Jawab soalan mengikut arahan yang diberikan dalam setiap bahagian. Questions should be answered according to the instructions given in each section.

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1 UNIVERSITI MALAYA UNIVERSITY OF MALAYA PEPERIKSAAN IJAZAH SARJANA MUDA SAINS EXAMINATION FOR THE DEGREE OF BACHELOR OF SCIENCE PEPERIKSAAN IJAZAH SARJANA MUDA SAINS DENGAN PENDIDIKAN EXAMINATION FOR THE DEGREE OF BACHELOR OF SCIENCE WITH EDUCATION SESI AKADEMIK 2013/2014 : SEMESTER 2 ACADEMIC SESSION 2013/2014 : SEMESTER 2 SCES3110 : KIMIA TAKORGANIK III INORGANIC CHEMISTRY III Jun 2014 June 2014 MASA : 2 jam TIME : 2 hours ARAHAN KEPADA CALON : INSTRUCTIONS TO CANDIDATES : Kertas soalan ini mengandungi Bahagian A dan B. This paper consists of Section A and B. Jawab soalan mengikut arahan yang diberikan dalam setiap bahagian. Questions should be answered according to the instructions given in each section. (Kertas soalan ini mengandungi 5 soalan dalam 8 halaman yang dicetak) (This question paper consists of 5 questions on 8 printed pages)

2 Jawab SEMUA soalan dalam bahagian ini. Answer ALL questions in this section. BAHAGIAN A (66 MARKAH) SECTION A (66 MARKS) 1. (a) [Re(CO) 5 C 2 H 4 ] + boleh disediakan daripada Re(CO) 5 Cl dengan menggunakan reagen yang sesuai. Nyatakan penyediaan kompleks kataion ini. Tuliskan semua tindak balas dan pengikatan yang terlibat. [Re(CO) 5 C 2 H 4 ] + can be prepared from Re(CO) 5 Cl using suitable reagents. Describe briefly the preparation of this cationic complex. Write all the reactions and the bonding involved. (b) Signal 13 C-NMR atom karbon karben terkoordinat diberi seperti berikut. Jelaskan kereaktifan dan hubung kaitkan dengan data NMRnya. 13 C-NMR signals of coordinated carbene carbon atoms are given below. Explain the reactivity and correlate their NMR data. Kompleks Complexes 13 C-NMR δ (ppm) Bertindak sebagai Reacts as (C 5 H 5 ) 2 Ta=CH Nucleophile (t-buch 2 ) 3 Ta=(t-Bu)(H) 250 Nucleophile (CO) 5 Cr=C(NCH 3 ) 2 (H) 246 Electrophile (CO) 5 Cr=C(OCH 3 ) 2 (Ph) 351 Electrophilie (c) Tentukan bilangan electron pada Pt, Os dan Rh bagi kompleks yang berikut: Specify the electron count at Pt, Os and Rh in the following complexes: 2/8

3 (ii) (iii) Struktur molekul/molecular structure of [Me{SiMe 2 N(p-Tol} 3 Sn-Rh(P i Pr 3 (η 6 -toluene)] (16 markah/marks) 2. (a) Spektra 1 H-NMR C 5 H 5 Rh(C 2 H 4 ) 2 diberi seperti berikut. Terangkan dengan ringkas sifat logam-ligan komplex ini pada pelbagai suhu dan lukiskan struktur dalam keadaan ini. H-NMR spectrum of C 5 H 5 Rh(C 2 H 4 ) 2 is given below. Explain briefly the metal-ligand behavior of the complex at variable temperatures and draw the structures at these conditions. 3/8

4 1 H-NMR spektra / 1 H-NMR spectrum of C 5 H 5 Rh(C 2 H 4 ) 2 (200 MHz) (b) Kenal pastikan A hingga D bagi tindak balas yang berikut: Identify A to D for the following reactions: (ii) (iii) Tindak balas tambahan CH 3 Li dengan Bu-CΞN menghasil sebatian A dan selepas hidrolisis menghasil B di mana akan terhidrolisis selanjutnya keapada keton, C. Addition of CH 3 Li to Bu-CΞN will give compound A and after hydrolysis will yield B which can be further hydrolyzed to give ketone, C. Toluene/h C 60 + Mo(CO) 4 {η 6 -Ph 2 P(C 5 H 5 ) 2 }Cr D & E (isomer/isomers) Reagen Grignard, RMgX bertindak balas dengan SOCl 2 menghasil F sementara dengan R CHO menghasil G. Tuliskan perantaraan yang terlibat dan produk selepas hidrolisis akhir. The Grignard reagent, RMgX will react with SOCl 2 to give F while with R CHO will yield G. Write the intermediates and the final products after hydrolysis. (16 markah/marks) 4/8

5 3. Berikan hasil dan tuliskan persamaan yang terlibat bagi tindak balas yang berikut: Give the product and write the reactions involved in the following reactions: (a) Tindak balas organoborana, n-bu(ch 2 CH 2 )B(CH 3 ) 2 dengan HCrO 4 (hidroboranan) menghasil asid sementara dengan iodin dalam keadaan berbes menghasil alkiliodida. Reaction of organoborane, n-bu(ch 2 CH 2 )B(CH 3 ) 2 with HCrO 4 - (hydroboration) will give an acid while with iodine in basic condition will give an alkyliodide. (b) (c) Belahan ikatan Si-C (protodesililatan) terjadi dengan kehadiran elecktrofil. Ini telah diperlihatkan apabila elektrofil ICl atau RCOCl/AlCl 3 bertindakbalas dengan arilsilana, C 6 H 5 SiR 3. Si-C bond cleavage (protodesilylation) occurs in the presence of electrophiles. This was observed when ICl or RCOCl/AlCl 3 reacts with arylsilane, C 6 H 5 SiR 3. (ii) (16 markah/marks) 5/8

6 4. (a) Lukiskan struktur produk daripada tindak balas yang berikut: Draw the following structures of the products yielded from the following reactions: Co(C 5 H 5 )(C 2 H 4 ) 2 dengan 3CH 3 CΞCCH 3 Co(C 5 H 5 )(C 2 H 4 ) 2 with 3CH 3 CΞCCH 3 (ii) Tindak balas PhCH 2 Cl dengan Mo(C 5 H 5 )(CO) 3 diikuti dengan radiasi menghasil suatu kompleks allil. Reaction of PhCH 2 Cl to Mo(C 5 H 5 )(CO) 3 followed by irradiation to give an allyl complex. (iii) MoCl 5 bertindak balas dengan Na(C 5 H 5 ) yang berlebihan menghasil isomer tertukar ganti. MoCl 5 reacts with excess Na(C 5 H 5 ) to give inter-convertible isomers (iv) Logamlosen mudah bertindak balas tertukargantian elektrofil dan ada di antaranya amat cepat jika dibandingkan dengan benzen. Apakah produk yang dijangkakan jika H + bertindak balas dengan nickelosen? Metallocenes are susceptible to electrophilic substitution and some can react much faster compared to benzene. What are the expected products if H + reacts with nickelocene? (18 markah/marks) 6/8

7 Jawab SEMUA soalan dalam bahagian ini. Answer ALL questions in this section. BAHAGIAN B (34 MARKAH) SECTION B (34 MARKS) 5. (a) Terbitkan hukum kadar bagi mekanisme berikut: Derive the rate law for the following mechanism: k 1 PhRu(CO) 2 dmso = PhRu(CO) 2 + dmso k- 1 k 2 PhRu(CO) 2 + py PhRu(CO) 2 py (b) Rekabentukkan sintesis cis- dan trans-[ptcl 2 (NO 2 )(NH 3 )] - daripada [PtCl 4 ] 2-. Siri kesan trans: NO 2 - > Cl - > NH 3 Design the synthesis of cis- and trans-[ptcl 2 (NO 2 )(NH 3 )] - from [PtCl 4 ] 2-. Trans effect series: NO 2 - > Cl - > NH 3 (c) [Rh(NH 3 ) 5 (OH 2 )] 3+ + Y = [Rh(NH 3 ) 5 Y] 3+ + H 2 O Y k Br- 7.9 x 10-3 s -1 Cl- 4.2 x 10-3 s SO x 10-3 s -1 H 2 O 1.6 x 10-3 s -1 Daripada pemalar kadar di atas, tentukan mekanisme bagi tindak balas. Berikan penjelasan. From the rate constants above, determine the mechanism for the reaction. Explain. 7/8

8 (d) Hidrolisis [Co(en) 2 AX] 2+, dimana A ialah penderma-π dan X ialah ligan peninggal, memberikan satu hasilan 100% sis-[co(en) 2 A(O 2 H)] 2+. Terangkan pemerhatian ini jika A sis terhadap X. Didalam kompleks yang sama, di mana A trans terhadap X, hidrolisis memberikan campuran hasilan sis dan trans. Berikan penjelasan. The hydrolysis of [Co(en) 2 AX] 2+, where A is a π-donor and X is a leaving group, yields a product that is 100% cis-[co(en) 2 A(O 2 H)] 2+. Explain this observation when A is cis to X. In the same complex, where A is trans to X, the hydrolysis yields a mixture of cis- and trans- products. Explain. (e) Apakah mekanisme bagi pemindahan elektron diantara [Co(NH 3 ) 6 ] 2+ dan [Co(NH 3 ) 5 py] 3+? What is the mechanism for the electron transfer between [Co(NH 3 ) 6 ] 2+ and [Co(NH 3 ) 5 py] 3+? Explain. (f) Jawab samada atau (ii). Answer either or (ii). (ii) Senaraikan perbezaan yang penting diantara mekanisme sfera dalam dan mekanisme sfera luar. List the essential differences between an inner sphere mechanism and an outer sphere mechanism. Tuliskan nota mengenai hidrolisis bes bagi kompleks logam peralihan beroktahedron. Write notes on base hydrolysis of an octahedral transition metal complex. (9 markah/marks) TAMAT END 8/8

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