A compound C5H8O has a strong IR absorption at 1700 cm-1 and the NMR 1.4 doublet (3H), 1.6 multiplet (1H), 1.9 doublet (4H)
The IR absorption at 1700 cm-1 suggests that the compound contains a carbonyl group (C=O) and the NMR peaks suggests the structure of the compound is as follows
1. The four chemically equivalent Ha protons become deshielde due to presence of adjacent carbonyl group (-I effect) and show higher chemical shift. This protons come at 1.9 ppm as a doublet due coupling with one adjacent Hb proton (n+1) rule.
2. NMR peak at 1.6 ppm corresponds to the Hb proton, and it comes as multiplet due to coupling 7 adjacent protons (4 Ha & 3 Hb ).
3. Since the three Hc protons are far apart from the carbonyl group hence they come at comparatively lower chemical shift 1.4 ppm. Doublet nature of the peak die to coupling with the adjacent Hb proton.
A compound C5H8O has a strong IR absorption at 1700 cm-1 and the NMR 1.4 doublet...
2. Use the 'H NMR and IR data to determine the structure of the following compounds and name them. Compound A Molecular formula: CroH IR absorptions at N/A H NMR data: 1.3 (singlet, 9H), 7.0 to 7.5 (multiplet, 5H) ppm Compound B Molecular formula: CHO IR absorptions at 1H NMR data: 1735-1745, 1050 cm 0.93 (doublet, 6H), 1.52 (multiplet, 2H), 1.69 (multiplet, 1H), 2.04 (singlet, 3H), and 4.10 (triplet,2H) ppm Compound C Molecular ion: IR absorptions at 1710 cm 1H...
IR. emintensity) - 2965 (strong), 1745 (strong), 1236 (strong *H NMR ppm (splitting, #H): 0.93 (doublet, 6H), 1.94 (multiplet, 1H), 2.06 (sindet, SH), 3.84 (doublet, 2H) Oy olog Log Question 2 (1 point) KOH is
3. Propose structures for compounds that fit the following 1H NMR data: a. C.H.Cl2: 8 1.60 (doublet, 3H), 2.15 (multiplet, 2H), 3.72 (triplet, 2H), and 4.27 (multiplet, 1H) b. C.H.Br: 8 1.1 (doublet, 6H), 1.9 (multiplet, 1H), and 3.4 (doublet, 2H) c. CH 40:8 0.9 (triplet, 6H), 1.6 (sextet, 4H), and 2.4 (triplet, 4H) d. CsH1002: 8 1.2 (doublet, 6H), 2.0 (singlet, 3H) and 5.0 (septet, 1H)
3. Propose structures for compounds that fit the following 1H NMR data: a. C4H2Cl2: 8 1.60 (doublet, 3H), 2.15 (multiplet, 2H), 3.72 (triplet, 2H), and 4.27 (multiplet, 1H) b. C4H,Br: 8 1.1 (doublet, 6H), 1.9 (multiplet, 1H), and 3.4 (doublet, 2H) c. C-H140:8 0.9 (triplet, 6H), 1.6 (sextet, 4H), and 2.4 (triplet, 4H) d. C5H1002:8 1.2 (doublet, 6H), 2.0 (singlet, 3H) and 5.0 (septet, 1H)
3. Propose structures for compounds that fit the following 1H NMR data: a. C.HgCl2: 8 1.60 (doublet, 3H), 2.15 (multiplet, 2H), 3.72 (triplet, 2H), and 4.27 (multiplet, 1H) b. C«H,Br: 8 1.1 (doublet, 6H), 1.9 (multiplet, 1H), and 3.4 (doublet, 2H) c. C-H140:8 0.9 (triplet, 6H), 1.6 (sextet, 4H), and 2.4 (triplet, 4H) d. CsH1002: 8 1.2 (doublet, 6H), 2.0 (singlet, 3H) and 5.0 (septet, 1H)
a) Provide the structure that is consistent with the data below. C7H14O2 IR (cm-1): 2950, 1750 1H NMR (d): 2.3 (2H, q), 1.0 (3H, t), 0.9 (9H, s) b) Deduce the identity of the compound from the data provided. C10H14O: IR (cm-1): 3200-3500 (broad), 3050, 2950, 1610 1H NMR(δ): 1.0 (s, 6H), 2.0 (s, 3H), 2.8 (broad s, 1H), 7.3 (d, 2H), 7.6 (d, 2H) c) An unknown compound, C3H5Cl3, gave the following proton NMR...
Compound A (C11H16O) has a band in the IR spectrum at 3450 cm-1 (strong, broad) and does not react with pyridinium chlorochromate (PCC) in CH2CI2. Compound A does react with HBr to give compound B (11H15Br). Compound B reacts with potassium f-butoxide to give compound C (C11H14). Ozonolysis of C followed by treatment with Zn and water gives CH3CHO and compound D (C9H10O). The proton NMR spectrum of compound D is given below. Treatment of compound D with ethyl magnesium...
14. An unknown compound shows an intense IR absorption at 1710 cm- and gives the following NMR spectrum: 8 1.1, doublet, 6Hs; 8 2.1, singlet, 3Hs; and 8 2.3-2.8, broad multiplet, 1H. Which structure is the compound? a) (CH3)2CHOCH3 с) CH:C-O)CH-CH-CH3 ect r b) CH3CH2CH2OCH3 d) (CH3)2CHC(O)CH3 15. This NMR spectrum corresponds to which compound? 2H 1H 1.7 ppm 1H O.5 1.5 1 2 2.5 3.5 4.5 4 5 бн (рpm) b) CH3CH2CH2CH2OH d) CH3CH2CH(OH)CH3 a) (CH3)3COH c) (CH)2СHCH,ОН 13
A compound, C,H100, shows an IR peak at 1690 cm. Its 'H NMR spectrum has peaks at delta 7.9 (2H, multiplet), 7.6-7.4 (3H, multiplet), 2.95 (2H, quartet, J = 7 Hz), 1.25 (3H, triplet, J= 7 Hz). Draw its structure in the window below. . You do not have to consider stereochemistry. ChemDoodle A compound, C3H100, exhibits IR absorption at 1730 cm-1. Its carbon NMR shifts and substitution, determined by DEPT, are given below. 13C NMR: 822.6 (3), 23.6 (1),...
Match the following spectral descriptions with one of the compounds shown below. A compound is NOT used more than once. [ Select] AC4HO2 compound has a strong IR absorption at 3300-3400 cm-1. The 1 H NMR spectrum has two singlets at 8 4.2 and 4.4 ppm: relative areas 4:2..The 13C spectrum shows 2 signals at 8 85 and 52 ppm. [ Select] AC7HO compound has a strong IR absorption at 1700 cm?, The H NMR spectrum has a singlet at...