iii

DAFTAR ISI

Halaman

KATA PENGANTAR ........................................................................................i

DAFTAR ISI .................................................................................................... iii

DAFTAR TABEL .............................................................................................iv

DAFTAR GAMBAR ......................................................................................... v

DAFTAR LAMPIRAN .....................................................................................vi

BAB I PENDAHULUAN ............................................................................ 1

BAB II TINJAUAN PUSTAKA ................................................................... 3

2.1 Trifluorometilasi ............................................................................... 3

2.2 Trifluorometilasi menggunakan Asam Trifluoroasetat .................... 5

2.3 Katalis Reaksi Trifluorometilasi ....................................................... 5

2.4 Isolasi dan Pemurnian ....................................................................... 6

2.5 Karakterisasi Senyawa Organik ........................................................ 8

BAB III METODE PENELITIAN ............................................................... 14

3.1 Alat ................................................................................................. 14

3.2 Bahan .............................................................................................. 14

3.3 Software .......................................................................................... 14

3.4 Prosedur kerja ................................................................................. 14

BAB IV HASIL DAN PEMBAHASAN ...................................................... 17

BAB V KESIMPULAN DAN SARAN ...................................................... 26

5.1 Kesimpulan ..................................................................................... 26

5.2 Saran ............................................................................................... 26

DAFTAR PUSTAKA ...................................................................................... 27

LAMPIRAN ..................................................................................................... 30

iv

DAFTAR TABEL

Tabel Halaman

II.1 Istilah perkiraan kelarutan ........................................................................... 10

IV.1 Karakterisasi sifat fisika senyawa hasil sintesis. ....................................... 20

IV.2 Karakterisasi sifat kimia senyawa hasil sintesis ........................................ 25

IV.3 Data bilangan gelombang senyawa hasil sintesis ...................................... 37

v

DAFTAR GAMBAR

Gambar Halaman

II.1 Trifluorometilasi elektrofilik dari β-keto ester ............................................... 3

II.2 Trifluorometilasi nukleofilik arene menggunakan asam trifluoroasetat ....... 4

II.3 Trifluorometilasi radikal arene menggunakan perak trifluoroasesat ............. 4

II.4 Struktur asam trifluoroasetat ......................................................................... 5

II.5 Penggunaan TFA dan xenon (II) fluoride pada reaksi trifluorometilasi ....... 5

II.6 Alat penentu titik leleh generasi pertama ..................................................... 9

II.7 Thiele melting point tube .............................................................................. 9

II.8 Alat penentu titik leleh generasi keempat .................................................... 9

III.1 Struktur 1,3-dietil 2-(trifluorometil) propanadioat ..................................... 14

III.2 Tahapan penelitian ..................................................................................... 30

III.3 Prosedur kerja............................................................................................. 31

III.4 Sertifikat analisis dietil malonat ................................................................ 32

III.5 Sertifikat analisis asam trifluoroasetat ....................................................... 33

IV.1 Prediksi reaksi antara dietil malonat dan asam trifluoroasetat menghasilkan

1,3-dietil 2-trifluorometil propandioat ...................................................... 17

IV.2 Bentuk makroskopik senyawa yang terbentuk dari hasil sintesis ............. 18

IV.3 Bentuk makroskopik senyawa setelah rekristalisasi ................................. 18

IV.4 Kromatogram senyawa dengan fase gerak etanol-air (4:1) ....................... 19

IV.5 Kromatogram senyawa dibandingkan dengan dietil malonat dan

asam trifluoroasetat dengan fase gerak etanol-air (4:1) ............................ 19

IV.6 Spektrum absorpsi senyawa hasil sintesis, dietil malonat, asam

trifluoroasetat, dan asetonitril pada panjang gelombang 200-400 nm

dalam pelarut metanol .......................................................................... 21-22

IV.7 Spektrum inframerah senyawa hasil sintesis, dietil malonat, asam

trifluoroasetat, asetonitril, dan KBr pada bilangan gelombang

4000-450 cm-1 ...................................................................................... 23-24

IV.8 Kromatogram senyawa hasil sintesis pada berbagai macam fase gerak .... 34

IV.9 Kromatogram senyawa dibandingkan dengan dietil malonat dan

asam trifluoroasetat .................................................................................. 36

vi

DAFTAR LAMPIRAN

Lampiran Halaman

1. Tahapan penelitian ....................................................................................... 30

2. Prosedur kerja............................................................................................... 31

3. Sertifikat analisis .......................................................................................... 32

4. Profil kromatogram setelah rekristalisasi ................................................... 34

5. Data bilangan gelombang spektrum inframerah senyawa hasil sintesis ..... 37