two procedures: 1. a microscale cis-trans isomerization of an alkene 2. a miscroscale addition of bromine...

two procedures:

1. a microscale cis-trans isomerization of an alkene

2. a miscroscale addition of bromine to fumaric acid

For each procedure:

a. predict which alkene will predominate at equilibrium (please explain)

b. predict the stereochemistry of the products formed if the addition of bromine to fumaric acid occurs via: syn addition, anti addition, and stereorandom addition

Thank You

Solutions

Expert Solution

1. a microscale cis-trans isomerization of an alkene

2. a miscroscale addition of bromine to fumaric acid

Called anti addition,because the 2 bromines ends in an anti configuration

The mechanism must be a back-side attack of the nuclophile (Br -)

The mechanism for the meso-product (stereorandom addition) the Bromide can attack either carbon of the bromonium ion

queen_honey_blossom answered 1 year ago

Next > < Previous

Related Solutions

Photochemical isomerization of Alkene: cis-1,2-dibenzoylethylene 6-38: What are some clues that tell you that you have...

Photochemical isomerization of Alkene: cis-1,2-dibenzoylethylene 6-38: What are some clues that tell you that you have made a different isomer product in this reaction? 6-39: Suggest a reason why the starting material (trans-1,4-diphenyl-2-butene-1,4-dione) should be recrystallized(or pure) prior to use ( NOTE: you did not perform the recrystallization, but were provided with the recrystallized material). 6-40:Cis-and trans-1,4-diphenyl-2-butene-1,4-dione are stereoisomers. What is the specific relationsip between the two of them? 6-41:Explain how this photochemical isomerizartion allows the production of the thermodynamically...

3. Going from 11-cis-retinol to all-trans-retinal is an isomerization. a. What brings about this conversion? b....

3. Going from 11-cis-retinol to all-trans-retinal is an isomerization. a. What brings about this conversion? b. What kind of bond is isomerized? c. Propose a mechanism that would allow for the isomerization to take place.

In Stereochemistry of bromine addition to trans-Cinnamic acid lab we acquired a melting point of which...

In Stereochemistry of bromine addition to trans-Cinnamic acid lab we acquired a melting point of which matched erythro 2 3-dibromo-3-phenylpropanoic acid. Why was the product (or products) formed by anti- addition? explain. what evidence in the lab would help with explaining this? thank you!

When either cis- or trans- 2 bromocyclohexanol is reacted with HBr, only the trans- 1,2- dibromocyclohexane...

When either cis- or trans- 2 bromocyclohexanol is reacted with HBr, only the trans- 1,2- dibromocyclohexane is formed. Explain.

Below are isomers of 1,2-di(2-methylpropyl)cyclohexane in conformational structures. Two are cis and two trans. Indicate which...

Below are isomers of 1,2-di(2-methylpropyl)cyclohexane in conformational structures. Two are cis and two trans. Indicate which is the more stable conformation for the cis and which for the trans, and indicate which of all the conformations is the most stable. If both conformations of the isomer are equally stable, select both. Select the mote stable conformation of cis-1,2-di(2-methylpropyl)cydohexane. Select the more stable conformation of trans-1,2-di(2-methy1propyl)cyclohexane. Select the most stable conformation overall.

Which is faster? The addition of HBr to 2-methyl propene or addition of HBr to trans-2-butene?...

Which is faster? The addition of HBr to 2-methyl propene or addition of HBr to trans-2-butene? *Assume the energy difference between starting Allene's can be ignored. Explain why for your answer.

Arrange the following alkenes in order of decreasing stability. 1. 1-pentene 2. cis-2-pentene 3. trans-2-pentene 4....

Arrange the following alkenes in order of decreasing stability. 1. 1-pentene 2. cis-2-pentene 3. trans-2-pentene 4. 2-methyl-2-butene

1. Transcriptional regulation in eukaryotes is controlled by both cis- and trans-acting elements. The following structure...

1. Transcriptional regulation in eukaryotes is controlled by both cis- and trans-acting elements. The following structure was isolated from honey bees. It shows such elements as well as parts of a gene body indicated with relative positions. The arrow denotes the transcription start site (the drawing is not in scale). Figure 1 A) Indicate what the elements or segments, number 1, 2, 3 and 4, are most likely to stand for. B) Which numbered segments can interact with trans-acting factors?...

3. Which is more stable, cis- or trans- 2-butene? Offer an explanation why? Hint: you might...

3. Which is more stable, cis- or trans- 2-butene? Offer an explanation why? Hint: you might try measuring the distance between non-bonded pairs of hydrogens. You should also look at the molecules in space filling mode. The latter method is perhaps most revealing. The van der Waals radius for a hydrogen atom is ~1.20Å. 4. Is 2-methylpropene more or less stable than the isomers of 2-butene? Offer an explanation why placing two alkyl groups on the same carbon has a...

a promoter ___ a cis acting site 1. is 2. is not

Subjects