How do I calculate the percent yield and identify the limiting reagent

EBK A SMALL SCALE APPROACH TO ORGANIC L
4th Edition
ISBN:9781305446021
Author:Lampman
Publisher:Lampman
Chapter84: Fractional Distillation, Azeotropes
Section: Chapter Questions
Problem 8P
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100%

1-Pentanol to 1-bromopentane

Chemicals:

- 60ml Conc. Sulfuric Acid

- 100ml Saturated Sodium bicarbonate

- 65ml 1-Pentanol  

- 78g sodium bromide

- Distilled water

- 58.42g 1-Bromopentane

 

1-Pentanol

Sodium Bromide

Sulfuric Acid

1-Bromopentane

Formula

C5H12O

NaBr

H2SO4

C5H11Br

MW (g/mol)

88.15

102.894

98.078

151.04

Density (g/mL)

0.811

3.21

1.84

1.218

Boiling point (*C)

138

1,396

337

130

NaBr(aq) + H2SO4(aq) -> NaHSO4(aq) + HBr(aq)

CH3(CH2)4OH(aq) + H+ Br- (aq) CH3(CH2)4OH2 (aq) + Br-(aq)

CH3(CH2)4OH2 (aq) + Br-(aq)  CH3(CH2)4Br(aq) + H2O(aq)

How do I calculate the percent yield and identify the limiting reagent?

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