EP ORGANIC CHEMISTRY,24 MONTH-OWLV2
9th Edition
ISBN: 9781305084391
Author: McMurry
Publisher: CENGAGE L
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Chapter 17.SE, Problem 69AP
As a rule, axial alcohols oxidize somewhat faster than equatorial alcohols. Which would you expect to oxidize faster, cis-4-tert-butylcyclo-hexanol or trans-4-tert-butylcyclohexanol? Draw the more stable chair conformation of each molecule.
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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 17 Solutions
EP ORGANIC CHEMISTRY,24 MONTH-OWLV2
Ch. 17.1 - Give IUPAC names for the following compounds:Ch. 17.1 - Prob. 2PCh. 17.2 - The following data for isomeric four-carbon...Ch. 17.2 - Rank the following substances in order of...Ch. 17.2 - Prob. 5PCh. 17.3 - Prob. 6PCh. 17.4 - What reagent would you use to accomplish each of...Ch. 17.4 - Prob. 8PCh. 17.5 - Prob. 9PCh. 17.5 - Prob. 10P
Ch. 17.5 - Use the reaction of a Grignard reagent with a...Ch. 17.6 - How would you carry out the following...Ch. 17.6 - What products(s) would you expect from dehydration...Ch. 17.7 - What alcohols would give the following products on...Ch. 17.7 - What products would you expect from oxidation of...Ch. 17.8 - TMS ethers can be removed by treatment with...Ch. 17.9 - Show the mechanism for the reaction of...Ch. 17.11 - Prob. 18PCh. 17.11 - When the 1HNMR spectrum of an alcohol is run in...Ch. 17.SE - Give IUPAC names for the following compounds:Ch. 17.SE - Draw the structure of the carbonyl compound(s)...Ch. 17.SE - Prob. 22VCCh. 17.SE - Prob. 23VCCh. 17.SE - Name and assign R or S stereochemistry to the...Ch. 17.SE - Evidence for the intermediate carbocations in the...Ch. 17.SE - Acid-catalyzed dehydration of 2,...Ch. 17.SE - Prob. 27MPCh. 17.SE - Treatment of the following epoxide with aqueous...Ch. 17.SE - Prob. 29MPCh. 17.SE - Prob. 30MPCh. 17.SE - Identify the type of substitution mechanism (SN1,...Ch. 17.SE - The conversion of 3 alcohols into alkenes under...Ch. 17.SE - Prob. 33MPCh. 17.SE - The trimethylsilyl (TMS) protecting group is one...Ch. 17.SE - When the alcohol below is treated with POCI3 and...Ch. 17.SE - Phenols generally have lower pKa’s than...Ch. 17.SE - Give IUPAC names for the following compounds:Ch. 17.SE - Draw and name the eight isomeric alcohols with...Ch. 17.SE - Prob. 39APCh. 17.SE - Named bombykol, the sex pheromone secreted by the...Ch. 17.SE - Carvacrol is a naturally occurring substance...Ch. 17.SE - What Grignard reagent and what carbonyl compound...Ch. 17.SE - What carbonyl compounds would you reduce to...Ch. 17.SE - What carbonyl compounds might you start with to...Ch. 17.SE - Prob. 45APCh. 17.SE - What products would you obtain from reaction of...Ch. 17.SE - Prob. 47APCh. 17.SE - How would you prepare the following compounds from...Ch. 17.SE - Prob. 49APCh. 17.SE - What products would you expect to obtain from...Ch. 17.SE - Prob. 51APCh. 17.SE - Propose structures for alcohols that have the...Ch. 17.SE - Propose a structure consistent with the following...Ch. 17.SE - The 1HNMR spectrum shown is that of...Ch. 17.SE - A compound of unknown structure gave the following...Ch. 17.SE - Propose a structure for a compound C15H24O that...Ch. 17.SE - Prob. 57APCh. 17.SE - Prob. 58APCh. 17.SE - Rank the following substituted phenols in order of...Ch. 17.SE - Benzvl chloride can be converted into benzaldehvde...Ch. 17.SE - Prob. 61APCh. 17.SE - Prob. 62APCh. 17.SE - Prob. 63APCh. 17.SE - Prob. 64APCh. 17.SE - Prob. 65APCh. 17.SE - Prob. 66APCh. 17.SE - Dehydration of trans-2-methylcyclopentanol with...Ch. 17.SE - 2, 3-Dimethyl-2, 3-butanediol has the common name...Ch. 17.SE - As a rule, axial alcohols oxidize somewhat faster...Ch. 17.SE - Prob. 70APCh. 17.SE - A problem often encountered in the oxidation of...Ch. 17.SE - Identify the reagents a-f in the Following scheme:Ch. 17.SE - Prob. 73APCh. 17.SE - Prob. 74APCh. 17.SE - Compound A, C8H10O, has the IR and 1H NMR spectra...Ch. 17.SE - Prob. 76APCh. 17.SE - Prob. 77AP
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