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) (d) 5. Assign the R and S configurations for all stereogenic centers in the following compounds. BI H CH(CH₂)₂ KAMION WOH H₂C H CH₂ Br -H Br +H CH, (0) CH=CH₂ H+C₂0 -C=CCH₂ CH₂CH₂CH₂C1 CH₂CH₂CI H₂NH CH₂CH₂Cl CH₂CH₂CH₂OH H₂N CH₂CH₂OH CH₂3. 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.15 3. Carbocation/Leaving Group Stability (a) Circle the more stable carbocation CH3 I H₂C-N H3C CH3 + + (b) Circle the more stable leaving group OCH3 oo CH3 4. Chair Strain (^ (a): 3) Complete the table, indicating how many of each type of interaction is present in total for the chair conformer shown below. (b) OH Br CH3 CH3 gauche interactions between gauche interactions 1,3-diaxial interactions substituents and the ring between substituents between substituents C) From the options below, circle the conformer that results from a chair flip of the conformer shown in (a). CH3 Br Br. Br CH3 .OH CH3 HO- Br CH3 Понсна OH | HO H3C CH3 CH3 CH3A 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 = deg
- 6. 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 = 15.7Rings + 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/2PQ-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) H₂O
- Consider 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 NExplain ur answer plsI need help with this
