Consider a two step synthetic sequence to generate the chiral cyclopropane. Provide the alkyne starting material A, intermediate organic product B, and identify the reagents. reagent 1 reagent 2 Compound A Compound B H3CI H Et Draw alkyne A. Identify reagent 1. H, , Lindlar's catalyst Incorrect MacBook Pr
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- Reaction of 2-methyl-2-pentene with reagent is regioselective. Draw a structural formula for the product of reaction and account for the observed regioselectivity. Q.) H2O in the presence of H2SO4The hydroboration–oxidation of internal alkynes produces ketones.(a) When hydroboration–oxidation is applied to but-2-yne, a single pure product isobtained. Determine the structure of this product, and show the intermediates in itsformation.When 3-methyl-1-butene is reacted with 9-borabicyclo[3.3.1]nonane, the "1-ol" product is formed. What is the detailed reactin scheme for the transformation? Describe the purification procedure.
- Ozonolysis of compound D will produce compound E and compound F as products. Hydrationof compound D will produce compound G as major product. Compound D is a major productobtained from dehydrohalogenation of 2-chloro-3-methylbutane. a) Identify the structural formula for compound D, E, F and G.b) Suggest suitable reagent(s) and condition(s) needed for dehydrohalogenation of 2-chloro-3-methylbutaneDraw the organic products formed when cyclopentene is treated with each reagent. With some reagents, no reactionoccurs.a. H2 + Pd-Cb. H2 + Lindlar catalystc. Na, NH3d. CH3CO3He. [1] CH3CO3H; [2] H2O, HO–f. [1] OsO4 + NMO; [2] NaHSO3, H2Og. KMnO4, H2O, HO–h. [1] LiAlH4; [2] H2Oi. [1] O3; [2] CH3SCH3j. (CH3)3COOH, Ti[OCH(CH3)2]4, (–)-DETk. mCPBAl. Product in (k); then [1] LiAlH4; [2] H2OEpoxidation of the attached allylic alcohol using the Sharpless reagentwith (−)-DET gives two epoxy alcohols in a ratio of 87:13. a.) Assign structures to the major and minor product.b.) What is the enantiomeric excess in this reaction?
- Cembrene, C20H32, is a diterpenoid hydrocarbon isolated from pine resin. Cembrene has a UV absorption at 245 nm, but dihydrocembrene (C20H34), the product of hydrogenation with 1 equivalent of H2, has no UV absorption. On exhaustive hydrogenation, 4 equivalents of H2 react, and octahydrocembrene, C20H40, is produced. On ozonolysis of cembrene, followed by treatment of the ozonide with zinc, four carbonylcontaining products are obtained: Propose a structure for cembrene that is consistent with its formation from geranylgeranyl diphosphate.An optically active alkyne A (C10H14) can be catalytically hydrogenated to butylcyclohexane. Treatment of A with EtMgBr liberates no gas. Catalytic hydrogenation of A over Pd/C in the presence of quinoline poison and treatment of the product with O3 and then H2O2 gives an optically active tricarboxylic acid C8H12O6 (A tricarboxylic acids is a compound with three - CO2H groups.). Give the structure of A, and account for all observations.Compound A (C9H12) absorbed 3 equivalents of H2 on catalytic reduction over apalladium catalyst to give B (C9H18). On ozonolysis, compound A produced 3 products, C, Dand E which was a ketone identified as cyclohexanone. On treatment with NaNH2 in NH3,followed by addition of iodomethane, compound A gave new hydrocarbon, F (C10H14). Drawstructures of A, B, C, D and F.
- Devise a synthesis of (E)-1-phenylhex-1-ene (CH3CH2CH2CH2CH = CHPh) using hydrocarbons having ≤ 6 C’s and a Suzuki reaction as one of the steps.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 hydroboration–oxidation of internal alkynes produces ketones.(a) When hydroboration–oxidation is applied to but-2-yne, a single pure product isobtained. Determine the structure of this product, and show the intermediates in itsformation.(b) When hydroboration–oxidation is applied to pent-2-yne, two products are obtained.Show why a mixture of products should be expected with any unsymmetricalinternal alkyne.