CHM 2212-Organic Chemistry II Practice quizApril 4, 2002Recitation #10 (covering material through section 17.10)1. Provide the missing product(s) or starting material(s).11) HOCH2CH2OH, H+2) CH3MgBr3) H+, H2OCH3CH2CCH2CHO OO1) (CH3)2NH2) NaBH(OCCH3)3O+H2NN(CH3)2C+ H2O1) 2 CH3CH2MgBr2) H3O+COCl1) 2 CH3SH, H+2) H2 / Raney Ni22. Outline a synthetic sequence to accomplish the following transformation:H C C H?CH3CH2CH2CH2OH3. Compound A (C8H8O2) can be reduced with NaBH4 followed by an H3O+ work-up to give product B (C8H10O):A(C8H8O2)1) NaBH42) H+, H2OB(C8H10O)The IR, 1H NMR, and 13C NMR spectra for B are given on the following pages. Deduce the structures of both B and A.3IR Spectrum of B1H NMR spectrumof B(1)(2)(2)(5)sttm413C NMR spectrum of Btwo peaks here that appear
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