Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Textbook Question
Chapter 23, Problem 23.60P
Draw a stepwise mechanism for the following reaction.
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11. Complete the following esterification reaction with names of all the reactants and products under.
Hint: Remove the water and end up with ester
R-C-OH + ROH
R-C-OR + H₂O
A carboxylic acid
An alcohol
An ester
Water
BYJU'S
H-C-C
O-H
Нин
C-C-C-H
HAAA
H O-C-C-C-H
AAA
Ethanoic acid
Propanol
Water Propyl ethanoate
By com
CH3COOH + CH3CH2CH2CH₂CH₂OH →
Practice for alcohols aldehydes and ketones:
12. Draw the structures from the following names mixed of alcohol/aldehyde and ketone:
a. 4-methyl cyclohexanone
b. 3-methyl-2-pentenal
c. 2,3-dimethylcyclohexanone
d. 1,3propanediol or Propane 1,3 diol
13. Write systematic names for the following compounds identify
functional group:
a.
b. (CH3)2CH-C
OH
c) CH(CH₂)--
OH
-,-,
may you please show all steps! i am having a hard time understanding and applying in this format, thank you!
10. Complete the substitution reaction of 2 pentanol with these reagents.
Reagents & Reaction Conditions use practice sheet. Please write only
major products, minor product like water, other gases are not
required.
Hint: In substitution of alcohol, we generally substitute OH group
with Halogens like cl, Br, F using some reagent containing
halogens. Ensure to add halogens to the same carbon number
where you are removing OH from
Examples
Alcohols can be converted to Alkyl Halides with HX acids
HBr
H₂O
HCI
+ H₂O
HI
+
H₂O
CH,CH₂OH + SOCI₂
CH,CH₂OH + PCI₁₂
A
BBYJU'S
CH CHCI + SO₂+ HCI
CH₂CH CIP(OH), + HCI
CH,CH₂OH + PCI CHCHCI + POCI + HCI
CH,CH₂OH + PBr, CH,CH,Br + P(OH), + HBr
1. Reaction with HBr with 2 Pentanol
2.Reaction with HI with 2 pentanol
© Byjus.com
3.Reaction with HCI+ZnCl,, with 2 pentanol (Zncl2 is catalyst no role)
4.Reaction with SOCI,, with 2 Pentanol
5.Reaction with PBr; or PCl, with 2 pentanol
Chapter 23 Solutions
Organic Chemistry
Ch. 23 - Problem 23.1 Draw the enol or keto tautomer(s) of...Ch. 23 - Draw a stepwise mechanism for the following...Ch. 23 - Prob. 23.3PCh. 23 - Prob. 23.4PCh. 23 - Which CH bonds in the following molecules are...Ch. 23 - Prob. 23.6PCh. 23 - Prob. 23.7PCh. 23 - When ethyl acetoacetate (CH3COCH2CO2CH2CH3) is...Ch. 23 - Prob. 23.9PCh. 23 - Prob. 23.10P
Ch. 23 - Prob. 23.11PCh. 23 - Problem 23.11 Draw the products of each...Ch. 23 - Problem 23.12 Draw the products of each reaction....Ch. 23 - Prob. 23.14PCh. 23 - Prob. 23.15PCh. 23 - Prob. 23.16PCh. 23 - Prob. 23.17PCh. 23 - Prob. 23.18PCh. 23 - Problem 23.18 How can pentan-2-one be converted...Ch. 23 - Problem 23.19 Identify A, B, and C, intermediates...Ch. 23 - Prob. 23.21PCh. 23 - Problem 23.21 Draw the products of each...Ch. 23 - Prob. 23.23PCh. 23 - What alkyl halides are needed to prepare each...Ch. 23 - Prob. 23.25PCh. 23 - Prob. 23.26PCh. 23 - Prob. 23.27PCh. 23 - Prob. 23.28PCh. 23 - Prob. 23.29PCh. 23 - 23.29 Draw enol tautomer(s) for each compound....Ch. 23 - 22.30 The cis ketone A is isomerized to a trans...Ch. 23 - Draw enol tautomers for each compound. a. b. c.Ch. 23 - Prob. 23.33PCh. 23 - What hydrogen atoms in each compound have a pKa25?...Ch. 23 - Rank the labeled protons in each compound in order...Ch. 23 - Prob. 23.36PCh. 23 - Prob. 23.37PCh. 23 - Prob. 23.38PCh. 23 - Prob. 23.39PCh. 23 - 23.38 Acyclovir is an effective antiviral agent...Ch. 23 - Prob. 23.41PCh. 23 - 23.39 Explain why forms two different alkylation...Ch. 23 - 23.41 Acid-catalyzed bromination of pentanone ...Ch. 23 - Draw a stepwise mechanism for each reaction. a. b.Ch. 23 - What alkyl halides are needed to prepare each...Ch. 23 - Use the malonic ester synthesis to prepare each...Ch. 23 - 23.45 Devise a synthesis of valproic acid , a...Ch. 23 - Synthesize each compound from diethyl malonate....Ch. 23 - Prob. 23.49PCh. 23 - What alkyl halides are needed to prepare each...Ch. 23 - Synthesize each compound from ethyl acetoacetate....Ch. 23 - Draw the organic products formed in each reaction....Ch. 23 - 23.51 Draw the products formed (including...Ch. 23 - Prob. 23.54PCh. 23 - 23.54 Clopidogrel is the generic name for Plavix,...Ch. 23 - 23.55 What reaction conditions—base, solvent, and...Ch. 23 - Explain why each of the following reactions will...Ch. 23 - Prob. 23.58PCh. 23 - 23.57 Draw a stepwise mechanism showing how two...Ch. 23 - 23.58 Draw a stepwise mechanism for the following...Ch. 23 - Prob. 23.61PCh. 23 - 23.60 Draw stepwise mechanisms illustrating how...Ch. 23 - Prob. 23.63PCh. 23 - Prob. 23.64PCh. 23 - Convert acetophenone (C6H5COCH3) into each of the...Ch. 23 - Prob. 23.66PCh. 23 - Prob. 23.67PCh. 23 - Prob. 23.68PCh. 23 - Synthesize each product from ethyl acetoacetate...Ch. 23 - Prob. 23.70PCh. 23 - Prob. 23.71PCh. 23 - 23.68 Capsaicin, the spicy component of hot...Ch. 23 - 23.69 Treatment of W with , followed by , affords...Ch. 23 - Prob. 23.74PCh. 23 - Prob. 23.75PCh. 23 - Prob. 23.76PCh. 23 - Prob. 23.77PCh. 23 - Prob. 23.78P
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