Final Key

Final Key - To pick up your graded exam from a box outside...

Info iconThis preview shows pages 1–9. Sign up to view the full content.

View Full Document Right Arrow Icon
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Background image of page 2
Background image of page 3

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Background image of page 4
Background image of page 5

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Background image of page 6
Background image of page 7

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Background image of page 8
Background image of page 9
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: To pick up your graded exam from a box outside 5100A Pacific Hall sign here: CHEMISTRY 1405 NAME (please print) E! FINAL EXAM FIRST LAST SEPT 7, 2007 SlGNA TUBE :9 NUMBER LAST NAME OF PERSON SEA TED IN FRONT OF YOU] LAST NAME OF PERSON SEATED BEHIND YOU .‘ DO NOT OPEN THE EXAM UNTIL YOU ARE TOLD TO DO SO. — Please sign your name on the top of each page. — Please check to see that you have 10 pages [including this one}. The one blank page may be used for scratch work. but DONOT use me scratch page for answers. Answer in the space provided. Do not write answers on the back of a page. Question Points Score 1. 65 2 45 _ 3. 50 4 40 Total 200 H He Li Be B C N O F Ne NaMg AlSiPSClAr K CaScTiV CrMnFeCoNiCuZnGaGeAsSeBrKr RbSrY ZrNbMoTcRuRthAngInSnSbTeI Xe CsBaLaHfTaW ReOs IrPtAquTleBiPoAtRn la. 1b. NAME:_____ (20pm) For each of the following interconversions indicate if K > 1‘ K = l. or K > 1, by circling the correct answer. K is the equilibrium constant. 0 0H H+ GD 0 —w-”* Q K<1 iii) HBr 9 K>1 iv) 0 H20 HO OH @ CISC H H CC'3 K<1 V) M O“ O a t 2 K= 9' cf :9 H H A“ @ (15 pts) Indicate on the lines provided whether the following statements are true (T) or false (F). (i) Alkyny] Grignard reagents {e.g. RCECMgBr) participate in 3N2 reactions with secondary alkyl halides. F‘ (ii) In Friedel-Crafts alkylation. Lewis acid catalysts are used to enhance the electrophilicity of the alkyl halide. f I f (iii) Aidehydes are readily converted (by a single reaction in some cases followed by aqueous acid work-up) to a variety of functional groups including alcohols. carboxylic acids. hydrates, hemiacetals, acetals, and alkenes. I (iv) UV-Vis spectroscopy tells us about the extent of delocalization in an extended pi-system, with a decrease in Km“ as the delocalization increases in a series of compounds. F (v) The thermodynamic stability of ketones is typically greater than that of aldehydes. I 1c. (15 prs) Shown below are three sets of four structures. Within each set of structures, list the compounds in order of increasing acidity. OH OH OH QH i: L<L<L<L 6H3 OMe CF3 A B C D HOH /—\ GOA-E 9—: k 0% A c_<fl_<_6_<d_ A B C D 9 WW : C_<0_<_/3_<_éi_ A B C D 1d. (I5 pits) Show three different types of bromination reactions that meet the requirements indicated below. Give starting materials! reagents, and products. You need not show mechanism. Be sure to clearly indicate regiochemistry. R i) (a substitution reaction) ,5... 3’3» 49’ /\ 6! L.._,--' g 31.3 C— at? ' ~55 r’" .-—.._:.-: ii) (an addition reaction that involves free radical intermediates) R Hir \—__. —9 R\ 6r R «M of? iii} (an addition reaction that involves ionic (charged) intermediates} '34, 61' fie NAME: Za. {20pm} Provide an efficient synthesis for each of the following compounds from the indicated starting materials. Do not shew mechanisms. Give the product smlcture for each of the reactions that you employ. ii) 2b. NAME: (25 pm) In the boxes provided, draw the structure of the stamng material need for each of the following transformations. 8) e C": \Afi R HENNHZ OH", A M E M MeXN/Me \ OLi Me NH2 H WH 9 OH O 3. (50 pt) Predict the major product(s) for each of the following reactions. Write "NO REACTION" where appropriate. Show stereochemistry where appropriate. Assume all chiral starting compounds are optically pure (a single enantiomer). For any product that exists as a racemic mixture write “plus enantiomer” under your product structure. 8} ’ \‘ 2. MeMgBr 3. H”, H2O b) 0 Me Br2 FeBr3 O) Na EtCECH NHSU) d) NC + NC 9) OH- W A W/ + H07 0 9) l) NAME: 4a. { 20 pt; ) For each of the following One step transformations show the movement of electrons by using the standard curved arrow notation. Show all formal charges for each structure on the left and right of the reaction arrow. [3) @ N A M E :_____ 4b. (l0 prs) Draw a reaction coordinate diagram for the reaction of benzene with D2304 to give C6H5D. Clearly show the relative energy levels for starting materials. products, all intermediates and all transtion states. Label each intermediate as "I" and each transtion state as "TS". reaction coordinate (6 pts) Draw all the resonance structures for each intermediate in the above diagram. 4' ' H H H Li: Jcmp flue ($14” H ,7, 07m Md! {4 prs) Would the related reaction of nitrobenzene give an intermediate(s} of lower or higher energy than in the above reaction? H/éh‘wE r€ ...
View Full Document

This document was uploaded on 10/08/2008.

Page1 / 9

Final Key - To pick up your graded exam from a box outside...

This preview shows document pages 1 - 9. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online