Organic Chemistry Questions

What is the relationship between the two structures shown below CH5 CI Br H O The same compound Enantiomers H O Diastereomers O Different compounds CI Br

How many stereoisomers are possible for the following compound CH5 NH H HO 04 0 8 16 32 O 64 O IZ O H N S OH

Name the following compound CH4 O 2 isopropyl 3 6 dimethylbicyclo 3 2 2 nonane O 2 isopropyl 3 8 dimethylbicyclo 3 2 2 nonane O 3 isopropyl 2 8 dimethylbicyclo 3 2 2 nonane O 6 isopropyl 7 9 dimethylbicyclo 3 2 2 nonane O 7 isopropyl 6 8 dimethylbicyclo 3 2 2 nonane

If 75 09grams 525 61grams of aluminum metal is reacted with of iron III oxide what mass of aluminum oxide is likely to form Reaction 2Al s Fe2O3 aq Al2O3 aq 2Fe s

If 224 06grams of aluminum metal is reacted with 50 60grams of iron III oxide what mass of excess reactant will be left over after the reaction Reaction 2Al s Fe2O3 aq Al2O3 aq 2Fe s

How many resonance structures can be drawn for the following compound beside the one below CH2 01 02 O 3 04 0 5

Select the conformation of trans 1 4 dibromocyclohexane that is the origin of stabilization CH4 OI O II O III OIV 1 4 E Z IV IV

Which of the following compounds have tetrahedral electron geometry CH1 1 CIH e H C H H O HF B F F O I II and III O I II IV and V O III IV and V O IV and V OIH O All of these H H H N H H 0 H IV T H V

Determine the position of the equilibrium in the following acid base reaction CH3 H Z H H N H O The left side O The right side O The middle This is not an acid base reaction H Z H N H OH

Question 2 What is an excess reactant The reactant which has some left over after the reaction O The reactant which determines the amount of product formed O The product which is created first O The reactant which runs out first

1 Write the oxidation numbers for each species A C H5OH

1 Write the oxidation numbers for each species A PO4 B MnO4

1 How much energy in kJ is needed to rise the temperature of 375mL of water specific heat of water 4 186J g C from 19 C to 35 C

2 Write the oxidation numbers for each species and then identify which species is oxidized and which is reduced AIF3 Ba Al BaF

The reaction A B is found to have a rate constant of 4 06x10 s 1 If the reaction starts with A o 0 678 M it will take s before A 0 298 M Please write your answer with 3 significant figures i e 12 3 s

In the following illustrations balls of the same color represent atoms of the same element Which of the illustrations represents a valid chemical transformation at the particulate level 8 8

6 Which enolate is formed as the major product in the following reaction Circle the correct one LDA 1 1 equiv 78 C OLI O or 198

8 The illustration on the left represents a mixture of H2 light blue molecules and 02 red molecules If these were to react to form H2O molecules what is the maximum number of H2O molecules that could Hint Atoms must be conserved in an ordinary chemical reaction H O molecules

Show the retrosinthesis and the conditions for the following reaction OE

5 What reagents are necessary to perform the following reaction te A Br2 H3O B Br2 CH3COOH C Br2 1 equiv NaOH D None of the above Br Br

ow much energy is required to raise the temperature of 14 8 grams of solid nickel from 20 3 C to 37 8 C nswer es it needed for this q Joules

Use the References to access important values if need energy is required to raise the temperature of 14 8 grams of solid nickel from 20 3 C t Joules

7 What is the isoelectric point of the following peptide pKa values are provided A pl 8 0 B pl 5 5 C pl 6 0 D pl 3 5 H N ZI OH LOH group NH3 COzH sidechain pka 8 0 3 0 4 0

b Provide the organic starting materials necessary to make the following compound via Claisen condensation 8 points Ph Ph Ph

O 1 CH3ONA CH3OH Br 2 NaOH H O 3 H3O workup 4 heat

8 What is the correct description of the following peptide A Tripeptide B Tetrapeptide C Pentapeptide D Polypeptide H N OH

According to the following reaction how many grams of ethane C H6 will be formed upon the complete reaction of 22 7 grams of ethylene C H4 with exces hydrogen gas hydrogen g ethylene C H4 g grams ethane C H6 ethane C H6 9

According to the following reaction how many moles of barium sulfate will be formed upon the complete reaction of 0 655 moles barium hydroxide with sulfuric acid barium hydroxide aq sulfuric acid aq barium sulfate s water 1 moles barium sulfate

9 What is the formal charge on the following peptide at pH 5 0 H N A 2 B 1 C 0 D 1 E 2 OH NH group pka NH3 9 1 COzH 2 9 sidechain 8 3

ot 8 Visited The illustration to the left represents a mixture of iodine purple and fluorine green molecules If the molecules in the above illustration react to form IF3 according to the equation I2 3 F2 2 IF3 the limiting reagent is the number of IF3 molecules formed is the number of I and atoms molecules in excess is

11 According to the following reaction how many moles of dinitrogen monoxide will be formed upon the complete reaction of 0 724 moles ammonium nit ammonium nitrate aq dinitrogen monoxide g water 1 moles dinitrogen monoxide

According to the following reaction how many moles of iron III chloride will be formed upon the complete reaction of 0 886 moles iron with excess chlor gas iron s chlorine g iron III chloride s moles iron III chloride Submit Answer Use the References to access important values if needed for this question The Another Mountai

a Choose a compound from the following pair depend on their respective physical properties asked Briefly explain your answer Lower boiling point between n butanol and propanoic acid ii Higher solubility between propanoic acid and pentanoic acid b The diagram shows several reactions involving etahanoic acid H C C H H C C OH Na X K Cr O H Y 4 ma 3 ma

a Complete the following scheme by providing the missing reagents structures 20 points sli f 1 LDA 2 ola HO CH3 2NH DCC

BONUS Provide a mechanism for the following rxn 5 points CI CH3ONa OCH3

c Show the products of the hydrolysis of the following tetrapeptide at physiological pH by applying the generic reaction hydrolysis of an amide shown below How many separate products should you have Label the N terminus and C terminus the peptide R LLOH Tetrapeptide H C H N CH3 NH 0 NH nghe HO H NH d NH H C OH NH OH H N Question 5 Look at the structures of the products you drew in answering problems 2a 3a and 4a Which of these three biomolecules would you expect to be the most water soluble Explain Be as specific as you can You DO NOT have to draw pictures showing the interactions Remember that you have to discuss the solubility of all three in order to explain why one might be more soluble than the other two

4 Which of the following compounds is the most acidic Circle your answer het he H H H

c Provide the organic starting materials necessary to synthesize the following compound via a Robinson Annulation 7 points D

1 Which of the following compounds could be the product of a Michael reaction circle all possible answers ge she H

Determine whether a reaction occurs for each metal metal nitrate solution pair Fe s Cu NO ag Reaction occurs Fe s Zn NO aq Answer Bank Cu s Fe NO aq Reaction does not occur Zn s Cu NO aq Mg s Zn NO aq

2 Which of the following compounds could NOT undergo a self aldol condensation circle all possible answers H

3 Discuss the isomerism shown by Co NH3 4Br2C1

c Ethyl pentanoate is an ester compound that give a synthetic odour of an apple CH CH CH CH O CH CH Show the synthesis reaction of the ester from the suitable alcohol and carboxylic acid wit complete reaction conditions

a Provide the organic starting material s necessary to synthesize the following compound via an aldol condensation 6 points

The ability of a solution to resist changes to the pH from added acid or base depends upon the amount of weak acid and weak base The buffering capacity is the ratio of weak acid to weak base and the best buffering occurs when these are equal making the buffering capacity equal to 1 In the above buffer the buffering capacity is the ratio of H PO4 1 to HPO4 or K H PO4 H 0 K 4 44 x 105 K 8 HPO42 5 55 x 10 5 10 Here the buffering capacity is close to 1 0 8 and so the buffering capacity is When the buffering capacity is 1 the H 0 K and the pH pKa This helps chemists choose the right buffer for the needed pH To buffer at pH 7 the weak acid should a pK of close to 7 True or False the weak acid should have K of close to 1 x 107 True or False A good B bad C true D false W

A Fill the table below that contains reactions of alkenes and alkynes with carbocation intermediate Reaction Hydrohalogenation Hydrohalogenation Hydrohalogenation Hydrohalogenation Acid catalyzed hydration Reactant propene propyne propyne trans but 2 ene But 2 ene Conditions 1 mol HBr 2 mol HBr H SO4 NaBr Products S 2 Bromobutane enantiomer Reaction write formulas Include stereochemistry

Which of the following statements is not true A nonspontaneous process cannot be made spontaneous A spontaneous process always moves towards equilibrium a highly spontaneous process need not occur rapidly The reverse of a spontaneous reaction is always nonspontaneous

For a particular process AG AH at a given temperature and pressure Therefore O AS is negative if AH is positive and positive if AH is negative ASAG T AS is zero 0 GA

Consider the reaction 2A 25 kcal mol 2B C and its energy diagram 60 50 40 kcal mol 30 20 10 0 True or false questions course of rx the AE is a constant for the reaction the AE determines the Keq the rate is determined by the amount of energy in the transition state designated the activation energy is another name for the energy in the transition state

Provide the correct IUPAC name for the compound shown here O 5 4 2 1 6 3 X