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pset1_key - Chemistry 5.13 Problem Set 1 solutions Prof...

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Chemistry 5.13 Prof. Timothy F. Jamison Problem Set 1 solutions 1) For C, H, O only, max IHD is observed when the number of H is zero (0). The number of O atoms will not affect the IHD, as usual. Thus, max IHD = n + 1 , where n = # of C atoms. Examples include carbon dioxide (CO 2 ), diamond (C sp 3 ) n , graphite (C sp 2 ) n , and buckminsterfullerene (C 60 ), and all other fullerenes (e.g., C 70 , etc.) Chemical Formula: C 6 H 6 Elemental Analysis: C, 92.26; H, 7.74 2a) MS: 78 IR: only C-H and C=C stretches Me Chemical Formula: C 7 H 8 Elemental Analysis: C, 91.25; H, 8.75 b) MS: 92 IR: only C-H and C=C stretches Chemical Formula: C 2 H 6 O c) Me OH Elemental Analysis: C, 52.14; H, 13.13. MS: 46 IR: ~3500 cm -1 (broad) Chemical Formula: C 4 H 8 O d) Elemental Analysis: C, 66.63; H, 11.18. MS: 72 IR: only C-H stretches Chemical Formula: C 4 H 10 O e) Me Me Elemental Analysis: C, 64.82; H, 13.60. MS: 74 IR: only C-H stretches f) CH 2 Cl Chemical Formula: CH 2 Cl 2 2 Elemental Analysis: C, 14.14; H, 2.37; Cl, 83.49 MS: 84, 86 (approx 3:1 ratio - remember that Cl is about 3:1 35 Cl : 37 Cl) IR: only C-H stretches Chemical Formula: CHCl 3 g) CHCl 3 Elemental Analysis: C, 10.06; H, 0.84; Cl, 89.09
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