To convert cyclopentane-CH2-CHO to cyclopentane-CH2-CH3, compound A is added, followed by (CH3)3CO-K+, DMS at 100oC. Indicate which compound A is.
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To convert cyclopentane-CH2-CHO to cyclopentane-CH2-CH3, compound A is added, followed by (CH3)3CO-K+, DMS at 100oC. Indicate which compound A is.
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- Which of these products is the result of a hydride shift occuring during the substitution reaction of aqueous 2-chloro-3-methylpentane? CH3CH2CCH2CH3 || CH2 CH3CH(OH)CH(CH3)CH2CH3 CH2=CHC(CH3)=CHCH3 CH3CH=C(CH3)CH2CH3 CH3CH2C(CH3)CH2CH3 | OH(a) Draw all stereoisomers formed by monochlorination of the cis and trans isomers of 1,2-dimethylcyclobutane drawn below. (b) How many constitutional isomers are formed in each reaction? (c) Label any pairs of enantiomers formed.3. Assign E or Z stereochemistry to the following alkenes: (a) НОСН2 CH3 (b) HO2C H C=C C=C H3C CI OCH3 (c) NC CH3 (d) CH3O2C CH=CH2 C=C C=C CH3CH2 CH2OH HO2C CH2CH3 4. Classify the following reactions as additions, eliminations, substitutions, or rearrangements: (а) CН3Br + KоН — СH3ОН + KBr (b) CH3CH2C1 + NaOH → (c) H2C=CH2 + H2 H2C=CH2 + NaCl CH3CH3 5. Which of the following are most likely to behave as electrophiles, and which as nucleophiles? Explain. (a) NH4+ (b) C=N- (c) Br+ (d) CH3NΗ, (е) Н—С—С-—н
- Compounds 1 and 2 were prepared, and the difference in their heats of combustion was found to be 17.2 kJ/mol (J. Am. Chem. Soc. 1961, 83, 606-614): H H 1 Shown below are the lowest-energy conformations of compounds 1 and 2. Identify which drawing matches which compound, and identify which compound has the larger heat of combustion. H H H H |||I 2 H 4 H H The first drawing is compound 1, and compound 1 has a larger heat of combustion because it is the less stable compound. O The first drawing is compound 2, and compound 2 has a larger heat of combustion because it is the less stable compound. The first drawing is compound 2, and compound 2 has a larger heat of combustion because it is the more stable compound. The first drawing is compound 1, and compound 1 has a larger heat of combustion because it is the more stable compound.A 1.62 M solution of (R)-2-butanol is mixed with an equal volume of a 0.810 M solution of racemic 2-butanol, and the resulting solution is analyzed in a sample container that is 1 dm long. What observed rotation is expected? The specific rotation of (R)-2-butanol is –13.9 degrees mL g- dm-'. a = deg6. Draw the stable conformations of the following molecules. A) (2R,3S)-3-methyl-2-hexanol (staggered Newman Projection). B) meso 1,2-dibromo cyclohexane in (chair conformation) 7. What is the value of the equilibrium constant for the following equilibrium? HC ECH + NaOH HC=C: Na + H₂O pk₂= 25 pka = 15.7
- 8Which stereoisomer of 3,4-dimethyl-3-hexene forms (3S,4S)-3,4-dimethylhexane and (3R,4R)-3,4-dimethylhexane when it reacts with H2, Pd/C?Rings + Unsaturation --- Hydrogenation If compound A C51H81BrN5O3P3 is hydrogenated to give compound B C51H101BrN5O3P3. How many rings does compound A have? Assume that P has a valency of 5. Would the answer be 4 rings? Formula -> unsat + rings = 1+C +N/2 - H/2 - X/2
- PQ-17. How is this reaction characterized? (A) only regioselective (B) both regioselective and stereospecific (C) only stereospecific (D) neither regioselective nor stereospecific ~ 1) KMnO4. OH, 0°C 2) H₂OConsider the following equilibrium: O || R-C-H + HCN HO OH R-C-H | CN (A) When R = CH3CH2-, Keq = 1. (i) Predict whether Keq should be greater or less than 1 when R = CICH2, and (ii) when R is CH2=CH. Explain. (B) In the case where R is CH2=CH, the cyanohydrin is formed faster but given enough time, another constitutional isomeric C4H5NO product predominates. Explain and write a base-catalyzed mechanism for the formation of the other isomer. Recall that: HO HON NI need the answer as soon as possible
