Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 19.SE, Problem 67AP
Acid-catalyzed dehydration of 3-hydroxy-3-phenylcyclohexanone leads to an unsaturated
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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 19 Solutions
Organic Chemistry
Ch. 19.1 - Prob. 1PCh. 19.1 - Draw structures corresponding to the following...Ch. 19.2 - Prob. 3PCh. 19.2 - How would you carry out the following reactions?...Ch. 19.4 - Treatment of an aldehyde or ketone with cyanide...Ch. 19.4 - p-Nitrobenzaldehyde is more reactive toward...Ch. 19.5 - Prob. 7PCh. 19.5 - The oxygen in water is primarily (99.8) 16O, but...Ch. 19.6 - Prob. 9PCh. 19.8 - Show the products you would obtain by...
Ch. 19.8 - Prob. 11PCh. 19.8 - Prob. 12PCh. 19.9 - Prob. 13PCh. 19.10 - Prob. 14PCh. 19.10 - Prob. 15PCh. 19.11 - What carbonyl compound and what phosphorus ylide...Ch. 19.11 - -Carotene, a yellow food-coloring agent and...Ch. 19.12 - Prob. 18PCh. 19.12 - Prob. 19PCh. 19.13 - Prob. 20PCh. 19.13 - Treatment of 2-cyclohexenone with HCN/KCN yields a...Ch. 19.13 - How might conjugate addition reactions of lithium...Ch. 19.14 - How might you use IR spectroscopy to determine...Ch. 19.14 - Prob. 24PCh. 19.14 - Prob. 25PCh. 19.14 - Prob. 26PCh. 19.SE - Each of the following substances can be prepared...Ch. 19.SE - Prob. 28VCCh. 19.SE - Prob. 29VCCh. 19.SE - Prob. 30MPCh. 19.SE - Prob. 31MPCh. 19.SE - Prob. 32MPCh. 19.SE - Prob. 33MPCh. 19.SE - Prob. 34MPCh. 19.SE - Prob. 35MPCh. 19.SE - It is not uncommon for organic chemists to prepare...Ch. 19.SE - Prob. 37MPCh. 19.SE - Prob. 38MPCh. 19.SE - Prob. 39MPCh. 19.SE - Prob. 40MPCh. 19.SE - Aldehydes and ketones react with thiols to yield...Ch. 19.SE - Prob. 42MPCh. 19.SE - When cyclohexanone is heated in the presence of a...Ch. 19.SE - Prob. 44MPCh. 19.SE - The Meerwein-Ponndorf-Verley reaction involves...Ch. 19.SE - Propose a mechanism to account for the formation...Ch. 19.SE - Prob. 47MPCh. 19.SE - Prob. 48MPCh. 19.SE - Treatment of an , -unsaturated ketone with basic...Ch. 19.SE - Prob. 50MPCh. 19.SE - Prob. 51MPCh. 19.SE - Prob. 52MPCh. 19.SE - Prob. 53MPCh. 19.SE - Prob. 54APCh. 19.SE - Draw and name the seven aldehydes and ketones with...Ch. 19.SE - Give IUPAC names for the following compounds:Ch. 19.SE - Draw structures of compounds that fit the...Ch. 19.SE - Predict the products of the reaction of (1)...Ch. 19.SE - Show how you might use a Wittig reaction to...Ch. 19.SE - How would you use a Grignard reaction on an...Ch. 19.SE - Prob. 61APCh. 19.SE - Prob. 62APCh. 19.SE - How would you synthesize the following substances...Ch. 19.SE - Carvone is the major constituent of spearmint oil....Ch. 19.SE - How would you synthesize the following compounds...Ch. 19.SE - At what position would you expect to observe IR...Ch. 19.SE - Acidcatalyzed dehydration of...Ch. 19.SE - Choose the structure that best fits the IR...Ch. 19.SE - Propose structures for molecules that meet the...Ch. 19.SE - Prob. 70APCh. 19.SE - Prob. 71APCh. 19.SE - When 4hydroxybutanal is treated with methanol in...Ch. 19.SE - Prob. 73APCh. 19.SE - Prob. 74APCh. 19.SE - Prob. 75APCh. 19.SE - Prob. 76APCh. 19.SE - Prob. 77APCh. 19.SE - Tamoxifen is a drug used in the treatment of...Ch. 19.SE - Compound A, MW 86, shows an IR absorption at 1730...Ch. 19.SE - Compound B is isomeric with A (Problem 19-79) and...Ch. 19.SE - The 1HNMR spectrum shown is that of a compound...Ch. 19.SE - Prob. 82APCh. 19.SE - Propose structures for ketones or aldehydes that...Ch. 19.SE - Prob. 84APCh. 19.SE - Prob. 85APCh. 19.SE - The proton and carbon NMR spectra for each of...Ch. 19.SE - The proton NMR spectrum for a compound with...
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