9. Br₂, H₂O Cl₂, H₂O h. i. OsO4 then NaHSO3 j. k. BH3 then H₂O2, NaOH 1. 03 then (CH3)2S Hg(OAc)2, H₂O then NaBH4 In this synthesis starting with acetylene, reagents from the table are used to carry out the indicated steps (shown in blue). In the box below, draw the structure of compound h.

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter7: Reaction Rates And Chemical Equilibrium
Section: Chapter Questions
Problem 7.17P: 7-17 If a certain reaction takes 16 h to go to completion at 10°C, what temperature should we run it...
icon
Related questions
icon
Concept explainers
Question
compound a
HC=CH
a.
b.
compound f
Reagents
HCI
HBr
H₂O, H₂SO4
C.
d. Br₂
e.
Cl₂
r
compound d
compound j
compound i
n
compound h
compound c
compound b
n
HC=CH
m.
n.
O.
compound g
compound e
HC=CH
2 equivalents of NaNH₂
H₂, Lindlar's catalyst
Na/NH3
p.
H₂SO4, HgSO4
q. (sia)₂BH then H₂O₂, NaOH
Pr
Transcribed Image Text:compound a HC=CH a. b. compound f Reagents HCI HBr H₂O, H₂SO4 C. d. Br₂ e. Cl₂ r compound d compound j compound i n compound h compound c compound b n HC=CH m. n. O. compound g compound e HC=CH 2 equivalents of NaNH₂ H₂, Lindlar's catalyst Na/NH3 p. H₂SO4, HgSO4 q. (sia)₂BH then H₂O₂, NaOH Pr
Reagents
a.
HCI
b. HBr
c. H₂O, H₂SO4
d. Br₂
e. Cl₂
f.
j.
H₂, Pd
g.
h.
i. OsO4 then NaHSO3
k.
I.
Br₂, H₂O
Cl₂, H₂O
HC=CH
Hg(OAc)2, H₂O then NaBH4
BH3 then H₂O₂, NaOH
O3 then (CH3)2S
m. 2 equivalents of NaNH2
n.
H₂, Lindlar's catalyst
O.
p.
q.
r.
Na/NH3
H₂SO4, HgSO4
(sia)₂BH then H₂O₂, NaOH
1 equivalent of NaNH₂
In this synthesis starting with acetylene, reagents from the table are used to carry out the indicated steps (shown in blue). In the box below, draw the
structure of compound h.
• Use the wedge/hash bond tools to indicate stereochemistry where it exists.
• In cases where there is more than one answer, just draw one.
• Show stereochemistry in a meso compound.
• Do not include counter-ions, e.g., Na+, I, in your answer.
Transcribed Image Text:Reagents a. HCI b. HBr c. H₂O, H₂SO4 d. Br₂ e. Cl₂ f. j. H₂, Pd g. h. i. OsO4 then NaHSO3 k. I. Br₂, H₂O Cl₂, H₂O HC=CH Hg(OAc)2, H₂O then NaBH4 BH3 then H₂O₂, NaOH O3 then (CH3)2S m. 2 equivalents of NaNH2 n. H₂, Lindlar's catalyst O. p. q. r. Na/NH3 H₂SO4, HgSO4 (sia)₂BH then H₂O₂, NaOH 1 equivalent of NaNH₂ In this synthesis starting with acetylene, reagents from the table are used to carry out the indicated steps (shown in blue). In the box below, draw the structure of compound h. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • In cases where there is more than one answer, just draw one. • Show stereochemistry in a meso compound. • Do not include counter-ions, e.g., Na+, I, in your answer.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 2 images

Blurred answer
Knowledge Booster
IR Spectroscopy of Organic Molecules
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Introduction to General, Organic and Biochemistry
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:
9781285869759
Author:
Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:
Cengage Learning
Chemistry: An Atoms First Approach
Chemistry: An Atoms First Approach
Chemistry
ISBN:
9781305079243
Author:
Steven S. Zumdahl, Susan A. Zumdahl
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781133611097
Author:
Steven S. Zumdahl
Publisher:
Cengage Learning
Chemistry & Chemical Reactivity
Chemistry & Chemical Reactivity
Chemistry
ISBN:
9781337399074
Author:
John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:
Cengage Learning
Chemistry for Engineering Students
Chemistry for Engineering Students
Chemistry
ISBN:
9781337398909
Author:
Lawrence S. Brown, Tom Holme
Publisher:
Cengage Learning