(Kertas soalan ini mengandungi 9 soalan dalam 7 halaman yang dicetak) (This question paper consists of 9 questions on 7 printed pages)

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1 UNIVERSITI MALAYA UNIVERSITY OF MALAYA PEPERIKSAAN IJAZAH SARJANA MUDA SAINS DENGAN PENDIDIKAN EXAMINATION FOR THE DEGREE OF BACHELOR OF SCIENCE WITH EDUCATION SESI AKADEMIK 2015/2016 : SEMESTER 1 ACADEMIC SESSION 2015/2016 : SEMESTER 1 SCES2246 : KIMIA KUMPULAN BERFUNGSI FUNCTIONAL GROUP CHEMISTRY Dis 2015/Jan 2016 Dec 2015/Jan 2016 MASA : 2 jam TIME : 2 hours ARAHAN KEPADA CALON : INSTRUCTIONS TO CANDIDATES: Jawab semua soalan. Answer ALL questions. (Kertas soalan ini mengandungi 9 soalan dalam 7 halaman yang dicetak) (This question paper consists of 9 questions on 7 printed pages)

2 1. Takrifkan istilah kumpulan berfungsi. Define the term functional group. Tuliskan formula struktur dan nama kelas sebatian untuk tiga (3) kumpulan berfungsi. Provide the structural formulas and related compound class names for three (3) functional groups. Mengapa kumpulan berfungsi sangat penting dalam kimia organik. Why functional groups are very important in organic chemistry. 2. Pertimbangkan formula struktur berikut. Examine the following structural formulas. Tentukan nombor pengoksidaan untuk semua karbon yang disambungkan kepada oksigen dalam sebatian A dan B. Determine the oxidation numbers for all carbons connected to oxygen in compounds A and B. Manakah di antara sebatian (A-D) di atas tak boleh teroksida degan mudah? Jelaskan. Which of these compounds (A-D) cannot be oxidized easily? Explain. Tuliskan struktur untuk hasil pengoksidaan yang biasa dari semua sebatian di atas (A-D) yang boleh teroksida dengan mudah. Provide the structures for the typical oxidation products for all the compounds above (A-D) that can easily be oxidised. 2/7

3 3. Pertimbangkan sebatian kiral berikut. Examine the following chiral compounds. Sebatian mana di atas (E-H) tidak boleh menjalani tindak balas penukargantian nukleofilik dengan mudah. Which of the compounds above (E-H) cannot easily undergo a nucleophilic substitution reaction. Di antara sebatian-sebatian di atas (E-H), yang manakah akan menalani tindak balas S N 1 atau S N 2? Which of the compounds above (E-H) will react in an S N 1 mechanism and which will follow the S N 2 mechanism? Berikan formula struktur bagi hasil tindak balas penukargantian nukleofilik dengan air untuk semua sebatian (E-H) kecuali yang dinyatakan dalam. Provide the structural formulas for the reaction products of nucleophilic substitution reaction with water for all compounds (E-H) except those indicated in. 3/7

4 4. Pertimbangkan tindak balas berikut. Examine the following chemical reactions.. Berikan formula struktur bagi hasil tindak balas I dan K, dan namakan jenis tindak balas masing-masing. Provide the structural formulas for the reaction products I and K, and indicate the respective reaction types. Berikan reagen untuk tindak balas L dan lukiskan mekanisma tindak balas. Provide the reagent for reaction L and draw out the reaction mechanism for the reaction.. 5. Sorbosa adalah suatu ketoheksosa dengan konfigurasi stereokimia (ABA). Sorbose is a ketohexose with a stereochemical configuration of (ABA). Lukis unjuran Fischer bagi L-sorbosa. Draw the Fischer projection of L-sorbose. Bina unjuran Haworth bagi -L-sorbofuranosa. Construct the Haworth projection of -L-sorbofuranose. Lukis konfigurasi stereokimia pada C-3 dalam L-sorbose dan tandakan konfigurasi mutlak. Provide a drawing of the stereochemical configuration at the C-3 of L-sorbose and assign the absolute configuration. 4/7

5 6. Berikan nama IUPAC untuk sebatian berikut: Give IUPAC names for the following compounds: Lukiskan struktur untuk sebatian berikut: Draw the structure for the compounds below: (i) (ii) (iii) 4-Chloro-2-pentanone Methyl 4-cyanopentanoate N-Ethyl-N-methylbutanamide Tentukan semua kumpulan berfungsi dalam struktur di bawah: Identify all functional groups in the structures below: (9 markah/marks) 5/7

6 7. Berikan hasil (M U) bagi tindak balas berikut: Give products (M U) in the following reactions: (16 markah/marks) 8. Berikan reagen atau hasil (V Z) dalam tindak balas berikut. Lukiskan mechanism bagi tindak balas : Give reagents or products (V Z) in the following reactions. Draw the mechanism for reaction : 6/7

7 (15 markah/marks) 9. Berikan definisi bagi satu ikatan peptida. Give definition for a peptide bond. (d) Lukiskan struktur Met-His-Trp (tripeptida). Draw the structure of Met-His-Trp (tripeptide). Tentukan residue terminal C, residue terminal N, dan ikatan peptida dalam struktur tripeptida di atas. Assign the C-terminal residue, N-terminal residue, and the peptide bond in the structure of the tripeptide above. Berikan kaedah di mana terminal-c dan N unit asid amino boleh ditentukan bagi suatu peptida. Provide methods to determine the C- and N-terminal amino acid units of a peptide. TAMAT END 7/7

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