Pearson eText Organic Chemistry -- Instant Access (Pearson+)
9th Edition
ISBN: 9780135213728
Author: Leroy Wade, Jan Simek
Publisher: PEARSON+
expand_more
expand_more
format_list_bulleted
Question
Chapter 9.9F, Problem 9.20P
(a)
Interpretation Introduction
To determine: The structure of the product and an intermediate, when hydroboration-oxidation is applied to
Interpretation: The structure of the product and an intermediate, when hydroboration-oxidation is applied to
Concept introduction: Hydroboration-oxidation reactions convert an
(b)
Interpretation Introduction
To determine: The reason as to why a mixture of products should be expected with any unsymmetrical internal alkyne.
Interpretation: The reason as to why a mixture of products should be expected with any unsymmetrical internal alkyne is to be stated.
Concept introduction: Hydroboration-oxidation reactions convert an alkyne molecule into ketone in the presence of disiamylborane and hydrogen peroxide through two step mechanism, whereas an alkene molecule in hydroboration-oxidation reaction is converted into alcohol by the addition of water.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
For the following reaction with excess reagent, predict the product. Be sure your answer accounts for stereochemistry. If multiple stereocenters are
formed, be sure to draw all products using appropriate wedges and dashes.
1. EtLi, Et₂O
CH₁
?
2. H₂O*
Write the systematic name of each organic molecule:
structure
요
OH
ہو۔
HO
OH
name
X
S
☐
☐
Predict the major products of this organic reaction.
If there aren't any products, because nothing will happen, check the box under the drawing area instead.
D
ㄖˋ
ید
H
No reaction.
+
5
H₂O.*
Click and drag to start
drawing a structure.
OH
H₂O
Chapter 9 Solutions
Pearson eText Organic Chemistry -- Instant Access (Pearson+)
Ch. 9.1 - a. Count the elements of unsaturation in...Ch. 9.2 - Prob. 9.2PCh. 9.4B - What reaction would acetylene likely undergo if it...Ch. 9.6 - Prob. 9.4PCh. 9.6 - Predict the products of the following acid-base...Ch. 9.7A - Solved Problem9-1 showed the synthesis of...Ch. 9.7A - Show how you might synthesize the following...Ch. 9.7B - Prob. 9.8PCh. 9.7B - Show how you would synthesize...Ch. 9.8 - When 2,2-dibromo-1-phenylpropane is heated...
Ch. 9.8 - When 2,2-dibromo-1-phenylpropane is heated...Ch. 9.9C - Show how you would convert a. oct-3-yne to...Ch. 9.9C - The fragrance of (Z)-1-phenylhex-2-en-1-ol...Ch. 9.9D - In the addition of just 1 mole of bromine to 1...Ch. 9.9E - Propose a mechanism for the entire reaction of...Ch. 9.9E - Predict the major product(s) of the following...Ch. 9.9E - Propose a mechanism for the reaction of pent-1-yne...Ch. 9.9E - Show how hex-1-yne might be converted to a....Ch. 9.9F - When pent-2-yne reacts with mercuric sulfate in...Ch. 9.9F - Prob. 9.20PCh. 9.9F - Prob. 9.21PCh. 9.9F - Prob. 9.22PCh. 9.10A - Predict the product(s) you would expect from...Ch. 9.10B - Prob. 9.24PCh. 9.10B - Prob. 9.25PCh. 9 - Prob. 9.26SPCh. 9 - Give common names for the following compounds. a....Ch. 9 - Prob. 9.28SPCh. 9 - Prob. 9.29SPCh. 9 - Using cyclooctyne as your starting material, show...Ch. 9 - Prob. 9.31SPCh. 9 - Prob. 9.32SPCh. 9 - Predict the products of reaction of pent-1-yne...Ch. 9 - Show how you would accomplish the following...Ch. 9 - Show how you would synthesize the following...Ch. 9 - Predict the products formed when CH3CH2C C : Na+...Ch. 9 - Prob. 9.37SPCh. 9 - Prob. 9.38SPCh. 9 - When compound Z is treated with ozone, followed by...Ch. 9 - Show how you would convert the following starting...Ch. 9 - The following functional-group interchange is a...Ch. 9 - Using any necessary inorganic reagents, show how...Ch. 9 - Prob. 9.43SP
Knowledge Booster
Similar questions
- Draw one product of an elimination reaction between the molecules below. Note: There may be several correct answers. You only need to draw one of them. You do not need to draw any of the side products of the reaction 'O 10 + x 也 HO + 义 Click and drag to start drawing a structure.arrow_forwardWhat are the angles a and b in the actual molecule of which this is a Lewis structure? H- :0: C=N: b Note for advanced students: give the ideal angles, and don't worry about small differences from the ideal that might be caused by the fact that different electron groups may have slightly different sizes. a = 0° b=0 Xarrow_forwardA student proposes the transformation below in one step of an organic synthesis. There may be one or more products missing from the right-hand side, but there are no reagents missing from the left-hand side. There may also be catalysts, small inorganic reagents, and other important reaction conditions missing from the arrow. • Is the student's transformation possible? If not, check the box under the drawing area. • If the student's transformation is possible, then complete the reaction by adding any missing products to the right-hand side, and adding required catalysts, inorganic reagents, or other important reaction conditions above and below the arrow. • You do not need to balance the reaction, but be sure every important organic reactant or product is shown. + This transformation can't be done in one step. T iarrow_forward
- Determine the structures of the missing organic molecules in the following reaction: H+ O OH H+ + H₂O ☑ ☑ Note: Molecules that share the same letter have the exact same structure. In the drawing area below, draw the skeletal ("line") structure of the missing organic molecule X. Molecule X shows up in multiple steps, but you only have to draw its structure once. Click and drag to start drawing a structure. X § ©arrow_forwardTable 1.1 Stock Standard Solutions Preparation. The amounts shown should be dissolved in 100 mL. Millipore water. Calculate the corresponding anion concentrations based on the actual weights of the reagents. Anion Amount of reagent (g) Anion Concentration (mg/L) 0.1649 Reagent Chloride NaCl Fluoride NaF 0.2210 Bromide NaBr 0.1288 Nitrate NaNO3 0.1371 Nitrite NaNO2 0.1500 Phosphate KH2PO4 0.1433 Sulfate K2SO4 0.1814arrow_forwardDraw the structure of the pound in the provided CO as a 300-1200 37(2), 11 ( 110, and 2.5 (20arrow_forward
- Please help me with # 4 and 5. Thanks in advance!arrow_forwardA small artisanal cheesemaker is testing the acidity of their milk before it coagulates. During fermentation, bacteria produce lactic acid (K₁ = 1.4 x 104), a weak acid that helps to curdle the milk and develop flavor. The cheesemaker has measured that the developing mixture contains lactic acid at an initial concentration of 0.025 M. Your task is to calculate the pH of this mixture and determine whether it meets the required acidity for proper cheese development. To achieve the best flavor, texture and reduce/control microbial growth, the pH range needs to be between pH 4.6 and 5.0. Assumptions: Lactic acid is a monoprotic acid H H :0:0: H-C-C H :0: O-H Figure 1: Lewis Structure for Lactic Acid For simplicity, you can use the generic formula HA to represent the acid You can assume lactic acid dissociation is in water as milk is mostly water. Temperature is 25°C 1. Write the K, expression for the dissociation of lactic acid in the space provided. Do not forget to include state symbols.…arrow_forwardCurved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. :0: :0 H. 0:0 :0: :6: S: :0: Select to Edit Arrows ::0 Select to Edit Arrows H :0: H :CI: Rotation Select to Edit Arrows H. < :0: :0: :0: S:arrow_forward
- 3:48 PM Fri Apr 4 K Problem 4 of 10 Submit Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. Mg. :0: Select to Add Arrows :0: :Br: Mg :0: :0: Select to Add Arrows Mg. Br: :0: 0:0- Br -190 H 0:0 Select to Add Arrows Select to Add Arrows neutralizing workup H CH3arrow_forwardIarrow_forwardDraw the Markovnikov product of the hydrobromination of this alkene. Note for advanced students: draw only one product, and don't worry about showing any stereochemistry. Drawing dash and wedge bonds has been disabled for this problem. + Explanation Check 1 X E 4 1 1 1 1 1 HBr Click and drag to start drawing a structure. 80 LE #3 @ 2 $4 0 I அ2 % 85 F * K M ? BH 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use Privacy Center & 6 27 FG F10 8 9 R T Y U D F G H P J K L Z X C V B N M Q W A S H option command H command optiarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
