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 16, Problem 21P
17-29 Why can’t two molecules of acetone form a hydrogen bond with each other?
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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 16 Solutions
Introduction To General, Organic, And Biochemistry
Ch. 16.2 - Problem 17-1 Wrtie the IUPAC name for each...Ch. 16.2 - Prob. 16.2QCCh. 16.2 - Prob. 16.3QCCh. 16.4 - Prob. 16.4QCCh. 16.4 - Prob. 16.5QCCh. 16.4 - Problem 17-6 Show the reaction of benzaldehyde...Ch. 16.4 - Problem 17-7 Identify all hemiacetals and acetals...Ch. 16.5 - Prob. 16.8QCCh. 16 - 17-9 Answer true or false. (a) The one aldehyde...Ch. 16 - Prob. 2P
Ch. 16 - 17-11 What is the difference in structure between...Ch. 16 - 17-12 Is it possible for the carbon atom of a...Ch. 16 - 17-13 Which compounds contain carbonyl groups?Ch. 16 - 17-14 Following are structural formulas for two...Ch. 16 - 17-15 Draw structural formulas for the four...Ch. 16 - Prob. 8PCh. 16 - Prob. 9PCh. 16 - 17-18 Draw structural formulas for these ketones....Ch. 16 - 17-19 Write the JUPAC names for these compounds.Ch. 16 - Prob. 12PCh. 16 - 17-2 1 Explain why each name is incorrect. Write...Ch. 16 - Prob. 14PCh. 16 - Prob. 15PCh. 16 - 17-24 In each pair of compounds, select the one...Ch. 16 - Prob. 17PCh. 16 - 17-26 Account for the fact that acetone has a...Ch. 16 - 17-27 Pentane, 1-butanol, and butanal all have...Ch. 16 - 17-28 Show how acetaldehyde can form hydrogen...Ch. 16 - 17-29 Why can’t two molecules of acetone form a...Ch. 16 - 17-30 Answer true or false. (a) The reduction of...Ch. 16 - 17-3 1 Draw a structural formula for the principal...Ch. 16 - Prob. 24PCh. 16 - 17-33 What simple chemical test could you use to...Ch. 16 - 17-34 Explain why liquid aldehydes are often...Ch. 16 - 17-35 Suppose that you take a bottle of...Ch. 16 - 17-36 Explain why the reduction of an aldehyde...Ch. 16 - Prob. 29PCh. 16 - Prob. 30PCh. 16 - Prob. 31PCh. 16 - Prob. 32PCh. 16 - Prob. 33PCh. 16 - Prob. 34PCh. 16 - Prob. 35PCh. 16 - Prob. 36PCh. 16 - Prob. 37PCh. 16 - Prob. 38PCh. 16 - 17-47 What is the characteristic structural...Ch. 16 - Prob. 40PCh. 16 - Prob. 41PCh. 16 - Prob. 42PCh. 16 - Prob. 43PCh. 16 - Prob. 44PCh. 16 - Prob. 45PCh. 16 - 17-54 Following is the structure of...Ch. 16 - Prob. 47PCh. 16 - Prob. 48PCh. 16 - Prob. 49PCh. 16 - Prob. 50PCh. 16 - Prob. 51PCh. 16 - 17-60 1-Propanol can be prepared by the reduction...Ch. 16 - Prob. 53PCh. 16 - 17-62 Show how to bring about these conversions....Ch. 16 - Prob. 55PCh. 16 - Prob. 56PCh. 16 - Prob. 57PCh. 16 - Prob. 58PCh. 16 - 17-67 Draw structural formulas for these...Ch. 16 - Prob. 60PCh. 16 - 17-69 Propanal (bp 49°C) and 1-propanol (bp 97°C)...Ch. 16 - 17-70 What simple chemical test could you use to...Ch. 16 - Prob. 63PCh. 16 - Prob. 64PCh. 16 - Prob. 65PCh. 16 - 17-72 The following molecule is an enediol; each...Ch. 16 - 17-73 Alcohols can be prepared by the...Ch. 16 - 17-74 Glucose, C6H12O6, contains an aldehyde group...Ch. 16 - Prob. 69PCh. 16 - Prob. 70PCh. 16 - Prob. 71PCh. 16 - 17-78 Complete the following equation for these...Ch. 16 - 17-79 Write an equation for each conversion. (a)...Ch. 16 - Prob. 74P
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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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