The General concept is
Symmetric Cis alkenes:
Syn addition gives Meso Compound.
Anti addition results in two enantiomers- Racemic Mixture.
SymmetricTrans alkenes:
Anti addition gives Meso compound.
Syn addition gives of enantiomers- Racemic Mixture.
2. Draw the products you get with syn- and anti-addition of bromine to Z-stilbene. For each...
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...
Discussion Questions: 1. a) Carefully draw a three-dimensional structure of each stereoisomer of stilbene dibromide. Do not include any identical structures. b) Identify the enantiomeric pair, and identify one pair of structures that are diastereomers. 2. Give careful stereo-drawings representing the complete mechanism for the reaction of cis-stilbene with bromine. Remember to show the two different modes of anti-attack that are possible, depending on whether you add the bromine from above to the left-hand or the right-hand carbon of the...
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...
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...
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...
6 Draw the products of the reactions below, Classify each as a syn adfition, anti addition or neither. PdC, CHCH,OH H (1 atm) a BgH, digyme b. NaOH, HO a Os, CHCl b (CHalS a. Os CH C b. Zn/Hyo (two products) HCI, CH Cl PC HBr, CHCI paroxides Page 4 l 4
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...
2. Give the syn or anti addition products for the following addition reactions. Show appropriate stereochemistry if necessary to get the full credits. (5 points total) Н2/Pt 1 point Br2 1 point 1. BH3 2. H.О2/КОН 1.5 points 1.5 points Br2/H20
2. Give the syn or anti addition products for the following addition reactions. Show appropriate stereochemistry if necessary to get the full credits. (5 points total) H2/Pt D Help! 1 point Brz 1 point 1. BH3 2. H2O2/KOH 1.5 points y Broltzo Brz/H20 1.5 points
2. Give the syn or anti addition products for the following addition reactions. Show appropriate stereochemistry if necessary to get the full credits. (5 points total) H2/Pt D HPA 1 point 1 point 1. BH3 2. H2O2/KOH 1.5 points o Brutto Br2/H20 1.5 points