ORGANIC CHEMISTRY
6th Edition
ISBN: 9781266633973
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 2.8, Problem 31P
Which species are Lewis acids?
a.
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Please help me with # 4 and 5. Thanks in advance!
A 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.…
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.
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: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:
Chapter 2 Solutions
ORGANIC CHEMISTRY
Ch. 2.1 - a. Which compounds are Bronsted-Lowry acids:...Ch. 2.2 - a. Draw the conjugate acid of each base:...Ch. 2.2 - Label each statement as True or False.
a. is the...Ch. 2.2 - Decide which compound is the acid and which is the...Ch. 2.2 - Draw the products formed from the acid-base...Ch. 2.3 - Which compound in each pair is the stronger acid?...Ch. 2.3 - Use a calculator when necessary to answer the...Ch. 2.3 - Rank the conjugate bases of each of group of acids...Ch. 2.3 - Problem-2.10 Considers two acids: (formic acid,)...Ch. 2.3 - Prob. 11P
Ch. 2.4 - Draw the products of each reaction and determine...Ch. 2.4 - Prob. 13PCh. 2.5 - Without reference to a pKa table, decide which...Ch. 2.5 - Rank the labeled H atoms in the following compound...Ch. 2.5 - Which hydrogen in pseudoephedrine, the nasal...Ch. 2.5 - Which compound in each pair is the stronger acid?...Ch. 2.5 - Glycolic acid, HOCH2CO2H, is the simplest member...Ch. 2.5 - Explain the apparent paradox. HBr is a stronger...Ch. 2.5 - The CH bond in acetone, (CH3)2C=O, has a pKa of...Ch. 2.5 - Prob. 23PCh. 2.5 - For each pair of compounds: [1] Which indicated H...Ch. 2.5 - Rank the compounds in each group in order of...Ch. 2.5 - Prob. 26PCh. 2.5 - Prob. 27PCh. 2.6 - Prob. 28PCh. 2.7 - Problem 2.29
Compounds like amphetamine that...Ch. 2.8 - Problem 2.30 Which species are Lewis bases?
a. b....Ch. 2.8 - Which species are Lewis acids?
a. b. c. d.
Ch. 2.8 - For each reaction, label the Lewis acid and base....Ch. 2.8 - Prob. 33PCh. 2.8 - Prob. 34PCh. 2.8 - Label the Lewis acid and base. Use curved arrow...Ch. 2 - 2.36 Propranolol is an antihypertensive agent—that...Ch. 2 - 2.37 Amphetamine is a powerful stimulant of the...Ch. 2 - 2.38 What is the conjugate acid of each base?
a....Ch. 2 - 2.39 What is the conjugate base of each acid?
a....Ch. 2 - Draw the products of each proton transfer...Ch. 2 - Prob. 43PCh. 2 - What is Ka for each compound? Use a calculator...Ch. 2 - What is the pKa for each compound? a. b. c.Ch. 2 - Which of the following bases are strong enough to...Ch. 2 - Draw the products of each reaction. Use the pKa...Ch. 2 - a. What is the conjugate acid of A? b. What is the...Ch. 2 - Dimethyl ether (CH3OCH3) and ethanol (CH3CH2OH)...Ch. 2 - 2.59 Atenolol is a (beta) blocker, a drug used to...Ch. 2 - 2.60 Use the principles in Section 2.5 to label...Ch. 2 - 2.61 Label the three most acidic hydrogen atoms in...Ch. 2 - Prob. 66PCh. 2 - 2.63 Classify each compound as a Lewis base, a...Ch. 2 - 2.64 Classify each species as a Lewis acid, a...Ch. 2 - Label the Lewis acid and Lewis base in each...Ch. 2 - 2.66 Draw the products of each Lewis acid-base...Ch. 2 - Prob. 71PCh. 2 - 2.68 Answer the following questions about the four...Ch. 2 - Prob. 73PCh. 2 - 2.70 Hydroxide can react as a Brønsted-Lowry base...Ch. 2 - 2.71 Answer the following questions about esmolol,...Ch. 2 - Prob. 76PCh. 2 - Prob. 77PCh. 2 - Prob. 82P
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- 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
- Be sure to use wedge and dash bonds to show the stereochemistry of the products when it's important, for example to distinguish between two different major products. Predict the major products of the following reaction. Explanation Q F1 A Check F2 @ 2 # 3 + X 80 F3 W E S D $ 4 I O H. H₂ 2 R Pt % 05 LL ee F6 F5 T <6 G Click and drag to start drawing a structure. 27 & A 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use Privacy Center Acce Y U H DII 8 9 F10 4 J K L Z X C V B N M T H option command F11 P H commandarrow_forwardCurved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the arrows to draw the intermediate and product in this reaction or mechanistic step(s). Include all lone pairs and charges as appropriate. Ignore stereochemistry. Ignore inorganic byproducts. H :0: CH3 O: OH Q CH3OH2+ Draw Intermediate protonation CH3OH CH3OH nucleophilic addition H Draw Intermediate deprotonation :0: H3C CH3OH2* protonation H 0: H CH3 H.arrow_forwardPredicting the reactants or products of hemiacetal and acetal formation uentify the missing organic reactants in the following reaction: H+ X+Y OH H+ за Note: This chemical equation only focuses on the important organic molecules in the reaction. Additional inorganic or small-molecule reactants or products (like H2O) are not shown. In the drawing area below, draw the skeletal ("line") structures of the missing organic reactants X and Y. You may draw the structures in any arrangement that you like, so long as they aren't touching. Explanation Check Click and drag to start drawing a structure. ? olo 18 Ar © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center | Accessibilityarrow_forward
- can someone please answer thisarrow_forwardPlease, please help me figure out the the moles, molarity and Ksp column. Step by step details because I've came up with about three different number and have no idea what I'm doing wrong.arrow_forwardwhat reagents are used to get this product from this reactant? Br OCH3arrow_forward
- can someone answer this pleasearrow_forwardcan someone do the reaction mechanism for this reaction and draw the molecules for Q2 and q3arrow_forwardIn this question, the product of the aldol condensation is shown. What would be the reactants for this product? Please provide a detailed explanation, as well as a drawing showing how the reactants will react to produce the product.arrow_forward
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