Chp. 11 – Chemistry – Flashcards
Unlock all answers in this set
Unlock answersquestion
1) Which of the following is the best method for preparing CH3Br? A) CH3OH + Br- B) CH3OH + HBr C) CH3OH + Br2 D) CH3OH + NaBr E) CH3OH + Br+
answer
B
question
2) Which of the following alcohols will react most rapidly with the Lucas reagent (HCl, ZnCl2)? A) (CH3)3COH B) CH3CH2CH2CH2OH C) CH3CHOHCH2CH3 D) (CH3)2CHCH2OH
answer
A
question
3) When 1-pentanol is heated with HCl/ZnCl2, 1-chloropentane is the major organic product. This reaction proceeds through an ________ mechanism, and ________ is produced as a byproduct. A) SN1, H2O B) SN2, H2O C) SN1, H2 D) SN2, H2 E) E2, H2
answer
B
question
32) When (R)-2-butanol is treated with TsCl in pyridine, the product formed is ________. A) an achiral compound B) a mixture of diastereomers C) a racemic mixture D) a single enantiomer E) none of the above
answer
D
question
44) Which of the following is least likely to be found in the product mixture which results when 2,2-dimethyl-3-pentanol is heated in phosphoric acid? A) (E)-4, 4-dimethyl-2-pentene B) (Z)-4, 4-dimethyl-2-pentene C) 2, 3-dimethyl-2-pentene D) 2, 3-dimethyl-1-pentene E) 4, 4-dimethyl-1-pentene
answer
E
question
91) Provide the structure of the major organic product which results when naphthalene oxide undergoes rearrangement in the presence of water. Explain the regioselectivity of this rearrangement.
answer
Naphthalene oxide can rearrange to form either 1-naphthol or 2-naphthol. The carbocation leading to 1-naphthol is more stable because more electron delocalization is present in which aromaticity is retained in the benzene ring.
question
92) How are certain arene oxides believed to cause cancer?
answer
2'-Deoxyguanosine, a component of DNA, is a nucleophile and reacts with certain arene oxides to form a covalent bond. Once this part of DNA has formed a covalent bond to another compound, the structure and replication of the DNA is disrupted. The genetic code can no longer be transcribed properly, and this can lead to cancerous mutations
question
97) Which of the following is the strongest acid? A) CH3NH2 B) CH3OH C) CH3SH D) CH3OCH3 E) CH3Cl
answer
C
