Compound K was reacted with ozone (oxidative cleavage). The product formed was 5-oxohexanal (structure is shown below). Compound K is CH3 ... A 1,4-pentadiene В 1-methyl-1-cyclopentene C cyclohexene D 2-methyl-1-cyclopentene E none of these
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- (a) A compound known to be a substituted cyclohexanone derivative has lamda max of 235 nm. Could this compound be a conjugated dienone? explain (b) (i)For this compound, how many nm must be accounted for by substituents? (ii) What are the substituents and the points of substitution that may occur having accounted for the 20nm?The following compound readily eliminates CO; to form a conjugated six membered ring. (a) Complete the reaction with drawing the possible structure and (b) explain why this reaction goes steadily.Show the stepwise mechanism for the entire reaction below, including all arrows and intermediates. Your EAS should show at least one resonance form for the sigma complex.
- Interestingly, reduction of the complex shown above mostly gives thealcohol enantiomer shown below after workup. a. Draw the other minor diastereomeric alcohol product. b. Briefly explain the diastereoselectivity of the reduction – why is oneenantiomer heavily favored? Draw a structure or structures to support youranswer.Organotin compounds play a significant role in diverse industrial applications. They have been used as plastic stabilizers and as pesticides or fungicides. One method used to prepare simple tetraalkylstannanes is the controlled direct reaction of liquid tin(IV) chloride with highly reactive trialkylaluminum compounds, such as liquid triethylaluminum (Al(CzHs)3). 3SnCl4 + 4Al(C2H5)3 → 3Sn(C2H5)4 + 4AlCl3 In one experiment, 0.160 L of SnCl4 (d= 2.226 g/mL) was treated with 0.346 L of triethylaluminum (Al(C2H5)3); d = 0.835 g/mL). What is the theoretical yield in this experiment (mass of tetraethylstannane, Sn(C2H5)4)? If 0.257L of tetraethylstannane (d= 1.187 g/mL) were actually isolated in this experiment, what was the percent yield?The spirocyclic pentadiene derivative F shown below is converted stereospecificallyinto compound G on heating. The transformation involves two consecutive pericyclicreactions of the same type, and proceeds via compound H which is not isolated. Identify the type of pericyclic reaction occurring, and determine the structure ofcompound H.
- Friedel–Crafts alkylation of benzene with (R)-2-chlorobutane and AlCl3 affords sec-butylbenzene.a. How many stereogenic centers are present in the product?b. Would you expect the product to exhibit optical activity? Explain, with reference to the mechanism.When 1,2-dimethylcyclopentene undergoes hydroboration–oxidation, one diastereomerof the product predominates. Show why this addition is stereospecific, and predict thestereochemistry of the major product.Give the structure of the alkene that yields on ozonolysis: CH3CH2CH2CHO and HCHO Only acetone Only OHC-CH2CH2CH2-CHO CH3CHO and HCHO and OHC-CH2-CHO
- Dehydrohalogenation of 1-chloro-1-methylcyclopropane affords two alkenes (A and B) as products. Explain why A is the major product despite the fact that it contains the less substituted double bond.Highlight the allylic hydrogen(s) in this structure.Please provide a curved-arrow mechanism for the following reaction. Be sure to use your mechanism and a few words to explain the regiochemistry of the bromines in the final product and why each carbocation intermediate in your mechanism is the preferred intermediate for that step. Include ALL lone pairs and formal charges. Thank you.