UJIAN AKHIR SEMESTER

ELUSIASI STRUKTUR (SENYAWA ORGANIK)

T.A: 2019-2020 Genap

Nama : Arianto
NIM : 441 416 009
PRODI : Pendidikan Kimia
Kelas :A

Tentukan (elusidasi) dan fragmentasi spektrum massa berikut ini!

1. Senyawa Asam lemak

Abudance %

m/z

HO2C(CH2)14CH3

DBE = ΣC - - + +1

= 16 - +1

= 1 (1 doube bond)
O
OH
palmitic acid
m/z: 256.24 (100.0%)
 Reaksi Fragmentasi

Chemical Formula: CH22•

Chemical Formula: C2H5• m/z: 14.02 (100.0%)
Peak 1 Peak 2 O Peak 3 O
O CH2
m/z: 29.04 (100.0%)
OH OH
OH Chemical Formula: C14H27O2• Chemical Formula: C13H25O2•
palmitic acid
m/z: 227.20 (100.0%) m/z: 213.19 (100.0%)
m/z: 256.24 (100.0%)
Chemical Formula: C16H32O2
Chemical Formula: CH22•
Chemical Formula: CH22• Chemical Formula: CH22• CH2 m/z: 14.02 (100.0%)
m/z: 14.02 (100.0%) m/z: 14.02 (100.0%)
Peak 6 O Peak 5 O Peak 4 O
CH2 CH2
OH OH OH
Chemical Formula: C10H19O2• Chemical Formula: C11H21O2• Chemical Formula: C12H23O2•
m/z: 171.14 (100.0%) m/z: 185.15 (100.0%) m/z: 199.17 (100.0%)

CH2
Chemical Formula: CH22• Chemical Formula: CH22• Chemical Formula: CH22• Chemical Formula: CH22•
m/z: 14.02 (100.0%) m/z: 14.02 (100.0%) m/z: 14.02 (100.0%) m/z: 14.02 (100.0%)
Peak 7 Peak 8 Peak 9 O Peak 10 O
O CH2 O CH2 CH2
OH OH
OH OH
Chemical Formula: C9H17O2• Chemical Formula: C7H13O2• Chemical Formula: C6H11O2•
Chemical Formula: C8H15O2•
m/z: 157.12 (100.0%) m/z: 129.09 (100.0%) m/z: 115.08 (100.0%)
m/z: 143.11 (100.0%)
OH
Chemical Formula: HO•
Chemical Formula: CH3•
m/z: 17.00 (100.0%)
m/z: 13.01 (100.0%)
Peak 11
Peak 12 O CH O

Chemical Formula: C5H9O• Chemical Formula: C6H10O2•

m/z: 85.07 (100.0%) m/z: 98.07 (100.0%)

Chemical Formula: C3H62• Chemical Formula: CH3•

m/z: 42.05 (100.0%) m/z: 13.01 (100.0%) Peak 14
Peak 13
Peak 10 O O CH O

OH OH OH
Chemical Formula: C6H11O2• Chemical Formula: C3H5O2• Chemical Formula: C2H4O2
m/z: 73.03 (100.0%) m/z: 60.02 (100.0%)
m/z: 115.08 (100.0%)
O
OH
Chemical Formula: C3H6O2

Peak 15
m/z: 74.04 (100.0%) Peak 16
2H
Chemical Formula: C3H53• Chemical Formula: C3H35•
m/z: 41.04 (100.0%) m/z: 39.02 (100.0%), 40.03 (3.3%)

Harga m/z
([M]+ atau
Rumus Referensi Artikel
No [M+H] Rumus Struktur Nama IUPAC
Molekul pendukung
Peak atau [M-
H])
1 m/z: 256.24 C16H32O2 O Asam Identification Of Ethyl
Acetate Fraction
(100.0%) OH heksadekanoat Components
of Srikaya (Annona
Squamosa) Seed Extract
 By Gas Chromatography-
Mass Spectrometry
Identification Of Ethyl
Acetate Fraction
O Radikal bebas Components
m/z: 227.20
2 C14H27O2• asam of Srikaya (Annona
(100.0%) OH Squamosa) Seed Extract
tetradekanoat
By Gas Chromatography-
Mass Spectrometry
Identification Of Ethyl
Acetate Fraction
O Radikal bebas Components
m/z: 213.19
3 C13H25O2• asam of Srikaya (Annona
(100.0%) OH Squamosa) Seed Extract
tridekanoat
By Gas Chromatography-
Mass Spectrometry
Identification Of Ethyl
Acetate Fraction
O Radikal bebas Components
m/z: 199.17
4 C12H23O2• asam of Srikaya (Annona
(100.0%) OH Squamosa) Seed Extract
dodekanoat
By Gas Chromatography-
Mass Spectrometry
Identification Of Ethyl
Acetate Fraction
O Radikal bebas Components
m/z: 185.15
5 C11H21O2• asam of Srikaya (Annona
(100.0%) OH Squamosa) Seed Extract
undekanoat
By Gas Chromatography-
Mass Spectrometry
Identification Of Ethyl
Acetate Fraction
m/z: 171.14 O Radikal bebas Components
6 C10H19O2• of Srikaya (Annona
(100.0%) OH asam dekanoat Squamosa) Seed Extract
By Gas Chromatography-
Mass Spectrometry
Identification Of Ethyl
Acetate Fraction
m/z: 157.12 O Radikal bebas Components
7 C9H17O2• of Srikaya (Annona
(100.0%) OH asam nonanoat Squamosa) Seed Extract
By Gas Chromatography-
Mass Spectrometry
Identification Of Ethyl
Acetate Fraction
m/z: 143.11 O Radikal bebas Components
8 C8H15O2• of Srikaya (Annona
(100.0%) OH asam oktanoat Squamosa) Seed Extract
By Gas Chromatography-
Mass Spectrometry
Identification Of Ethyl
Acetate Fraction
m/z: 129.09 O Radikal bebas Components
9 C7H13O2• of Srikaya (Annona
(100.0%) OH asam heptanoat Squamosa) Seed Extract
By Gas Chromatography-
Mass Spectrometry
 Identification Of Ethyl
Acetate Fraction
m/z: 115.08 O Radikal bebas Components
10 C6H11O2• of Srikaya (Annona
(100.0%) OH asam heksanoat Squamosa) Seed Extract
By Gas Chromatography-
Mass Spectrometry

O
m/z: 98.07
11 C6H10O2•
(100.0%)

m/z: 85.07 O
12 C5H9O•
(100.0%)

Identification Of Ethyl
Acetate Fraction
m/z: 73.03 O Radikal bebas Components
13 C3H5O2• of Srikaya (Annona
(100.0%) OH asam propanoat Squamosa) Seed Extract
By Gas Chromatography-
Mass Spectrometry
Identification Of Ethyl
Acetate Fraction
m/z: 60.02 O Components
14 C2H4O2 Asam etanoat of Srikaya (Annona
(100.0%) OH Squamosa) Seed Extract
By Gas Chromatography-
Mass Spectrometry

m/z: 41.04 Radical

15 C3H53• -
(100.0%) Propane

m/z: 39.02
(100.0%),
16 C3H35•
40.03
(3.3%)

 Senyawa asam lemak (Asam Palmitat m/z = 256) rumus molekul C16H32O2 dengan harga DBE 1, yang terdapat 1
ikatan rangkap dan memiliki fragmentasi dengan nilai m/z sebagai berikut: 227, 213, 199, 185, 171, 157, 143,
129, 115, 98, 85, 73, 60, 41, dan 39. Dimana senyawa dengan m/z 73 memiliki kelimpahan 100%.

2. Senyawa Ester
 Abudance %

m/z
CH3(CH2)16C(O)CH3

DBE = ΣC - - + +1

= 19 - +1

= 1 (1 doube bond)
O
O
methyl stearate
m/z: 298.29 (100.0%)
Reaksi Fragmentasi
•
Chemical Formula: CH3O
m/z: 31.02 (100.0%)
Peak 1 O Peak 2 O
O
O
methyl stearate Chemical Formula: C18H35O•
Chemical Formula: C19H38O2 m/z: 267.27 (100.0%)
m/z: 298.29 (100.0%)

Peak 3 O
Peak 16
O
Chemical Formula: C3H7• Chemical Formula: C16H31O2•
m/z: 43.05 (100.0%) m/z: 255.23 (100.0%)
Chemical Formula: CH22• Chemical Formula: CH22•
m/z: 14.02 (100.0%) m/z: 14.02 (100.0%)
Peak 4 O Peak 5 O Peak 6 O
CH2 CH2
O O O

Chemical Formula: C3H6 2•

Chemical Formula: C13H25O2• Chemical Formula: C11H21O2•
Chemical Formula: C12H23O2•
m/z: 42.05 (100.0%) m/z: 213.19 (100.0%) m/z: 185.15 (100.0%)
m/z: 199.17 (100.0%)
H Chemical Formula: CH22•
m/z: 14.02 (100.0%)
Peak 17
Chemical Formula: CH22• CH2
Chemical Formula: CH22•
Chemical Formula: C3H53• m/z: 14.02 (100.0%)
m/z: 14.02 (100.0%)
m/z: 41.04 (100.0%)
Peak 10 O Peak 9 Peak 8 O CH2 Peak 7 O
CH2 O CH2
O O O O
Chemical Formula: CH22•
Chemical Formula: C9H17O2• Chemical Formula: C10H19O2•
Chemical Formula: C7H13O2• m/z: 14.02 (100.0%) Chemical Formula: C8H15O2•
m/z: 157.12 (100.0%) m/z: 171.14 (100.0%)
m/z: 129.09 (100.0%) m/z: 143.11 (100.0%)
 Chemical Formula: CH22• Chemical Formula: CH22• Chemical Formula: CH22•
m/z: 14.02 (100.0%) m/z: 14.02 (100.0%) m/z: 14.02 (100.0%)
Peak 11 Peak 12 Peak 13

Peak 10 O CH2 O CH2 O CH2 O

O O O
O
Chemical Formula: C6H11O2• Chemical Formula: C5H9O2• Chemical Formula: C4H7O2•
Chemical Formula: C7H13O2•
m/z: 115.08 (100.0%) m/z: 101.06 (100.0%) m/z: 87.04 (100.0%)
m/z: 129.09 (100.0%)

Chemical Formula: C2H42• Chemical Formula: HO

m/z: 28.03 (100.0%) m/z: 17.00 (100.0%)
Peak 14 Peak 15
H O OH OH
O O O

Chemical Formula: C3H6O2• Chemical Formula: C3H5O3•

m/z: 74.04 (100.0%) m/z: 57.03 (100.0%)

Harga m/z
([M]+ atau Rumus Nama Referensi Artikel
No Rumus Struktur
[M+H] atau Molekul IUPAC pendukung
Peak
[M-H])
Studi Isolasi Penentuan
Metil Struktur Molekul Senyawa
m/z: 298.29 O
1 C19H38O2 Oktadekan kimia Dalam Fraksi Netral
(100.0%) O Daun Jambu Biji Australia
oat
(Psidium guajava L.)
Studi Isolasi Penentuan
Struktur Molekul Senyawa
m/z: 267.27 O
2 C18H35O• kimia Dalam Fraksi Netral
(100.0%) Daun Jambu Biji Australia
(Psidium guajava L.)
Radikal Studi Isolasi Penentuan
O Struktur Molekul Senyawa
m/z: 255.23 bebas metil
3 C16H31O2• kimia Dalam Fraksi Netral
(100.0%) O pentadekan Daun Jambu Biji Australia
oat (Psidium guajava L.)
Studi Isolasi Penentuan
O Radikal Struktur Molekul Senyawa
m/z: 213.19
4 C13H25O2• bebas metil kimia Dalam Fraksi Netral
(100.0%) O Daun Jambu Biji Australia
dodekanoat
(Psidium guajava L.)
Studi Isolasi Penentuan
O Radikal Struktur Molekul Senyawa
m/z: 199.17
5 C12H23O2• bebas metil kimia Dalam Fraksi Netral
(100.0%) O Daun Jambu Biji Australia
undekanoat
(Psidium guajava L.)
Studi Isolasi Penentuan
O Radikal Struktur Molekul Senyawa
m/z: 185.15
6 C11H21O2• bebas metil kimia Dalam Fraksi Netral
(100.0%) O Daun Jambu Biji Australia
dekanoat
(Psidium guajava L.)
Studi Isolasi Penentuan
O Radikal Struktur Molekul Senyawa
m/z: 171.14
7 C10H19O2• bebas metil kimia Dalam Fraksi Netral
(100.0%) O Daun Jambu Biji Australia
nonanoat
(Psidium guajava L.)
 Studi Isolasi Penentuan
O Radikal Struktur Molekul Senyawa
m/z: 157.12
8 C9H17O2• bebas metil kimia Dalam Fraksi Netral
(100.0%) O Daun Jambu Biji Australia
oktanoat
(Psidium guajava L.)
Studi Isolasi Penentuan
O Radikal Struktur Molekul Senyawa
m/z: 143.11
9 C8H15O2• bebas metil kimia Dalam Fraksi Netral
(100.0%) O Daun Jambu Biji Australia
heptanoat
(Psidium guajava L.)
Studi Isolasi Penentuan
O Radikal Struktur Molekul Senyawa
m/z: 129.09
10 C7H13O2• bebas metil kimia Dalam Fraksi Netral
(100.0%) O Daun Jambu Biji Australia
heksanoat
(Psidium guajava L.)
Studi Isolasi Penentuan
O Radikal Struktur Molekul Senyawa
m/z: 115.08
11 C6H11O2• bebas metil kimia Dalam Fraksi Netral
(100.0%) O Daun Jambu Biji Australia
pentanoat
(Psidium guajava L.)
Studi Isolasi Penentuan
O Radikal Struktur Molekul Senyawa
m/z: 101.06
12 C5H9O2• bebas metil kimia Dalam Fraksi Netral
(100.0%) O Daun Jambu Biji Australia
butanoat
(Psidium guajava L.)
Evaluation of the Essential
Oils Constituents from the
O Radikal Leaves, Seed Buds and
m/z: 87.04 •
13 C4H7O2 bebas metil Fruits of Eucalyptus
(100.0%) O torelliana F. Muel Plant by
propanoat
Gas Chromatography-Mass
Spectral Analysis.
Extraction and Analysis of
OH Radikal Flaxseed Oil by
m/z: 74.04
14 C3H6O2• bebas metil Supercritical CO 2 Method
(100.0%) O Optimized by RSM and
etanoat
GC-MS

2-
m/z: 57.03
15 C3H5O3• O hydroxypro -
(100.0%)
panoat

Studi Isolasi Penentuan

Struktur Molekul Senyawa
m/z: 43.05
16 C3H7• Propyl kimia Dalam Fraksi Netral
(100.0%) Daun Jambu Biji Australia
(Psidium guajava L.)

m/z: 41.04
17 C3H53• -
(100.0%)

 Senyawa ester (Metil Stearat m/z = 298) rumus molekul C19H38O2 dengan harga DBE 1, yang terdapat 1 ikatan
rangkap dan memiliki fragmentasi dengan nilai m/z sebagai berikut: 267, 255, 213, 199, 185, 171,157, 143, 129,
115, 101, 87, 74, 57, 43 dan 41. Dimana senyawa dengan m/z 74 memiliki kelimpahan 100%.
3. Senyawa Terpenoid

C10H20O

DBE = ΣC - - + +1

= 10 - +1

= 1 (1 doube bond)

Reaksi Fragmentasi

Peak 1 Peak 2 Peak 3 Peak 4

•+
Chemical Formula: H2O Chemical Formula: CH22• Chemical Formula: CH22•
Exact Mass: 18.01 Chemical Formula: CH22• m/z: 14.02 (100.0%)
m/z: 14.02 (100.0%)
Exact Mass: 14.02
CH2
H H2O CH2 CH2

OH OH

3,7-dimethyloct-6-en-1-ol 3,7-dimethyloct-6-en-1-ol Chemical Formula: C10H173• Chemical Formula: C9H153• Chemical Formula: C8H133• Chemical Formula: C7H113•
Chemical Formula: C10H20O Chemical Formula: C10H20O m/z: 137.13 (100.0%) m/z: 123.12 (100.0%) m/z: 109.10 (100.0%) m/z: 95.09 (100.0%)
m/z: 156.15 (100.0%) m/z: 156.15 (100.0%), 157.15 (10.8%)

Chemical Formula: C3H62•

Chemical Formula: C3H44•
m/z: 42.05 (100.0%)
2• m/z: 40.03 (100.0%)
Chemical Formula: C5H8
m/z: 68.06 (100.0%)

Peak 5 Peak 7

Peak 6

Chemical Formula: C4H7•

m/z: 55.05 (100.0%)

Chemical Formula: C5H11• Chemical Formula: C6H95•

m/z: 71.09 (100.0%) m/z: 81.07 (100.0%)
 Harga m/z
([M]+ atau Rumus Referensi Artikel
No Rumus Struktur Nama IUPAC
[M+H] atau Molekul pendukung
Peak
[M-H])
Thermal behaviour of
m/z: 156.15 selected flavour ingredients
3,7-dimethyloct-
(100.0%), H and additives under
C10H20O 6-en-1-ol
157.15 simulated cigarette
OH (Citronelol)
(10.8%) combustion and tobacco
heating conditions

m/z: 137.13 2,6-Dimethyl-2-

1 C10H173
(100.0%) octene-6,7,8-triyl

m/z: 123.12
2 C9H153•
(100.0%)

m/z: 109.10
3 C8H133•
(100.0%)

m/z: 95.09
4 C7H113•
(100.0%)

m/z: 81.07
5 C6H95•
(100.0%)

m/z: 71.09
6 C5H11•
(100.0%)

m/z: 55.05
7 C4H7•
(100.0%)
 Senyawa Terpenoid (3,7-dimethyloct-6-en-1-ol m/z = 156) rumus molekul C10H20O dengan harga DBE 1, yang
terdapat 1 ikatan rangkap dan memiliki fragmentasi dengan nilai m/z sebagai berikut: 137, 123, 109, 95, 81, 71
dan 55. Dimana senyawa dengan m/z 71 memiliki kelimpahan 100%.
 DAFTAR PUSTAKA

Antari, N. P. G. A., Muderawan, I. W., Tika, I. N., & Si, M. (2017). Identification of Ethyl Acetate Fraction
Components of Srikaya (Annona Squamosa) SEED Extract by Gas Chromatography-Mass Spectrometry.
Jurnal Pendidikan Kimia Undiksha, 1(2), 28–39.

Czégény, Z., Bozi, J., Sebestyén, Z., Blazsó, M., Jakab, E., Barta-rajnai, E., Liu, C. (2016). Thermal behaviour of
selected flavour ingredients and additives under simulated cigarette combustion and tobacco heating
conditions. Journal of Analytical and Applied Pyrolysis, 121, 190–204.
https://doi.org/10.1016/j.jaap.2016.07.020

Dashak, D. A., Daben, J. M., Olaoye, F. M., Agunbiade, A. T., & Ogbole, E. (2016). Evaluation of the Essential Oils
Constituents from the Leaves, Seed Buds and Fruits of Eucalyptus torelliana F. Muel Plant by Gas
Chromatography-Mass Spectral Analysis.

Mo, L., Mengxi, W., Dongya, C., Lingyan, K., Mei, X., & Hong, L. (2019). Extraction and Analysis of Flaxseed Oil
by Supercritical CO 2 Method Optimized by RSM and GC-MS. Current Topics in Nutraceutical
Research, 17(1).

Rochmasari, Y. (2011). Studi Isolasi Penentuan Struktur Molekul Senyawa kimia Dalam Fraksi Netral Daun
Jambu Biji Australia (Psidium guajava L.). Skripsi.