CHM3072 CONFIDENTIAL

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UNIVERSITI MALAYSIA TERENGGANU

TEST 2
UJIAN 2
SEMESTER I 2021/2022 SESSION (DEGREE PROGRAMME)
SEMESTER I SESI 2021/2022 (SARJANA MUDA)

COURSE : PRINCIPLES OF ORGANIC CHEMISTRY

NAMA KURSUS PRINSIP KIMIA ORGANIK
COURSE CODE : CHM3072
KOD KURSUS
DATE : 10 JANUARY 2022 (MONDAY)
TARIKH 10 JANUARI 2022 (ISNIN)
VENUE : ONLINE
TEMPAT ATAS TALIAN
TIME : 8.30 – 9.30 PM (1 HOUR)
MASA 8.30 – 9.30 MALAM (1 JAM)

MATRIC NO. :
______________________________________
NO. MATRIK
PROGRAMME :
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NAMA PROGRAM
SEAT NO. :
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NO. MEJA

INSTRUCTIONS TO CANDIDATES
ARAHAN KEPADA CALON

Answer ALL questions in the answer booklet.

Sila jawab SEMUA soalan dalam buku jawapan.

DO NOT OPEN THE QUESTION PAPER UNTIL INSTRUCTED

JANGAN BUKA BUKU SOALAN INI SEHINGGA DIBERITAHU
THIS QUESTION PAPER CONSISTS OF SIX (6) PRINTED PAGES
KERTAS SOALAN INI MENGANDUNGI ENAM (6) MUKASURAT BERCETAK
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Please answer all question.
Sila jawab semua soalan.

QUESTION 1/ SOALAN 1 (15 Marks/ 15 Markah)

Draw a structural formula for the following compounds. (15 marks)

Lukiskan struktur formula bagi molekul berikut. (15 markah)

i. 1-isobutyl-2-methylcyclobutane ii. (E)-5-chloro-4-methylhept-5-ene

iii. 3,4-dimethyl-2-pentanone iv. 3-bromo-2-isopropylheptanoic acid

v. 8-chloro-5,8-dimethyloct-2-yne vi. 2-isobutyl-3,5-dimethylcyclopentanol

vii. 2-methyl-3-propylhept-5-ene viii. 2-isopropyl-3-methylbutane

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QUESTION 2/ SOALAN 2 (10 Marks/ 10 Markah)

Give an IUPAC name for the following compounds. (10 marks)

Berikan nama IUPAC bagi sebatian berikut. (10 markah)

i. ii.

IUPAC name:
IUPAC name:

iii. iv.

CH3-CH(C2H5)-CH2CH3

IUPAC name:
IUPAC name:

v.
CH3-C(CH3)2-CH2-CH3

IUPAC name:

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QUESTION 3/ SOALAN 3 (12 Marks/ 12 Markah)

a) Determine if the following molecules are R or S configurations. (8 marks)

Tentukan sekiranya molekul berikut adalah konfigurasi R atau S. (8 markah)

b) Draw a Newman projection for the following chemical compound. (4 marks)

Lukiskan satu unjuran Newman bagi molekul berikut. (4 markah)

Newman projection

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QUESTION 4/ SOALAN 4 (13 Marks/ 13 Markah)

a) Draw two (2) chair conformations of the following molecule. (8 marks)

Lukiskan dua (2) konformasi kerusi bagi molekul berikut. (8 markah)

trans -1,2-diisopropylcyclohexane

Conformation1 Conformation 2

b) In the above conformations, label the positions occupied by isopropyl group using "ax"
for axial and "eq" for equatorial positions for both conformations. (2 marks)
Pada konformasi di atas, label posisi yang diduduki oleh kumpulan isopropil dengan
menggunakan “ax” bagi kedudukan axial dan “eq” bagi equatorial pada kedua-dua
konformasi. (2 markah)

c) Determine which conformation would have a higher energy. Briefly explain why. (3 marks)
Tentukan konformasi yang mempunyai tenaga yang lebih tinggi. Jelaskan kenapa secara
ringkas. (3 markah)

End of Question Paper

Kertas Soalan Tamat

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Appendix

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