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The reaction of 1-hexene with HBr yields two isomeric products: 1-bromohexane an

ID: 691996 • Letter: T

Question

The reaction of 1-hexene with HBr yields two isomeric products: 1-bromohexane and 2-bromohexane. You set up an experiment to carry out this reaction, using 4.0 mL of 30% hydrogen bromide in propanoic acid (density 1.31 g/mL), followed by 1.50 mL of 1-hexene (density 0.67 g/mL). After distilling your reaction mixture, you collect 0.712 grams of product.

A. How many grams of 1-Hexene and HBr were used in this reaction? How many moles?

B. What is the theoretical yield of product?

C. What is the percent yield?

Explanation / Answer

a)

mass of 1hexene = D*V = 0.67*1.5 = 1.005 g of 1hexene

mass of HBr = D*V*% = 4*0.30*1.31 = 1.572 g of HBr

b)

mol of 1hexne = mass/MW = 1.005 /84.1595=  0.01194

mol of HBr = mass/MW = 1.572 /80.9119 = 0.01942

ratio is 1:1 so

hexene is limiting

expect --> 0.01194 mol of haloalkane

MW of 1-bromohexnae = 165.071

mass = mol*MW = 0.01194*165.071 = 1.97094

c)

%yield = real/theoretical*100% = 0.712/1.97094*100 = 36.124 %

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