The reaction illustrated below, when carried out in a non-coordinating solvent, proceeds with high stereospecificity giving mainly a single enantiomer of product (95% enantiomeric excess). Discuss how the reaction is likely to proceed and hence predict both the stereochemistry of the product and the position of the 13C label. 13 CO Ph₂p...Fe OO
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- Treatment 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?2-Give the structures, including stereochemistry of compounds A and B in the following sequence of reactions: OH O₂N- -SO₂Cl Pyridine Compound A LiBr Acetone -Compound B1) In the following reactions, give the nature and possibly the stereochemistry of A1, A2 and B and justify the proportions obtained. 4 1=3 |=1 CI ull OH KOtBu 3 DMSO H₂SO4 majority A1 A1 + 2)When the first compound is treated with MeONa in methanol, compounds A1 and B are also obtained, as well as a higher molecular weight compound C, which has a higher molecular weight. B are also obtained as well as a higher molecular weight compound C whose 1H NMR spectrum is given below. Justify the formation of C. 2 PPM equimolar mixture + isomere of A1 1=3 mobilie B A2 1=3 1=3 1 1=3 O
- Heating the following molecule in ethanol gave a major product with molecular formula C,H12 , which when treated with O3 followed by Me2S produced the diketone shown. Br CH3CH,OH 1. O3 C,H12 heat 2. Me,S (i) Deduce the structure of the product with molecular formula C,H12 from the information provided. Write an arrow formalism reaction mechanism to show how the compound with molecular formula C,H12 is formed. (ii) How would you perform the following transformation to obtain the final product as the MAJOR product. More than one step is needed. Show all the steps in your synthesis. Reaction mechanisms are not required. Br more than one step less than four steps OHC CHOThe reaction of 2,2-dimethyl-1-propanol [(CH3)3CCH2OH], also known by the common name neopentyl alcohol, with HBr is very slow and gives 2-bromo-2-methylbutane as the major product.Give a mechanistic explanation for these observations.By cyclocondensation of nitroalkenes with enolizable iso-cyanides in the presence of a base to give trisubstituted pyrrole : first step is Michael addition of isocyanide to the nitroalkene , followed by cyclization and elimination of HNO2. write the mechanism for that reaction - HNO2. ND2 R3 = = CO2Et ur Tos 3 N=c (Isocyanıde)
- 7. An unknown amine X has the molecular formula C8H₁7N. Treatment of amine X with excess CH31 followed by Ag₂O and heat afford only a mixture of two isomeric unknown amines Y and Z, each with the molecular formula C9H19N (indicating one DUS). Treatment of the mixture of Y and Z with excess CH3l, Ag₂O and heat afforded the following dienes along with N(CH3)3: Unknown amine X has only four peaks in its 1³C NMR spectrum and no peaks greater than 3000 cm-1 in its IR spectrum. What are the structures of X, Y and Z?Grignard reagents undergo a general and very useful reaction with ketones. What is the structure of the product of the following reaction if it has a strong, broad IR absorption at 3450 cm-¹? H3C 3 CH3 1. CH₂MgBr 2. H3O+ You do not have to consider stereochemistry. You do not have to explicitly draw II atoms. • In cases where there is more than one answer, just draw one. 000 - IF C6H140 ChemDoodleReaction of HBr with 3-methylcyclohexene yields a mixture of four products: CH3 CH3 CH3 HBr Br Br cis & trans cis & trans However, similar reaction of HBr with 3-bromocyclohexene produces a single product, trans-1,2-dibromocyclohexane: Br Br HBr "Br Propose a structure for an ionic intermediate that is responsible for the unique regiochemistry and stereochemistry of the reaction of 3-bromocyclohexene with HBr.
- Reaction of (CH3)3CCHO with (C6H5)3P=C(CH3)OCH3, followed by treatment with aqueous acid, affords R (C7H14O). R has a strong absorption in its IR spectrum at 1717 cm−1 and three singlets in its 1H NMR spectrum at 1.02 (9 H), 2.13 (3 H), and 2.33 (2 H) ppm. What is the structure of R? We will learn about this reaction in Chapter 18.Treatment of cyclohexene with iodobenzene under the conditions of the Heck reac- tion might be expected to give 1-phenylcyclohexene. The exclusive product, however, is 3-phenylcyclohexene. Account for the formation of this product. CH3 Pd(OAc), 2 PhạP + CGH;I (CH,CH2),N 3-Phenylcyclohexene (racemic) 1-Phenylcyclohexene (not formed)9. (a) With the help of orbital correlation diagram predict the conditions of 4+2r system. (b) Using PMO approach, discuss the reaction conditions for 4x electrocyclic reaction. (c) What are 1,3-dipolar cycloaddition reactions? Give examples. 10. Predict the product under the given reaction conditions and propose mechanism. C (b) A OMe O OMe OMe A in Decane