How do I calculate the percent yield based on the limiting reactant in this bromination of trans-cinnamic acid reaction?

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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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How do I calculate the percent yield based on the limiting reactant in this bromination of trans-cinnamic acid reaction? (See attachments for further information)

Data Tables
Table 1-Results from experiment
Mass of Alkene
Mass of Product
Percent Yield Based on Limiting Reactant
(Show calculations in the space below)
Melting Point of Product
•1499
•1289
MI
M
enoblegno dal-teo
176.3°C -180.6°C
76looldM
tdgis
2000
M
zoloqüll M
BOUSTH:5000
erastov
Transcribed Image Text:Data Tables Table 1-Results from experiment Mass of Alkene Mass of Product Percent Yield Based on Limiting Reactant (Show calculations in the space below) Melting Point of Product •1499 •1289 MI M enoblegno dal-teo 176.3°C -180.6°C 76looldM tdgis 2000 M zoloqüll M BOUSTH:5000 erastov
In this experiment, the electrophilic addition reaction of trans-cinnamic acid with bromine
be carried out and the stereochemistry assigned for the resulting product. As described abov
electronic nature of the substituents on the double bond can have a significant impact o
stereoselectivity that is observed. Here, the starting material contains two substituents: the
ring can stabilize a positive charge at the benzylic position by resonance, while the carbo
р
acid tends to disfavor carbocation formation since it is an electron-withdrawing group.
and in
079
107
1970
4
aid not m
en go
66
Aavig
A mont OH
bozoqoig oft
bozd
ve of abie trans
moit
nens stizoqqo si svig of code
transition state for syn-addition via zisnstem guinete lo
trans-cinnamic acid
20qx
Br2 diw on
ACOH
Oels
21 Jud
oid yd bo
Movieuboxs
Br O
2016mmels
nov
101138
blodfor
OH
Bra mont toubong
od s oviovai
viti Jon
ibba Br
20
2,3-dibromo-3-phenylpropanoic acid
10
d
345mm ngtot
q 5th 1
10
n
pelo asad besleni y
The stereochemical outcome of the bromination-syn-addition, trans-addition, or a mixt
the two can be determined based on the melting point of the product. As noted abov
starting material is achiral and the reaction thus gives a pair of enantiomers (which have the
melting point). One of the possible products is the enantiomeric pair (2R, 3R)/(2S, 39
dibromo-3-phenylpropanoic acid, which has a melting point of 93.5-95 °C. The other po
product is the enantiomeric pair (2R, 3S)/(2S, 3R)-2,3-dibromo-3-phenylpropanoic acid,
has a melting point of 202-204 °C. Thus, the syn- and anti-products can be easily distinguis
Transcribed Image Text:In this experiment, the electrophilic addition reaction of trans-cinnamic acid with bromine be carried out and the stereochemistry assigned for the resulting product. As described abov electronic nature of the substituents on the double bond can have a significant impact o stereoselectivity that is observed. Here, the starting material contains two substituents: the ring can stabilize a positive charge at the benzylic position by resonance, while the carbo р acid tends to disfavor carbocation formation since it is an electron-withdrawing group. and in 079 107 1970 4 aid not m en go 66 Aavig A mont OH bozoqoig oft bozd ve of abie trans moit nens stizoqqo si svig of code transition state for syn-addition via zisnstem guinete lo trans-cinnamic acid 20qx Br2 diw on ACOH Oels 21 Jud oid yd bo Movieuboxs Br O 2016mmels nov 101138 blodfor OH Bra mont toubong od s oviovai viti Jon ibba Br 20 2,3-dibromo-3-phenylpropanoic acid 10 d 345mm ngtot q 5th 1 10 n pelo asad besleni y The stereochemical outcome of the bromination-syn-addition, trans-addition, or a mixt the two can be determined based on the melting point of the product. As noted abov starting material is achiral and the reaction thus gives a pair of enantiomers (which have the melting point). One of the possible products is the enantiomeric pair (2R, 3R)/(2S, 39 dibromo-3-phenylpropanoic acid, which has a melting point of 93.5-95 °C. The other po product is the enantiomeric pair (2R, 3S)/(2S, 3R)-2,3-dibromo-3-phenylpropanoic acid, has a melting point of 202-204 °C. Thus, the syn- and anti-products can be easily distinguis
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