Chapter 12

Problem 12-1

C₁₉H₂₈O₂

Problem 12-2

(a)

2-Methyl-2-pentene

(b)

2-Hexene

Problem 12-3

(a)

43, 71

(b)

(c)

(d)

Problem 12-4

102 (M⁺), 84 (dehydration), 87 (alpha cleavage), 59 (alpha cleavage)

Problem 12-5

X-ray energy is higher; λ = 9.0 × 10⁻⁶ m is higher in energy.

Problem 12-6

(a)

2.4 × 10⁶ kJ/mol]

(b)

4.0 × 10⁴ kJ/mol

(c)

2.4 × 10³ kJ/mol

(d)

2.8 × 10² kJ/mol

(e)

6.0 kJ/mol

(f)

4.0 × 10⁻² kJ/mol

Problem 12-7

(a)

Ketone or aldehyde

(b)

Nitro compound

(c)

Carboxylic acid

Problem 12-8

(a)

CH₃CH₂OH has an −OH absorption.

(b)

1-Hexene has a double-bond absorption.

(c)

CH₃CH₂CO₂H has a very broad −OH absorption.

Problem 12-9

1450–1600 cm⁻¹: aromatic ring; 2100 cm⁻¹: C

\text{≡}

C; 3300 cm⁻¹: C

\text{≡}

C−H

Problem 12-10

(a)

1715, 1640, 1250 cm⁻¹

(b)

1730, 2100, 3300 cm⁻¹

(c)

1720, 2500–3100, 3400–3650 cm⁻¹

Problem 12-11

1690, 1650, 2230 cm⁻¹