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Given the information pictured,
Draw the structure of the zinc reagent formed from Et2Zn and ClCH2I that allows for the ultimate formation of the cyclopropene ring.
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- Reaction of 2-methylpropanoic acid [(CH3)2CHCO2H] with SOCl2 followed by 2-methylpropan-1-ol forms X. X has a molecular ion at 144 and IR absorptions at 2965, 2940, and 1739 cm-1. Propose a structure for X.Reaction of C6H5CH2CH2OH with CH3COCl affords compound W, whichhas molecular formula C10H12O2. W shows prominent IR absorptions at3088–2897, 1740, and 1606 cm−1. W exhibits the following signals in its1H NMR spectrum: 2.02 (singlet), 2.91 (triplet), 4.25 (triplet), and 7.20–7.35(multiplet) ppm. What is the structure of W?Ethers are not easily differentiated by their infrared spectra, but they tend to form predictable fragments in the mass spectrum. The following compounds give similar butdistinctive mass spectra.O Obutyl propyl ether butyl isopropyl etherBoth compounds give prominent peaks at m>z 116, 73, 57, and 43. But one compoundgives a distinctive strong peak at 87, and the other compound gives a strong peak at 101.Determine which compound gives the peak at 87 and which one gives the peak at 101.Propose fragmentations to account for the ions at m>z 116, 101, 87, and 73.
- Treatment of benzaldehyde (C6H5CHO) with Zn(Hg) in aqueous HCl forms a compound Z that has a molecular ion at 92 in its mass spectrum. Z shows absorptions at 3150–2950, 1605, and 1496 cm-1 in its IR spectrum. Give a possible structure for Z.Stereoisomers of α-bromocinnamic acid: draw the reaction mechiansim with arows for the dehydrobromination of 2,3-dibromo-3-phenylpropanoic acid with ethanol and KOH to produce (Z)-α-bromocinnamic acid and (E)-α-bromocinnamic acid. Also draw the transition state for The (Z)-isomer syn-periplanar transition state and anti-periplanar transition state of the (E)-isomer.(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?
- An oxygen containing compound shows strong Infrared radiation absorption at 1630 - 1780 cm^-1 and 3200 - 3550 cm^-1. What type of compound is it likely to be? A. An ether B. A ketone C. A carboxylic acid D. An alcohol E. An aldehydeTreatment of isobutene [(CH3)2C = CH2] with (CH3)3CLi forms a carbanion that reacts with CH2=O to form H after water is added to the reaction mixture. H has a molecular ion in its mass spectrum at m/z = 86, and shows fragments at 71 and 68. H exhibits absorptions in its IR spectrum at 3600–3200 and 1651 cm−1, and has the 1H NMR spectrum given below. Whatis the structure of H?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.
- Benzene is one of the compounds used as octane enhancers in unleaded gasoline. It is manufactured by thecatalytic conversion of acetylene to benzene: 3C2 H2(g) ⇌ C6 H6(g). Which value of Kc would make this reactionmost useful commercially? Kc ≈ 0.01, Kc ≈ 1, or Kc ≈ 10. Explain your answerCommercially available d-nitromethane (CHNO.) that was 99.9% deuterated was purchased and its Hand C {H} NMR spectra recorded. The H spectrum showed one 1:2:3:2:1 quintet at 4.33 p.p.m. whereas the C {H} spectrum showed a non-binomial septet at 62.8 p.p.m. Assign and explain this data.Predict the structure (stereochemistry) of the dibromide products of a synaddition of bromine to trans-cinnamic acid. Predict the structure (stereochemistry) of the dibromide products of an antiaddition of bromine to trans-cinnamic acid.Label each product as threo or erytho.It may be helpful to construct molecular models of threo-and erytho-2,3-dibromo-3-phenylpropanioc acid.