What is the appropriate sequence of reagents to accomplish the following synthesis? Your answer should have the letters and or numbers in sequence with no spaces or commas (eg. af3d) Reagents a. HCI b. HBr C HO, H,SO, d. Br e. O 1. H. Pd 9 Br, H0 h. C. H0 i Os0, then NaHSO, I HolOAc. HO then NaBH, 3. CH,CH,CH,Br k BH, then H,O, NaOH Qthen (CHS m. 2 equivalents of NaNH, n H. Lindar's catalyst O. Na / NH, P HSO,. Hoso, 4 (a),BH then HO, NaOH r. 1 equivalent of NaNH, 1. CH,Br 2. CH,CH,Br 4. CH,CH,CH,CH,Br 5. CH.CH.CH.CH.CH.Br

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter19: Eas: Electrophilic Aromatic Substitution
Section: Chapter Questions
Problem 45E
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What is the appropriate sequence of reagents to accomplish the following synthesis? Your
answer should have the letters and or numbers in sequence with no spaces or commas (eg.
af3d)
Reagents
a. HCI
b. HBr
C HO, H,SO,
d. Br
e. C
1. H, Pd
9 Bra. H0
h. C, H0
i Os0, then NaHSO,
I HolOAc. H0 then NaBH,
k BH, then HO, NaOH
LO, then (CHs
m. 2 equivalents of NaNH,
n. H. Lindars catalyst
o. Na / NH,
P H,SO,. Hoso,
4 (a),BH then HO, NaOH
r. 1 equivalent of NaNH,
1. CH,Br
2. CH,CH,Br
3. CH,CH,CH,Br
4. CH,CH,CH,CH,Br
5. CH,CH,CH,CH,CH,Br
Transcribed Image Text:What is the appropriate sequence of reagents to accomplish the following synthesis? Your answer should have the letters and or numbers in sequence with no spaces or commas (eg. af3d) Reagents a. HCI b. HBr C HO, H,SO, d. Br e. C 1. H, Pd 9 Bra. H0 h. C, H0 i Os0, then NaHSO, I HolOAc. H0 then NaBH, k BH, then HO, NaOH LO, then (CHs m. 2 equivalents of NaNH, n. H. Lindars catalyst o. Na / NH, P H,SO,. Hoso, 4 (a),BH then HO, NaOH r. 1 equivalent of NaNH, 1. CH,Br 2. CH,CH,Br 3. CH,CH,CH,Br 4. CH,CH,CH,CH,Br 5. CH,CH,CH,CH,CH,Br
Rank the following in order of stability, from most stable -1 to least stable - 4
Transcribed Image Text:Rank the following in order of stability, from most stable -1 to least stable - 4
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