TerpenesA. Provide a reasonable mechanism for the production of geranyl pyrophosphate from IPP andDMAPPB. How many molecules of IPP and how many molecules of DMAPP would you need to makefarnesyl pyrophosphate
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Terpenes
A. Provide a reasonable mechanism for the production of geranyl pyrophosphate from IPP and
DMAPP
B. How many molecules of IPP and how many molecules of DMAPP would you need to make
farnesyl pyrophosphate
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- What is the mechanism for the esterification of vanillin to vanillyl acetate, under basic conditions, using acetic anhdyride? Include a balanced reaction and all the products.When aspirin is made from acetic acid, the by product is H2O; when acetic anhydride 1Sused, the by-product is acetic acid. When acetyl chloride is used (see above), the by product is HC1. Which route should you use if you were working for Leica, a company that mass produces aspirin on a daily basis? Why?Provide a selective synthesis
- 5. A straight chain fatty acid of unknown length was modified to have an additional phenyl group at the methyl end. It was fed to a rabbit and a metabolite not able to be broken down further by beta oxidation was isolated from its urine. A 2429 mg sample of the metabolite was completely neutralized by adding 625 mL of 25 mM NaOH. Ostat n a. What is the probable molecular weight and structure of the metabolite? b. Did the original fatty acid (prior to phenyl addition) contain an even or odd number of carbons?Write the mechanism for CO2 reaction of ethyl acetoacetate (CH3COCH₂CO₂Et) with 1) NaOEt; 2) isobutyl bromide; 3) NaOH; 4) H3O*; and 5) heat. Write structures for each intermediate and show mechanism arrows.The synthesis of one cholesterol requires how many molecules of isopentenyl pyrophosphate and how many molecules of farnesyl pyrophosphate (answer in sequence) O 6; 1 O 3; 2 O 3; 1 6:2
- 9Treatment of pentanedioic (glutaric) anhydride with ammonia at elevated temperature leads to a compound of molecular formula C5H7NO2. What is the structure of this product? [Hint: You need to think about the reactivity not only of acid anhydrides but also of amides and carboxylic acids]The mechanism of the Fischer esterification was controversial until 1938, when IrvingRoberts and Harold Urey of Columbia University used isotopic labeling to follow thealcohol oxygen atom through the reaction. A catalytic amount of sulfuric acid was addedto a mixture of 1 mole of acetic acid and 1 mole of special methanol containing the heavy18O isotope of oxygen. After a short period, the acid was neutralized to stop the reaction,and the components of the mixture were separated.H2SO4OCH3 C O H CH3 O H CH3 C O CH3 H2OO18 + +(a) Propose a mechanism for this reaction.(b) Follow the labeled 18O atom through your mechanism, and show where it is found inthe products.(c) The 18O isotope is not radioactive. Suggest how you could experimentally determinethe amounts of 18O in the separated components of the mixture
- Explain the step-by-step process involved in synthesizing oligohexamethylene guanidine hydroacetate using isoniazid. Be sure to outline the necessary reagents, reaction conditions, and the chemical mechanisms involved in the synthesis.8) Draw the structure of the cyclic products 33, 34 and 35 1) Mg 2) H20 CI 33 Na2Cr207 H2SO4 H20 1) LİAID4 2) H20 35 34Provide the missing product with sterochemical
