half reaction Then circle the oxidizing agent and underline the reducing agent A Fe Sn Fe Sn

In the following molecule identify ALL functional groups present 00 alcohol ether amine O aldehyde ketone carboxylic acid ester amide aromatic ring H C CH3 CH3 OH 2E 3 7 dimethylocta 2 6 dien 1 ol

Draw trans 2 ethyl 1 iodocyclohexane in a chair conformation

2 Which of the following sugars and amino acids would not be expected to occur in eukaryotes Briefly explain your answer 2 pts H OH H H HO HO H H OH CH OH 1 CO H HCNH CH CH N Co H H N CH CH OH 3 HO HO CH OH C 0 H OH H CH OH

Draw the structure of a phospholipid containing hexanoic acid Z 3 hexenoic acid and ethanolamine Consider E Z stereochemistry of alkenes Do not show stereochemistry in other cases You do not have to explicitly draw H atoms Do not include lone pairs in your answer They will not be considered in the grading Draw the unsaturated fatty acid on carbon 1 of glycerol and the saturated fatty acid on carbon 2 Draw the phosphate group and the alcohol group as appropriate in their ionized forms as they would appear at pH 7 0 In cases where there is more than one answer just draw one e e C e C e

How many polar bonds does the molecule below contain hint not all bonds may be drawn N H

NAME IN PeopleSoft Number Match the entries Proton numbering in column 1 with the entries Chemical shift column 2 and the entries splitting pattern in column 3 for the following molecule in NMR 6 Column 1 C1 C2 C4 C5 LETTERS C Column 2 2 41 1 07 4 01 1 21 S C2 C4 Column 3 Quartet Triplet Triplet Quartet C5

ta Possible reagents A BH3 THF H O NaOH B Na Cr O7 H SO4 C SOCI D LIAIH4 E PCC F Mg ether CH3CHO G H H O Step 1 Select 1 ti 2 3 Step 2 Select Step 3 Select

When the compound below is treated with NaOH which of the following compounds would be the expected major product Select one O Br OH OH

In the reaction of Cl2 with ethane and UV light which of the following reactions would be a chain termination event s I Cl CH3 CH3 CH3 CH2 Cl H II Cl CH3 CH3 CH3 H2C HCI III Cl CH3 H2C CH3 CH2 Cl IV Cl2 CH3 H2C CH3 CH2 Cl Cl V Cl2 UV light C 1 Cl OA reaction V B reactions I and IV C reactions III and IV D reactions I and II E reaction III

What is the relationship of the two molecules drawn below Select one O diastereomers O conformers Oenantiomers O constitutional isomers same

What is the configuration of the circled carbon atom below vel Select one OR configuration O carbon atom is not chiral and has therefore no configuration OS configuration

g CH3 HO j H3C CH3 h k H C O NH OH CH3 i H O 1 C6H14

1 An organic food is defined as something that contains organic chemicals 2 The boiling point for normal alkanes will decrease as the number of carbons increase

Please select the compound with the best leaving group below Select one F O OH Br

entify the likely mechanism for the reaction below a SN2 mechanism is identified Drag N A into every field because there are no individually occurring reaction steps a SN1 mechanism is identified Drag the appropriate reaction mechanism steps into the empty fields labeled 1 to 5 in the rder they occur If there are less then 5 mechanistic steps then fill in the remaining fields with the draggable item N A 2 3 4 5 loss of LG N A Br HS Br rearrangement e H transfer SH Nu attack

Identify the hybridization of a carbocation OA SP B SP2 O C SP3 OD SP4 OE Both A and B

3 Provide valid syntheses for the following compounds from the indicated starting materials a b HO

When arachidonic acid reacts with hydrogen to form a saturated fatty acid indicate the stoichiometry of the reaction and the product that is formed If the stoichiometry of H or the product is not integral enter a fraction i e 3 2 arachidonic acid Reactants H Product

What is the difference between the EAN value of Fe CO 5 Fe CO 2 NO 2

Br 15 Select one O EA O EA O E O E4 HS Br HS reaction ordinate reaction ordinate reaction ordinate

How many chiral carbon atoms does the compound below conta OH HO HO OH OH

Pick the reagents D PCC E P 12 A BH3 THF H202 NaOH B Na2Cr2O7 H2SO4 C LiAlH4 Step 1 Select 1 Step 2 Select 2

Please select all carbocations below that would rearrange to a more stable carbocation Select one or more

What series of synthetic steps could be used to carry out the transformation shown below A Na2Cr207 H2SO4 B LiAlH4 C PCC D BH3 H2O2 OH step 1 Select step 2 Select CHO

Which of the carbocations below would rearrange via a H shift to a more stable carbocation Please select all that apply Select one or more O 0 O

What is the relationship of the two molecules drawn below 2 Select one O diastereomers O constitutional isomers O same O conformers

Which of the following is a carbene A CH2 CHO OB CH3CH2 OC CC12 OD CH3CH2 OE NCO

Pick reactants DA OB DC Br 2 2 B NaH OH La OH D E

What is the expected product B for the following transformation O O H3C OEt 1 NaOEt EtOH 2 Mel A 1 NaOH A 2 H3O A

Which of the halogens below undergoes free radical halogenation with ethane most rapidly OA Chlorine B Florine C lodine D Bromine E Both Florine and iodine

Pick the reactants DA B OC D COOH OH H H O P D OH E OH

Which of the Newman projections below illustrates the least stable conformation Select one O O O HI H H CICH3 H H H x CH3 H3C CI IH H CI H3CH CI H

Predict major product OA OH 0000 OB OC OD OH OH PBry B OH D OH

Draw the least stable conformation of cis 1 3 dimethylcyclohexane In which position are the substituents Select one O both axial O one axial one equatorial both equatorial

If the compound below were reacted with concentrated sulfuric acid which major product would be obtained HO Select one

19 when performing a titration 45 00mL of aqueous Strontium hydroxide is required to neutralize 49 80mL of 0 800M phosphoric acid what is concentration of strontium hydroxide Solution 0 495 M 1 328 M 0 794 M 173 00

Which of the following alkenes is the most stable Select one O Z 2 4 dimethyloct 3 ene O Z 3 4 dimethyoct 3 ene O Z 2 5 dimethyloct 3 ene O Z 3 5 dimethyloct 3 ene

What is the major product of the reaction shown below CH3 OA OB CH3 OC O A OH OH Ono reaction NaOCI CH3 B H HO CH3 C

Some food products are partially hydrogenated This means that only a portion of the original unsaturated fatty acids have hydrogen added to saturate the original unsaturated bonds When linoleic acid is partially hydrogenated what fatty acids will be found as products oleic acid Olinoleic acid stearic acid D palmitoleic acid Opalmitic acid linolenic acid

Provide the major organic product of the reaction shown OA OB OC C U OH 1 Nall 2 CH CH CH CH 1 D

How many given ligands can act as electron donor and T acceptor in complexes CH CH2 NH3 PF3 C6H6 C5H5 H O

The arrows and yellow colored blocks indicate the elements u Be BCN OF N Na Mg Al Si P S Cl A K Ca Sc Ti V Cr Mn Fe Co Ni Cu Zn Ga Ge As Se Br K Rb Sr Y Zr Nb Mo Tc Ru Rh Pd Ag Cd In Sn Sb Te I X Cs Ba Ls Hf Ta W Re Os Ir Pt Au Hg Tl Fr Ra Ac A representative B transition metal C noble gas Ce Pr Nd Pm Sm Eu Gd Tb Dy Ho Er Tm Yb Lu Th Pa U Np Pu Am Cm Bk Cf Es Fm Md No Lr Pb Bi Po At R

Identify the intermediate in the halogenation of alkanes OA Dimer B Radical O C Cation O D Anion OE None of above

The correct IUPAC name of CH 3 I CH CH3 CH3CH CHCH CHCH CHCH CH3 CH CH CH3 A 3 methyl 7 ethyl 5 propylnonane B 3 ethyl 7 methyl 5 propyldecane C 3 ethyl 7 methyl 5 propylnonane D 3 ethyl 7 propyl 5 methylnonane E None of above

Transmittance 80 75 Rolando 4 22 22 120 CYCLOHEXANOL 100 80 60 40 20 4000 3800 2800 3000 3200 3400 3600 2600 prasm per th 2200 2000 Wavenumbers cm 1 2400 1800 1000 1200 1400 1600 800 600

If the compound below were reacted with 1 excess H and Pd C which major product would be obtained Select one O X 10