1. Which of the cyclic eaters shown below is named
(2R,3S)-3-pentyl-2-phenyl-2-propyloxirane?
2. Which of the following Williamson ether synthesis
will not occur as written?
Homework Answers
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1. Which of the cyclic eaters shown below is named
(2R,3S)-3-pentyl-2-phenyl-2-propyloxirane?
2. Which of the following...
9. Treatment of (2R,3S)-2-chloro-3-methylpentane with potassium t-butoxide in t-butanol gives a single stereoisomer of 3-phenyl-2-butene. (15...
9. Treatment of (2R,3S)-2-chloro-3-methylpentane with potassium t-butoxide in t-butanol gives a single stereoisomer of 3-phenyl-2-butene. (15 pts) CI CH, | (CH, CƠ K, CH,CH=C-CH-CH, CHE (CH3),COH Draw the three possible Newman projections of the staggered conformations of (2R,3S)-2- chloro-3-methylpentane. Circle the one Newman projection with the conformation most suited for the elimination reaction. Conformation 2 Conformation 3 Conformation 1 Show the stereoisomer of the product expected from this elimination path.
Which is the correct name for the compound shown below? H. O (2R,35)-2-Bromo-3-chlorobutane (25,3R)-2-Bromo-3-chlorobutane (2R, 3R)-2-Bromo-3-chlorobutane...
Which is the correct name for the compound shown below? H. O (2R,35)-2-Bromo-3-chlorobutane (25,3R)-2-Bromo-3-chlorobutane (2R, 3R)-2-Bromo-3-chlorobutane (2S,3S)-2-Bromo-3-chlorobutane Which compound is achiral? O meso-2,5-Difluorohexane O trans-1,2-Dimethylcyclohexane O (S)-3-lodohexane (2R, 3R)-2,3-Dibromoheptane 1
Organic Chemistry II Draw the mechanisms for the following reactions. O CH CH2ONa 1. CHsCH CHCH3)MgBr...
Organic Chemistry II
Draw the mechanisms for the following reactions. O CH CH2ONa 1. CHsCH CHCH3)MgBr HCI Et2O 2. НО. CH3CH2OH a. b. C. Draw structural formulas for the alkoxide ion and the alkyl(aryl)bromide that may be used in a Williamson synthesis of the ether shown. o-CH3 Draw structural formulas for an aldehyde or ketone and alkyl (or aryl) bromide that could be used in a Grignard synthesis of the alcohol shown. он CH3CHCHCH2CH3 0% CH3
Which of the following are intermediates in the reaction of excess methylmagnesium bromide with ethyl benzoate...
Which of the following are intermediates in the reaction of excess methylmagnesium bromide with ethyl benzoate (shown below) to make 2-phenyl-2-propanol? CH3COR + CHMgBr (x) diethyl ether H30 OMgBr CoHs-C-OCH,CH; CH; Cohs-c-CH3 OMOBI CH3-C-CHz CH3 O 1) I and II 2) I and III 3) II and III 4) I, II, and III (they are all intermediates)
Which of the following reactions is classified as a Williamson ether synthesis? d) Which of the...
Which of the following reactions is classified as a
Williamson ether synthesis?
d) Which of the following reactions is classified as a Williamson ether synthesis? A) CH3OH/ Δ B) 1. Na 2. CH3CH2I C) 1. CH,MgB:/ ether D) 1. Hg(OAc)2/ CH3OH 2. NaBH4 E) 1. MCPBA
4.) Cyclic ethers can be named in the IUPAC system using specific IUPAC names for each...
4.) Cyclic ethers can be named in the IUPAC system using
specific IUPAC names for each ring size (oxirane, oxetane, oxolane
and oxane for the first 4 cyclic ethers) or they can be named using
the epoxy designation to the root name. An additional IUPAC method
uses oxa to designate that a carbon in a cycloalkane has been
replaced with oxygen. Using the oxacycloalkane naming method,
select the correct IUPAC name for the following molecule:
3.) An acceptable IUPAC name...
12) What is the IUPAC name of the compound shown below? C2HS Br CH 3 Br...
12) What is the IUPAC name of the compound shown below? C2HS Br CH 3 Br C1 Н CH 3 A) 2R,3S,4S)-2-chloro-3,4-dibromo-3-methylhexane B 2R,3S,4S)-3,4-dibromo-2-ch loro-3 -methylhexane C) (3S,4S,5S)-3,4-dibromo-5 -chloro-4-methylhexane D) (2R,3R,4S)-3,4-dibromo-2-chloro-3-methylhexane E) (2R,3S,4R)-3,4-dibromo-2-chloro-3-methylhexane H
1. Which of the following is an aldohexose? 2. Which of the following is a cetopentose? 3. Which of the following best d...
1.
Which of the following is an aldohexose?
2. Which of the following is a cetopentose?
3. Which of the following best describes the relationship
between D-glucose and D-fructose?
4. Which of the following is (are) L-alfohexose(s)?
5. Which of the following aldohexose(s) is (are)
dextrorotatory?
6. How many stereoisomers are possible for L-galactose? Draw
or look for its structure.
7. Which of the following conpounds is a pair of
enantiomers?
8. Draw the fisher projection for L-sedoheptulose and also...
1. Which of the following species acts as the electrophile in the reaction shown below? Demo...
1. Which of the following species acts as the electrophile in the reaction shown below? Demo b. HyC-ce-CH, HC-C-CH, HC-G=CH₂ AICI HyC-CH-CH 2. Which of the labeled sites (a-d) on the compound shown below will be the preferred site of chlorination upon reaction of the compound with Cla with FeCl ? 3. Which of the following sets of reagents is the best choice to complete the reaction shown below? of — OY a. NH NHz with KOH and heatb. Hz...
CH3 но cCH2 CH2 H3C H3C-HC CH 2 CH3 CH-C он 14. Draw the following esters a) ethyl butanoate b) pentyl propanoate e) 2,3-dimethylpentyl ethanoate c) propyl 3-ethylhexanoate d) methyl 4-phenylpent...
CH3 но cCH2 CH2 H3C H3C-HC CH 2 CH3 CH-C он 14. Draw the following esters a) ethyl butanoate b) pentyl propanoate e) 2,3-dimethylpentyl ethanoate c) propyl 3-ethylhexanoate d) methyl 4-phenylpentanoatef) butyl 3-hydroxyheptanoate 15. Name the following esters CH CH3 H3 C) CH3 b) CH2 CH O-C--CH3 CH3 f CH2 d)
CH3 но cCH2 CH2 H3C H3C-HC CH 2 CH3 CH-C он 14. Draw the following esters a) ethyl butanoate b) pentyl propanoate e) 2,3-dimethylpentyl ethanoate c) propyl 3-ethylhexanoate d)...
9. Treatment of (2R,3S)-2-chloro-3-methylpentane with potassium t-butoxide in t-butanol gives a single stereoisomer of 3-phenyl-2-butene. (15 pts) CI CH, | (CH, CƠ K, CH,CH=C-CH-CH, CHE (CH3),COH Draw the three possible Newman projections of the staggered conformations of (2R,3S)-2- chloro-3-methylpentane. Circle the one Newman projection with the conformation most suited for the elimination reaction. Conformation 2 Conformation 3 Conformation 1 Show the stereoisomer of the product expected from this elimination path.
Which is the correct name for the compound shown below? H. O (2R,35)-2-Bromo-3-chlorobutane (25,3R)-2-Bromo-3-chlorobutane (2R, 3R)-2-Bromo-3-chlorobutane (2S,3S)-2-Bromo-3-chlorobutane Which compound is achiral? O meso-2,5-Difluorohexane O trans-1,2-Dimethylcyclohexane O (S)-3-lodohexane (2R, 3R)-2,3-Dibromoheptane 1
Organic Chemistry II
Draw the mechanisms for the following reactions. O CH CH2ONa 1. CHsCH CHCH3)MgBr HCI Et2O 2. НО. CH3CH2OH a. b. C. Draw structural formulas for the alkoxide ion and the alkyl(aryl)bromide that may be used in a Williamson synthesis of the ether shown. o-CH3 Draw structural formulas for an aldehyde or ketone and alkyl (or aryl) bromide that could be used in a Grignard synthesis of the alcohol shown. он CH3CHCHCH2CH3 0% CH3
Which of the following are intermediates in the reaction of excess methylmagnesium bromide with ethyl benzoate (shown below) to make 2-phenyl-2-propanol? CH3COR + CHMgBr (x) diethyl ether H30 OMgBr CoHs-C-OCH,CH; CH; Cohs-c-CH3 OMOBI CH3-C-CHz CH3 O 1) I and II 2) I and III 3) II and III 4) I, II, and III (they are all intermediates)
Which of the following reactions is classified as a
Williamson ether synthesis?
d) Which of the following reactions is classified as a Williamson ether synthesis? A) CH3OH/ Δ B) 1. Na 2. CH3CH2I C) 1. CH,MgB:/ ether D) 1. Hg(OAc)2/ CH3OH 2. NaBH4 E) 1. MCPBA
4.) Cyclic ethers can be named in the IUPAC system using
specific IUPAC names for each ring size (oxirane, oxetane, oxolane
and oxane for the first 4 cyclic ethers) or they can be named using
the epoxy designation to the root name. An additional IUPAC method
uses oxa to designate that a carbon in a cycloalkane has been
replaced with oxygen. Using the oxacycloalkane naming method,
select the correct IUPAC name for the following molecule:
3.) An acceptable IUPAC name...
12) What is the IUPAC name of the compound shown below? C2HS Br CH 3 Br C1 Н CH 3 A) 2R,3S,4S)-2-chloro-3,4-dibromo-3-methylhexane B 2R,3S,4S)-3,4-dibromo-2-ch loro-3 -methylhexane C) (3S,4S,5S)-3,4-dibromo-5 -chloro-4-methylhexane D) (2R,3R,4S)-3,4-dibromo-2-chloro-3-methylhexane E) (2R,3S,4R)-3,4-dibromo-2-chloro-3-methylhexane H
1.
Which of the following is an aldohexose?
2. Which of the following is a cetopentose?
3. Which of the following best describes the relationship
between D-glucose and D-fructose?
4. Which of the following is (are) L-alfohexose(s)?
5. Which of the following aldohexose(s) is (are)
dextrorotatory?
6. How many stereoisomers are possible for L-galactose? Draw
or look for its structure.
7. Which of the following conpounds is a pair of
enantiomers?
8. Draw the fisher projection for L-sedoheptulose and also...
1. Which of the following species acts as the electrophile in the reaction shown below? Demo b. HyC-ce-CH, HC-C-CH, HC-G=CH₂ AICI HyC-CH-CH 2. Which of the labeled sites (a-d) on the compound shown below will be the preferred site of chlorination upon reaction of the compound with Cla with FeCl ? 3. Which of the following sets of reagents is the best choice to complete the reaction shown below? of — OY a. NH NHz with KOH and heatb. Hz...
CH3 но cCH2 CH2 H3C H3C-HC CH 2 CH3 CH-C он 14. Draw the following esters a) ethyl butanoate b) pentyl propanoate e) 2,3-dimethylpentyl ethanoate c) propyl 3-ethylhexanoate d) methyl 4-phenylpentanoatef) butyl 3-hydroxyheptanoate 15. Name the following esters CH CH3 H3 C) CH3 b) CH2 CH O-C--CH3 CH3 f CH2 d)
CH3 но cCH2 CH2 H3C H3C-HC CH 2 CH3 CH-C он 14. Draw the following esters a) ethyl butanoate b) pentyl propanoate e) 2,3-dimethylpentyl ethanoate c) propyl 3-ethylhexanoate d)...
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