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- Treatment of 3,4-dibromohexane with strong base leads to loss of 2 equivalents of HBr and formation of a product with formula C6H10. Three products are possible. Name each of the three, and tell how you would use 1H and 13CNMR spectroscopy to help identify them. How would you use UV spectroscopy?Propose a structure consistent with following set of spectral data: C4H8Br2: IR peak at 3000–2850 cm−1; NMR (ppm):1.87 (singlet, 6 H)3.86 (singlet, 2 H)A compound displays key peaks at 1724, 1600, and 1585 cm-1 in its IR spectrum. There are also 2 peaks between 2700-2850 cm-1. The mass spectrum has a molecular ion with m/z 120. The base peak is at m/z=91. Draw a structure that best fits this data.
- Identify this compound with molecular formula C9H10O IR peak at 1742 cm-^1,H nmr data (ppm) at 2.15(singlet,3H),3.70(singlet.2H) and 7.20(broad singlet,5H)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?The mass spectrum for a compound with molecular weight of 102 is shown below. Its IR spectrum has a broad, strong absorption at 3600 cm–1 and a medium absorption at 1360 cm–1. a. Identify the compound. b. Show the mechanism for formation of the peak at m/z = 84.
- The treatment of isoprene [CH2 = C(CH3)CH = CH2] with one equivalent of mCPBA forms A as the major product. A gives a molecular ion at 84 in its mass spectrum, and peaks at 2850–3150 cm−1 in its IR spectrum. The 1H NMR spectrum of A is given below. What is the structure of A?Treatment of 2-methylpropanenitrile [(CH3)2CHCN] with CH3CH2CH2MgBr, followed by aqueous acid, affords compound V, which has molecular formula C7H14O. V has a strong absorption in its IR spectrum at 1713 cm−1, and gives the following 1H NMR data: 0.91 (triplet, 3 H), 1.09 (doublet, 6 H), 1.6 (multiplet, 2 H), 2.43 (triplet, 2 H), and 2.60 (septet, 1 H) ppm. What is the structure of V? We will learn about this reaction in Chapter 20.1) what is the struture of B, mechanism for its formation and assigment of the IR and 13C spectra 2) what is the struture of C, mechanism for its formation and assigment of the 1H NMR spectra 3) what is the mechanism of C to D in step 4
- Reaction of butanenitrile (CH3CH2CH2CN) with methylmagnesium bromide (CH3MgBr), followed by treatment with aqueous acid, forms compound G. G has a molecular ion in its mass spectrum at m/z = 86 and a base peak at m/z = 43. G exhibits a strong absorption in its IR spectrum at 1721 cm−1 and has the 1H NMR spectrum given below. What is the structure of G? We will learn about the details of this reaction in Chapter 22.structures are fragments of major product of dehydration reaction of 2-methylbutan-2-ol. need to know why some of them have base peaks of 97. B and D have base peaks of 97.1, and A and C have peaks of 57.1Reaction 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?