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 18, Problem 42P
Interpretation Introduction
Interpretation:
In the following reaction, the structural formula of barbital needs to be drawn.
Concept Introduction:
Barbital is used as sedative and it is hypnotic. It is produced by the condensation reaction amid 2,2-diethylmalonate and urea in the presence of sodium ethoxide (catalyst).
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Examine the reaction below. Highlight all bonds that have broken in the reactant.
Br H
H₂C-C-
-H
5
H-C-H
H-C-H
BIE
们
OH
H H
H₂C-C=
H-C-H
H-C-H
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
Chapter 18 Solutions
Introduction To General, Organic, And Biochemistry
Ch. 18.1 - Prob. 18.1QCCh. 18.4 - Problem 19-2 Complete the equation for each...Ch. 18.4 - Prob. 18.3QCCh. 18 - Prob. 1PCh. 18 - Write the IUPAC name for each compound.Ch. 18 - Prob. 3PCh. 18 - Prob. 4PCh. 18 - Prob. 5PCh. 18 - Prob. 6PCh. 18 - 0 Complete the equations for these reactions.
Ch. 18 - Prob. 8PCh. 18 - Prob. 9PCh. 18 - Prob. 10PCh. 18 - Prob. 11PCh. 18 - Prob. 12PCh. 18 - 6 Why are Dacron and Mylar referred to as...Ch. 18 - 7 What type of structural feature do the...Ch. 18 - Prob. 15PCh. 18 - Prob. 16PCh. 18 - 0 Show how triphosphoric acid can form from three...Ch. 18 - 1 Write an equation for the hydrolysis of...Ch. 18 - Prob. 19PCh. 18 - (The Pyrethrins-Natural Insecticides of Plant...Ch. 18 - Prob. 21PCh. 18 - Prob. 22PCh. 18 - Prob. 23PCh. 18 - Prob. 24PCh. 18 - Prob. 25PCh. 18 - Prob. 26PCh. 18 - Prob. 27PCh. 18 - Prob. 28PCh. 18 - Prob. 29PCh. 18 - Prob. 30PCh. 18 - Prob. 31PCh. 18 - Prob. 32PCh. 18 - Prob. 33PCh. 18 - Prob. 34PCh. 18 - Prob. 35PCh. 18 - Prob. 36PCh. 18 - Prob. 37PCh. 18 - Prob. 38PCh. 18 - Prob. 39PCh. 18 - Prob. 40PCh. 18 - Prob. 41PCh. 18 - Prob. 42PCh. 18 - Prob. 43PCh. 18 - Prob. 44PCh. 18 - Prob. 45PCh. 18 - Prob. 46P
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- 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 оarrow_forwardClassify 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_forward
- d) 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_forwardWhat is the IUPAC name for the compound shown? LOH IUPAC name: BIU X2 x²arrow_forwardDon't used Ai solutionarrow_forward
- 2. 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_forwardIn 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_forward
- Use 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_forwardClassify 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_forward
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