Introduction To General, Organic, And Biochemistry
12th Edition
ISBN: 9781337571357
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
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Chapter 13, Problem 69P
Interpretation Introduction
Interpretation:
The structural formulas of five other
Concept Introduction:
The acid catalyzed hydration of alkenes result in the formation of alcohols. In this reaction, the hydrogen ion from the acid reacts with the pi electrons of the double bond resulting formation of carbocation. This carbocation can reacts with the lone pair on oxygen atom resulting substitution of hydronium ion group on the carbon having positive charge. The
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Classify each of the following as either a substitution, elimination, or addition reaction.
CH3
CH3
CH2=CH₂
CH2=C-CH2-OH + Br₂
Br-CH2-C
-CH₂-OH
Br
CH,CH3
CH3-C-CH-CH2-CH3
он
° CH₂
HO
C-C-CH3 + NH3
CH₂
он
CH3-CH-O-CH3
O-CH3
CH3-C-CH3 + H₂O
O-CH3
CH3CH₂
H
+ H₂O
CH3-C=C-CH2-CH3
• CHI
Δ
Å CH
CH3
H+
CH3
C-H + HO-CH3
H"
Q-CH₂
CH3-C-CH3 + HO-CH3
OH
O substitution
O elimination
addition
substitution
O elimination
addition
O substitution
elimination
addition
O substitution
O elimination
addition
substitution
O elimination
00
addition
Search 5:45 PM Sun Dec 15
Quiz 9
...
ล 25%0
A
Done
Quiz #9 =
Name:
Draw the major products of the following. Show Stereochemistry when applicable:
1. OsO4
A
2. NaHSO 3, H 20
Cl₂
➤ C
H2, Pd/C
E
HBr
1. Hg(OAc) 2, H₂O
2. NaBH 4
Ꭰ
KI, H3PO4
F
KMnO4, H3O+
KMnO4, H2O
G
H
HBr
Br2
J
CH2N2
➤
K
CH2I2, Zn(Cu)
Cl2, CH3OH
C
1. 03
2. Zn, H3O+
HCI
1. BH 3
N
M
2. NaOH, H 202
KMnO4, NaOH
H₂O
P
Br2, H2O
R
1. BH 3
2. NaOH, H 202
Cl2, CH3CH2OH T
Select the
stronger base:
H-CEN
equally basic
H
H H
H-C-N
H
Select the
stronger acid:
Select the
stronger base:
Select the
stronger base:
H
-H
equally acidic
о
equally basic
NH
equally basic
о
Chapter 13 Solutions
Introduction To General, Organic, And Biochemistry
Ch. 13.1 - Prob. 13.1QCCh. 13.1 - Prob. 13.2QCCh. 13.2 - Problem 14-3 Draw structural formulas for the...Ch. 13.2 - Prob. 13.4QCCh. 13.2 - Prob. 13.5QCCh. 13.3 - Problem 14-6 Write the common name for each ether.Ch. 13.4 - Prob. 13.7QCCh. 13.4 - Prob. 13.8QCCh. 13 - 14-8 Answer true or false. The functional group of...Ch. 13 - 14-9 What is the difference in structure between a...
Ch. 13 - 14-10 Which of the following are secondary...Ch. 13 - 14-11 Which of the alcohols in Problem 14-10 are...Ch. 13 - 14-12 Write the 1UPAC name of each compound. (e)...Ch. 13 - Prob. 6PCh. 13 - Prob. 7PCh. 13 - 14-15 Both alcohols and phenols contain an —OH...Ch. 13 - Prob. 9PCh. 13 - 14-17 Explain in terms of noncovalent interactions...Ch. 13 - Prob. 11PCh. 13 - Prob. 12PCh. 13 - 14-20 Show hydrogen bonding between methanol and...Ch. 13 - 14-21 Show hydrogen bonding between the oxygen of...Ch. 13 - 14-22 Arrange these compounds in order of...Ch. 13 - 14-23 Arrange these compounds in order of...Ch. 13 - 14-24 2-Propanol (isopropyl alcohol) is commonly...Ch. 13 - Prob. 18PCh. 13 - Prob. 19PCh. 13 - Prob. 20PCh. 13 - 14-28 Give the structural formula of an alkene or...Ch. 13 - Prob. 22PCh. 13 - 14-30 Show how to distinguish between cyclohexanol...Ch. 13 - 14-31 Compare the acidity of alcohols and phenols,...Ch. 13 - 14-32 Both 2,6-diisopropylcyclohexanol and the...Ch. 13 - 14-33 Write equations for the reaction of...Ch. 13 - 14-34 Write equations for the reaction of...Ch. 13 - 14-35 Write equations for the reaction of each of...Ch. 13 - 14-36 Show how to convert cyclohexanol to these...Ch. 13 - Prob. 30PCh. 13 - Prob. 31PCh. 13 - 14-39 Name two important alcohols derived from...Ch. 13 - 14-40 Name two important alcohols derived from...Ch. 13 - Prob. 34PCh. 13 - 14-42 Write the common name for each ether. ch3...Ch. 13 - Prob. 36PCh. 13 - 14-44 Answer true or false. (a) The functional...Ch. 13 - Prob. 38PCh. 13 - Write the common name for each thiol in Problem 38...Ch. 13 - 14-47 Following are structural formulas for...Ch. 13 - 14-48 Explain why methanethiol, CH3SH, has a lower...Ch. 13 - 14-49 Answer true or false. Today, the major...Ch. 13 - (Chemical Connections 13A ) As stated in the...Ch. 13 - Prob. 44PCh. 13 - Prob. 45PCh. 13 - Prob. 46PCh. 13 - Prob. 47PCh. 13 - (Chemical Connections 13D ) Show that enflurane...Ch. 13 - Prob. 49PCh. 13 - 14-60 Write a balanced equation for the complete...Ch. 13 - 14-61 Knowing what you do about electronegativity,...Ch. 13 - 14-62 Draw structural formulas and write IUPAC...Ch. 13 - Prob. 53PCh. 13 - 14-64 Explain why the boiling point of ethylene...Ch. 13 - Prob. 55PCh. 13 - 14-66 1,4-Butanediol, hexane, and 1-pentanol have...Ch. 13 - 14-67 Of the three compounds given in Problem...Ch. 13 - Prob. 58PCh. 13 - 14-69 Show how to prepare each compound from...Ch. 13 - 14-70 Show how to prepare each compound from...Ch. 13 - 14-71 The mechanism of the acid-catalyzed...Ch. 13 - Prob. 62PCh. 13 - 14-73 Lipoic acid is a growth factor for many...Ch. 13 - 14-74 Following is a structural formula for the...Ch. 13 - Prob. 65PCh. 13 - Prob. 66PCh. 13 - Prob. 67PCh. 13 - 14-78 Consider alkenes A, B, and C. each of which...Ch. 13 - Prob. 69P
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- Classify each of the following as either a substitution, elimination, or addition reaction. CH3 CH3 CH3-CH-CH2-C-CH3 + Br₂ CH3 CH3 CH3 CH3-C-CH2-C-CH3 + HBr substitution ○ elimination Br CH3 CHI CHO CHA HO CH он Cl CH3-CH2-CH-CH2-CH3 CH₂ DBU H* - CHI CHO CH3 + H2O Ӧ CH3 CH3-CH2-CH=CH-CH3 + HCI OH Pd/C CH3 CH3-CH-CH2-C-CH3 CH3 H C-CH2-CH3 + HO-CH3 addition substitution elimination ○ addition ○ substitution ○ elimination O addition substitution O elimination addition substitution O elimination addition CH3 C-CH3 + H2 CH3 CH3-O-CH-CH2-CH3 Онarrow_forward=> (8 pts) Use retrosynthetic analysis (that is, use retrosynthetic arrows as was done in class) to suggest a synthesis route for the transformation shown below. Sear bonsarrow_forwardd) 1. Complete the following reactions; all reactions are at room temperature. No heat is involved here. Show Major product only. Indicate the type of mechanism: SN1 or SN2. (1 pt each) a) Br + b) Br e) OH CH3DH + H20 он HCJ Zn Cl₂ OH + HCI 20 C12 + H-Brarrow_forward
- What is the IUPAC name for the compound shown? LOH IUPAC name: BIU X2 x²arrow_forwardDon't used Ai solutionarrow_forward2. Write the IUPAC name of the major product that would be obtained from the dehydration of 3,5-dimethylcyclohexanol. What is the type mechanism of the reaction (E1, E2, SN1, SN2)? Draw the detailed mechanism of the reaction. (2.5 pts) 3. In Experiment 8, You synthesized n-butyl bromide using sodium bromide, sulfuric acid and butyl alcohol. (2.5 pts) a. Write the detailed mechanism of this reaction indicating what type of mechanism is this reaction. b. What will happen to the rate of the reaction if NaCl was used instead of NaBr? c. What will be the mechanism of the reaction if t-butyl alcohol is used with NaBr in presence of sulfuric acid? Draw detailed mechanism.arrow_forward
- In each row of the table below, select the stronger acid or base, as instructed. The most acidic H atom in each acid has been highlighted. Select the stronger acid: Select the stronger acid: Select the stronger base: Select the stronger base: H H Tx NH equally acidic equally acidic H equally basic equally basicarrow_forwardPlease correct answer and don't used hand raitingarrow_forwardUse the information in the pk, table below to determine which side of the equilibrium is favored for each of the reactions in the second table. acid pk, acid PK CHA CHÍNH, 36 CH₂SH OH 9 50 45 CH2=CH2 19 15.9 CH₂OH 15.7 10.3 .OH 10.0 4.8 он OH CH₂OH₂ -2.2 -7.2 снон, + i + OH + CH4 Equilibrium Equation CH₂OH + io OH CH3NH + CH2=CH2 CH3NH₂ + он + + H₁₂-C CH2=CH 0 O Left Favored Equal Right Favored о 0 0arrow_forward
- Classify each of the following as either a substitution, elimination, or addition reaction. Br K* -OC(CH₁) + Cl₂ + HCI + C½₂ + NH3 + HBr + HOT H₂N + HO H HO substitution O elimination addition substitution ○ elimination addition substitution elimination addition O substitution O elimination O addition 000 substitution O elimination additionarrow_forwardPlease correct answer and don't used hand raitingarrow_forwardplease redraw it out circling each bondarrow_forward
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