Stereochemistry of bromine addition 1) To investigate the mechanism for the addition of bromine to an...
Stereochemistry of bromine addition
1)
To investigate the mechanism for the addition of bromine to an alkene, we will use the melting point of our brominated products. The three possible outcomes for this lab are to obtain 1)only the syn enantiomers, 2)only the anti enantiomers, or 3)a mixture of diastereomers. Match these possible outcomes to the three possible mechanisms described in the lab manual, bromonium ion, concerted Br2 activation, and carbonation
2)
In this experiment we don't crystallize the final product. This means that your final product might be slightly impure. Why will this not affect your mechanistic analysis?
3) If we replace cinnamic acid with styrene, would we be able to determine the mechanism of bromination by analyzing the stereochemistry of the brominated products? What about the trans-stilbene?
Answer all three, please
Homework Answers
Add Answer to:
Stereochemistry of bromine addition
1)
To investigate the mechanism for the addition of bromine to an...
alswering these questions. 1. If the bromination of trans-stilbene proceeded by syn addition what isomer(s) of...
alswering these questions. 1. If the bromination of trans-stilbene proceeded by syn addition what isomer(s) of stilbene dibromide would be formed? 2. If the bromination of trans-stilbene proceeded by anti addition what isomer(s) of stilbene dibromide would be formed? 3. Which isomer(s) of stilbene dibromide would be formed if the reaction followed Mechanism 4? Mechanism 4: Bromination is a multi-step process. In this mechanism, the pi bond attacks the bromine molecule as in Mechanism 1. Some time after the carbocation...
2. Draw the entire mechanism for the syn- addition of bromine + trans-cinnamic acid. All stereochemistry...
2. Draw the entire mechanism for the syn- addition of bromine + trans-cinnamic acid. All stereochemistry must be shown. All chirality (R, S) must be labeled for chiral centers.
prelab wants me to draw a mechanism for both pairs. so one mechanism for the 93-95...
prelab wants me to draw a mechanism for both pairs. so one
mechanism for the 93-95 C pair and another mechanism for the
202-204 C pair. Please draw out full mechanism with arrow pushing
please for both!
trans-cinnamic acid Bromination of trans-cinnamic acid can result in the formation of two different pairs of enantiomers (see Figure 4). Fortunately, the pairs of enantiomers have very different melting points. Thus, we can determine the result of this reaction by examining the melting...
Look up and draw the mechanism for the addition of Br2 to double bonds. Reference the...
Look up and draw the mechanism for the addition of Br2 to
double bonds. Reference the source from which you acquired the
mechanism.
Give the IUPAC name of the major product in the above-mentioned
reaction.
Draw the major product of obtained in the addition of Br2 to
stilbene.
Is this isomer chiral? What would be the optical rotation if
this sample was placed in a polarimeter?
Would a student obtain the same product if you started with
cis-stilbene instead of...
Is the stereochemistry of the ionic addition of bromine to trans-cinnamic acid syn or anti addition? Why? I recorded a b...
Is the stereochemistry of the ionic addition of
bromine to trans-cinnamic acid syn or anti addition? Why? I
recorded a bp of 195 C.
3-phenylpropanoic acid, a dibromide with two le; these are shown here as their Fischer projections: i C. Hg C. Hg CHE CaHs HBr BrH H Br Br- H Br- H H -Br - HBr BrH COZH COH CO2H CO2H 2S,3S 2R,3R 28,35 2S,3R Enantiomeric Pair (threo diastereomers) mp 93.5-95.0°C Enantiomeric Pair (erytho diastereomers) mp 202-204 °C...
3. Draw the entire mechanism for the anti- addition of bromine + trans-cinnamic acid. All stereochemistry...
3. Draw the entire mechanism for the anti- addition of bromine + trans-cinnamic acid. All stereochemistry must be shown. All chirality (R, S) must be labeled for chiral centers.
3. Draw the entire mechanism for the anti- addition of bromine + trans-cinnamic acid. All stereochemistry...
3. Draw the entire mechanism for the anti- addition of bromine + trans-cinnamic acid. All stereochemistry must be shown. All chirality (R, S) must be labeled for chiral centers. *Use backside of paper.
Practice: Show the mechanism for the addition of Bromine and water to 2-methylpropene showing the stereochemistry...
Practice: Show the mechanism for the addition of Bromine and water to 2-methylpropene showing the stereochemistry of the products.
a) Draw a chemical equation for the reaction in this lab, clearly indicate the possible stereochemistry...
a) Draw a chemical equation for the reaction in this lab, clearly indicate the possible stereochemistry (R/S) of all potential products (Newman Projection) from cis and trans addition to the double bond of trans-stilbene. (Hint see Expt. 3) Clearly indicate meso compounds if any. Br Br Ph Br Ph Br Br b) Draw a reaction mechanism for the reaction between bromine and trans-stilbene. Clearly shovw the nucleophilic attack of Br- on both carbons of the cyclic bromenium ion and the...
Caption Emphasis Heading 1 Head 1. Complete the structures of possible stereoisomers of the bromination products...
Caption Emphasis Heading 1 Head 1. Complete the structures of possible stereoisomers of the bromination products from in this experiment. Be sure to show stereochemistry. Name Structure Name Structure Br Br (1R,25)-1,2-dibromo- 1,2-diphenylethane (15,25)-1,2-dibromo- 1,2-diphenylethane Br Br Br Br 15,2R)-1,2-dibromo- 1,2-diphenylethane 1 (1R, 2R)-1,2-dibromo- 1,2-diphenylethane Br Br i. Which of the above 1,2-dibromo-1,2-diphenylethane stereoisomers would be called meso-isomers? ii. Which two of the above four 1,2-dibromo-1,2-diphenylethane stereoisomers would make up a racemic mixture? iii. Which of the possible stereoisomers would...
alswering these questions. 1. If the bromination of trans-stilbene proceeded by syn addition what isomer(s) of stilbene dibromide would be formed? 2. If the bromination of trans-stilbene proceeded by anti addition what isomer(s) of stilbene dibromide would be formed? 3. Which isomer(s) of stilbene dibromide would be formed if the reaction followed Mechanism 4? Mechanism 4: Bromination is a multi-step process. In this mechanism, the pi bond attacks the bromine molecule as in Mechanism 1. Some time after the carbocation...
2. Draw the entire mechanism for the syn- addition of bromine + trans-cinnamic acid. All stereochemistry must be shown. All chirality (R, S) must be labeled for chiral centers.
prelab wants me to draw a mechanism for both pairs. so one
mechanism for the 93-95 C pair and another mechanism for the
202-204 C pair. Please draw out full mechanism with arrow pushing
please for both!
trans-cinnamic acid Bromination of trans-cinnamic acid can result in the formation of two different pairs of enantiomers (see Figure 4). Fortunately, the pairs of enantiomers have very different melting points. Thus, we can determine the result of this reaction by examining the melting...
Look up and draw the mechanism for the addition of Br2 to
double bonds. Reference the source from which you acquired the
mechanism.
Give the IUPAC name of the major product in the above-mentioned
reaction.
Draw the major product of obtained in the addition of Br2 to
stilbene.
Is this isomer chiral? What would be the optical rotation if
this sample was placed in a polarimeter?
Would a student obtain the same product if you started with
cis-stilbene instead of...
Is the stereochemistry of the ionic addition of
bromine to trans-cinnamic acid syn or anti addition? Why? I
recorded a bp of 195 C.
3-phenylpropanoic acid, a dibromide with two le; these are shown here as their Fischer projections: i C. Hg C. Hg CHE CaHs HBr BrH H Br Br- H Br- H H -Br - HBr BrH COZH COH CO2H CO2H 2S,3S 2R,3R 28,35 2S,3R Enantiomeric Pair (threo diastereomers) mp 93.5-95.0°C Enantiomeric Pair (erytho diastereomers) mp 202-204 °C...
3. Draw the entire mechanism for the anti- addition of bromine + trans-cinnamic acid. All stereochemistry must be shown. All chirality (R, S) must be labeled for chiral centers.
3. Draw the entire mechanism for the anti- addition of bromine + trans-cinnamic acid. All stereochemistry must be shown. All chirality (R, S) must be labeled for chiral centers. *Use backside of paper.
Practice: Show the mechanism for the addition of Bromine and water to 2-methylpropene showing the stereochemistry of the products.
a) Draw a chemical equation for the reaction in this lab, clearly indicate the possible stereochemistry (R/S) of all potential products (Newman Projection) from cis and trans addition to the double bond of trans-stilbene. (Hint see Expt. 3) Clearly indicate meso compounds if any. Br Br Ph Br Ph Br Br b) Draw a reaction mechanism for the reaction between bromine and trans-stilbene. Clearly shovw the nucleophilic attack of Br- on both carbons of the cyclic bromenium ion and the...
Caption Emphasis Heading 1 Head 1. Complete the structures of possible stereoisomers of the bromination products from in this experiment. Be sure to show stereochemistry. Name Structure Name Structure Br Br (1R,25)-1,2-dibromo- 1,2-diphenylethane (15,25)-1,2-dibromo- 1,2-diphenylethane Br Br Br Br 15,2R)-1,2-dibromo- 1,2-diphenylethane 1 (1R, 2R)-1,2-dibromo- 1,2-diphenylethane Br Br i. Which of the above 1,2-dibromo-1,2-diphenylethane stereoisomers would be called meso-isomers? ii. Which two of the above four 1,2-dibromo-1,2-diphenylethane stereoisomers would make up a racemic mixture? iii. Which of the possible stereoisomers would...
Most questions answered within 3 hours.
-
One question on a survey asked whether people believe in hell.
Of the possible responses, 484...
asked 6 minutes ago -
An electromagnetic wave can pass through which one of these:
a. Glass b.Iron c.
Water d....
asked 22 minutes ago -
pls review carefully and help pls
In perfect competition in long-run equilibrium, can consumer
surplus or...
asked 21 minutes ago -
What information can be presented as evidence during arbitration
proceedings?
asked 14 minutes ago -
Calculate the ratio of the resistance of 15.0 m m of aluminum
wire 2.4 mm m...
asked 24 minutes ago -
The US Census Bureau needs to estimate the median income of
females in the US, so...
asked 24 minutes ago -
in a region where a constant electric field is maintained, a
proton and an electron are...
asked 34 minutes ago -
Simple Advice to a Chief Executive
This activity requires you to advise a business’s Chief
Executive...
asked 39 minutes ago -
Calculate the mass of camphor C10H16O that contains a billion
(1.000x10^9) carbon atoms.
.
asked 43 minutes ago -
In a poll of 504 human resource professionals, 46.4% said that
body piercings and tattoos were...
asked 1 hour ago -
4. what is group think? does group think bring positive or
negative result? please justify your...
asked 1 hour ago -
describe conditions and outcomes of boiling
pasteurization and surfacing. which of these treatment can be
considered...
asked 1 hour ago