Model 1: Structures and boiling points of selected organic molecules Nitrogen bonding options: ཡིན་ན་ H amine amide H Functional Molecular Boiling Example Structure Weight Point Group H₂ H₂ Alkane 72 36°C H3C CH3 CH3 Amine (A) CH3 73 36°C H3C H2 H3C CH3 Amine (B) 73 56°C H₂ H2 NH₂ Amine (C) H3C CH 73 63°C -CH3 H₂ Amine (D) H3C Alcohol H3C 73 78°C NH2 EU H₂ H₂ 74 OH 118°C Carboxylic Acid H3C 74 141°C OH Amide H3C n=o 73 218°C NH₂

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Chapter3: The Chemistry Of Life: Organic Compounds
Section: Chapter Questions
Problem 2TYU: VISUALIZE The structures depicted are (a) enantiomers (b) different views of the same molecule (c)...
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  1. Label each Amine (A–D) in Table 1 as primary, secondary, or tertiary.
  2.  Which classes of amines – primary, secondary, or tertiary – can participate in hydrogen bonding with other identical molecules? Discuss as a team, and record your consensus.
  3. How many different combinations of hydrogen bonds are possible between the following two molecules? redraw the molecules, showing a hydrogen bond between them.
  4. Compare Amines A–D in Model 1. Discuss as a team, and explain why three of the amines have a higher boiling point than the alkane.
  5. One of the amines has the same boiling point as the alkane. Explain.
  6. Compare Amine (A) and Amine (B). Explain the difference in boiling point.
  7. Compare Amine (B) with amine (C). Explain the difference in boiling point.
  8. Compare Amine (C) with amine (D). Explain the difference in boiling point.
  9. Compare Amine (D) with the alcohol. Work as a team to explain the difference in boiling point.
  10. Compare the amide with the alcohol. Explain the difference in boiling point.
  11. Would you expect amines and amides with short carbon chains to be soluble in water? Work as a team to explain your answer. (Hint: Recall the solubility of carboxylic acids discussed in CA 39.)
  12. Which class of amine has the highest boiling point? Why?
  13. What was one strength of your team today? Why was this a strength?
Model 1: Structures and boiling points of selected organic molecules
Nitrogen bonding options:
ཡིན་ན་
H
amine
amide H
Functional
Molecular
Boiling
Example Structure
Weight
Point
Group
H₂
H₂
Alkane
72
36°C
H3C
CH3
CH3
Amine (A)
CH3
73
36°C
H3C
H2
H3C
CH3
Amine (B)
73
56°C
H₂
H2
NH₂
Amine (C)
H3C
CH
73
63°C
-CH3
H₂
Amine (D)
H3C
Alcohol
H3C
73
78°C
NH2
EU
H₂
H₂
74
OH
118°C
Carboxylic
Acid
H3C
74
141°C
OH
Amide
H3C
n=o
73
218°C
NH₂
Transcribed Image Text:Model 1: Structures and boiling points of selected organic molecules Nitrogen bonding options: ཡིན་ན་ H amine amide H Functional Molecular Boiling Example Structure Weight Point Group H₂ H₂ Alkane 72 36°C H3C CH3 CH3 Amine (A) CH3 73 36°C H3C H2 H3C CH3 Amine (B) 73 56°C H₂ H2 NH₂ Amine (C) H3C CH 73 63°C -CH3 H₂ Amine (D) H3C Alcohol H3C 73 78°C NH2 EU H₂ H₂ 74 OH 118°C Carboxylic Acid H3C 74 141°C OH Amide H3C n=o 73 218°C NH₂
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