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M6 Final Examination December 2002 f.,J* No. of Students:165 Duration: 3 hours Chemistry 65.2203x, 65.2207 * Instructor: G.W. Buchanan Authorized Memoranda. Calculator allowed This examination paper MAY be taken from the examination room. Please put your nameand student number on all examination books used. Total Marks: 100 Marks l. Consider compounds with molecular formula CSHqCI depicted below. 15 For each of the 12 compounds, provide the IUPAC name. Be sure to include any appropriate stereochemical designation, suchas cis/trans: VE or R.S as needed. CI -J't ,;- (\, ><., (xr) \_ CI ,/ cl (,,, (.". (r') (rit) (ix) Cl \_ r-l Chem 65.2203* ,2207* Final Examination 2002 2. Compound A, containing only C,H and O, gave 7O.607o C and 5.90Vo H uponelemental analysis. The low resolution mass spectrum showed a parent ion at rnJz=136. Deduce the empirical formula and the molecular formula of A. Given: atomic weights H 1.01;c, 12.01, O, 16.00. 3. (a) The 1H NMR spectrum of a compound with molecular formula CZH+CIZ is shownbelow. Deduce its structure. Includeyour reasoning! {{'\ r' L{"'*"., 1l' tl _fl,lr, 5 7.O 65 6.0 i.5 -5.0 J-i 1.0 3.5 -i.0 15 l0 i5 l0 05 00 90-IlHz lH NlulR spectrunrppm ld-) (b) The 1g NMR spectrum of a compound with molecular formula COHt tl is shownbelow.Deduce its structure. Include your reasoning. IH IH 6.-5 6.0 5.5 5.0 :i.5 .1.0 3.5 3.0 1.5 1.0 l.i 90-NIHz tH N\lR spectrum ppm (d) filYil,o, r-.0 10 ?,ce 3' ^AP { Chenr65.2203* ,2207* Final Examination 2OO2 4. Giventhatthere aretwo isotopes of chlorine-ie Cl 35 andCI37 , which aie present in approximately 75Vo and25Vo respective!y , predict the appearance of the parent ion region of the mass spectrum of the compound in 3(a)- ie CZH+CIZ. 5. Provide structures for the majororganic product in each of the following reactions. \,/Br:\ (a)-\ o (b) --\-' z\. Cl" ,\ ll l+ (c) V FeCl-1 - | ./ Nao+ (d) -Y ----) Br (e) -f o"'5 I OH (f) i 5 a'^\ (e) ZY jl"'i I (h) f- "no' , \/ H"sol (i) f- cHr cllr-cl \/ Alct, 9H. - CH: -- -\ il) -. ..r v/ r{r[\, "otn ) \,,/ LiAIH+ o il rffi \/ (b) oo" (cl (d) I -but1'ne -+ butanal l-u' +-o-cH3 (e) l-but\ nc --+ 2-pentyne (f) propene --t pr()pane l0 7. The structure of ethynyl-estradiol, a commoningredient in oral contraceptives is shown below. (i) What is its molecular formula? (ii) How many unitsof unsaturation does it possess? (iii) Namethree functional groups present (iv) How manystereogenic centres does it have? (v) How manv possible diastereomers does it have? (vi) How manypeaks wouldthere be in its 13C NMR spectrum? (vii) To what important class of compounds does it belong? (viii) Will it be opticallY active? f-: f-t l v - \_f-l u ,t taf T l''1', Chem 65.2203*,220'7* l0 6. Indicate thereasents Final Examination required to carryout 2002 the following interconversions: (a)

CHEM | 2203 | Organic Chemistry I | exam | M6 Final Examination December 

HOURS DURATION: 3 J No. of Studen : Department Narfle & Course Number: Chemistry 3504 A Course Instructqr(s) SeanBarry AUTHORIZED MEMORA~DA Calculator Students MUS : count the number of pages in this examination question paper before b ginning to write, and report any discrepancy to a proctor. This question aper has 8 pages. This examinati t n question paper may be taken from the examination room. In addition to t r iS question paper, students require: An examination booklet A Scantron sheet CHEMISTRY 3504: INORGANIC CHEMISTRY II FinalExamination: April 21, 2005 There are 12 ~ ueStions and 8 pages to this exam, including the cover sheet. Be sure your ex m is complete before starting. This exam is out of 100 marks. Pages 5-8 are data sheets. Please use this data to help answer the questions in this exam. G od Luck. 1 (3 marks) [ onsider the Pzsymmetric oxygen SALC for linear O-C-O: C::JQ o.:::J Sketch its nteractions with the s and p orbitals on carbon. 2. (10 marks ~ Show the change in the molecular orbital diagram as bent water becomesI near water, assuming all orbitals mix with respectto energy. Describe the chang considering hybridization. 3. (15 marks Consider the 3 diatomicmolecules NO+, NO, andNO-. a. w the molecular orbital diagram for each. b. dict the bond order of each molecule. c. D cribe each molecule asparamagnetic or diamagnetic. d. ge the molecules in order of bondincreasing length. e. gethe molecules in orderof bond increasing strength. 4. (5 mar i s) 2Cl6and hCl6 both have structures with two bridging chlorides and four te .al chlorides; there are no AI-AI or I-I bonds. They both have D2h symmetry Their structures are different, however. Predict the structures of these two mole es. 5 (3 marks) for the following molecules, assign a point group: '¥' Fe ~ CI \ Sr,,"I\H CI/ ""'H b) ,) H-C:==N c) 2 6. (4 marks)fonsider the following oct:edron: What is the P9 a) A thr°1 b) A, C, ~ I c) A, B, ~ d) Aandl int group if: 19hF are equivalentnd D are equivalent, and B, E, and F are equivalentnd C are equivalent, and D, E, and F are equivalentB are equivalent, and C, D, E, and F are equivalent 7. (8 markS) , followed axIS. Mathematically and using a sketch, show if a vertical reflection (in y,z)va vertical reflection (in x, z) is the sameas C2 rotation around the z- 8. (15 marks a. Sk~ b. Lal c. s~ I For a trigonal bipyramidal transition metal: ~tch the orbitals for both the SALC set and the metal. )el the metal atomic orbitals with respectto symmetry.bel the SALC orbitals and the metal atomic orbitals with respectto(lInetry, showing the reducible representation. ~ Justify the spectrochemical series for ligands using MO diagrams.Iv sketch the MO diagrams in all cases, and describethe importantIfects. 10. (8 marks) y do d8 metal centres adopt a square planar geometry? How is this different an the squareplanar shapeofXeF4? Use diagrams. 11. (4 marks) how that the ground state term for a d3 and a d 7free metal ion is the same. 3

CHEM | 3504 | Inorganic Chemistry II | exam | HOURS DURATION: 3 J No. of Stu

arz< Carleton UNIVERSITY FINALEXAMINATION APRIL 2OO5 DURATION: 3 HOURS Department Name & Course Number. Chem32024 Course Instructor(s): Majid F. Rastegar No. of Students: 31 AUTHORIZED MEMORANDA None Students MUSTcount the number of pages in this examination question paper before beginning to write, and report any discrepancy to a proctor. Thisque

CHEM | 3202 | Advanced Organic Chemistry II | exam | arz< Carleton UNIVERSITY FINAL

Exam-CHEM2102-2005April.pdf-Carleton W UNIVERSITY HOURS DURATION: 3

Exam-CHEM1000-2005August.pdf-v lJ l DURATION: 3 HOURS

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