When trans 1 phenylpropene is treated with bromine,
some syn addition is observed.
Explain why the presence of a phenyl group causes a loss of
stereospecificity.
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When trans 1 phenylpropene is treated with bromine,
some syn addition is observed.
Explain why the...
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...
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...
15. Provide mechanisms to explain the stereochemistry of products observed from the addition of bromine (Br2) to cis- an...
15. Provide mechanisms to explain the stereochemistry of products observed from the addition of bromine (Br2) to cis- and trans-but-2-eno. Because I know form two products from the cis isomer but only one from the trans? By What cis- or trans-but-2-eno products are not optically active?
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...
When N,N-dimethylaniline is treated with bromine, ortho and para products are observed. Yet, when N,N-dimethylaniline is...
When N,N-dimethylaniline is treated with bromine, ortho and para products are observed. Yet, when N,N-dimethylaniline is treated with a mixture of nitric and sulfuric acid, only the meta product is observed. Explain these curious results. mo HNO3 H2SO4 NO2
1. Bromination of an alkene is restricted to a syn addition. In this problem you will...
1. Bromination of an alkene is restricted to a syn addition. In this problem you will design an experiment to validate or provide evidence that alkene bromination undergoes syn addition You will use the following starting alkene a) trans-stilbene b) cis-stilbene A. Draw the mechanisms showing all electron flows (curved arrows) and the cyclic halonium intermediate to predict the stereochemical products of the bromination reaction for (a) trans-stilbene and (b) cis-stilbene formed from syn addition. B. Design the experiment to...
When cyclopentone was treated with bromine in methanol as solvent, dibromide U and 00-halogenation product V...
When cyclopentone was treated with bromine in methanol as solvent, dibromide U and 00-halogenation product V were observed. 62 MeOH ‘OME 7 (a) Explain briefly the formation of anti-dibromide U instead of syn-dibromide in this reaction with the aid of reaction mechanism. (2 marks) (b) Account for the formation of co-halogantion product V in this reaction. (2 marks) (c) Suggest a modification to the reaction condition such that ONLY dibromide U would be formed. (1 marks) (d) Suggest a modification...
10.54 (...) The addition of H-X alkenes has been shown to add predominately via syn-addition, as...
10.54 (...) The addition of H-X alkenes has been shown to add predominately via syn-addition, as shown below. н Br H-Br Two chemists disagreed on whether or not syn-addition would happen on terminal alkenes as well. Suggest an experiment through which you could resolve this dispute. H HCI syn or anti? 10.56 (...) When alkynes are treated with water and bromide, a bromoketone is produced. Provide a plausible arrow pushing mechanism, which accounts for the formation of this product. z...
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...
please help me write mechanism of this reaction and explain why I observed the bromine dissolved...
please help me write mechanism of this reaction and explain why I
observed the bromine dissolved in dichloromethane when added to the
alkene the solution changed to light yellow.
3. Write a chemical equation for the test for unsaturation (Part B) using one of the possible alkenes above. What observation is made for a positive test and why? Explais Brz CH,CeZ The bromine dissolved in dichloromothane added to the alkene changed to light yellow, indicated a Postive resut
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...
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...
When N,N-dimethylaniline is treated with bromine, ortho and para products are observed. Yet, when N,N-dimethylaniline is treated with a mixture of nitric and sulfuric acid, only the meta product is observed. Explain these curious results. mo HNO3 H2SO4 NO2
1. Bromination of an alkene is restricted to a syn addition. In this problem you will design an experiment to validate or provide evidence that alkene bromination undergoes syn addition You will use the following starting alkene a) trans-stilbene b) cis-stilbene A. Draw the mechanisms showing all electron flows (curved arrows) and the cyclic halonium intermediate to predict the stereochemical products of the bromination reaction for (a) trans-stilbene and (b) cis-stilbene formed from syn addition. B. Design the experiment to...
When cyclopentone was treated with bromine in methanol as solvent, dibromide U and 00-halogenation product V were observed. 62 MeOH ‘OME 7 (a) Explain briefly the formation of anti-dibromide U instead of syn-dibromide in this reaction with the aid of reaction mechanism. (2 marks) (b) Account for the formation of co-halogantion product V in this reaction. (2 marks) (c) Suggest a modification to the reaction condition such that ONLY dibromide U would be formed. (1 marks) (d) Suggest a modification...
10.54 (...) The addition of H-X alkenes has been shown to add predominately via syn-addition, as shown below. н Br H-Br Two chemists disagreed on whether or not syn-addition would happen on terminal alkenes as well. Suggest an experiment through which you could resolve this dispute. H HCI syn or anti? 10.56 (...) When alkynes are treated with water and bromide, a bromoketone is produced. Provide a plausible arrow pushing mechanism, which accounts for the formation of this product. z...
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...
please help me write mechanism of this reaction and explain why I
observed the bromine dissolved in dichloromethane when added to the
alkene the solution changed to light yellow.
3. Write a chemical equation for the test for unsaturation (Part B) using one of the possible alkenes above. What observation is made for a positive test and why? Explais Brz CH,CeZ The bromine dissolved in dichloromothane added to the alkene changed to light yellow, indicated a Postive resut
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