Tata Nama Senyawa Organik
Transcript of Tata Nama Senyawa Organik
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Penamaan Senyawa
Organik
Kelompok 10
M.Ekaditya Albar 0806331683Maryane Anugerah 0806331714Mia Diniati 0806331720
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Pengelompokan Senyawa Organik
Senyawa Organik
Alifatik
- Terbuka
- Lurus / Bercabang
Jenuh
- Alkana
- Turunannya
Tak Jenuh
- Alkena
- Alkuna
- Turunannya
Siklik
- Ada lingkar
- Jenuh / Tak Jenuh
Homosiklik
(Karbosiklik)
Alisiklik
- Sikloalkana
- Sikloalkena
Aromatik
- Benzena
- Turunannya
Heterosiklik
4/4/2011 Tugas 1 Kimia Organik 2
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Gugus Fungsional
4/4/2011 Tugas 1 Kimia Organik 3
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Prioritas Gugus Fungsi untuk Penamaan
4/4/2011 Tugas 1 Kimia Organik 4
GF paling rendah – GF lebih tinggi – GF paling tinggi - Induk
Nama Gugus Fungsi Gugus Fungsi
Asam Karboksilat RCOOH
Alkil Alkanoat (Ester) RCOOR
Alkanal (Aldehid) RCHO
Alkanon (Keton) RCOR
Alkanol (Alkohol) ROH
Fenol
Amina -NR2
Alkena, Alkuna C=C, C≡C
Alkil -R
Alkoksi (Eter) -OR
Halida -X
Nitro -NO2
OH
Se
ma
kin
Prio
ritas
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Tata Nama Senyawa Organik
1. Nama Standar
Nama ini berdasarkan aturan dariIUPAC, yaitu bahwa semua senyawamerupakan turunan dari alkana.
2. Nama Trivial
Nama umum, nama dagang, atau namaberdasarkan asal senyawa tersebut.
4/4/2011 Tugas 1 Kimia Organik 5
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Tata Nama Senyawa OrganikJumlah
C
Alkana
(CnH2n+2)
Alkena
(CnH2n)
Alkuna
(CnH2n-2)
Alkil, R
(CnH2n+1)
1 Metana Metil
2 Etana Etena Etuna Etil
3 Propana Propena Propuna Propil
4 Butana Butena Butuna Butil
5 Pentana Pentena Pentuna Pentil (amil)
6 Heksana Heksena Heksuna Heksil
7 Heptana Heptena Heptuna Heptil
8 Oktana Oktena Oktuna Oktil
9 Nonana Nonena Nonuna Nonil
10 Dekana Dekena Dekuna Dekil
11 Undekana Undekena Undekuna Undekil
12 Duodekana Duodekena Duodekuna Duodekil
20 Eikosana eikosena eikosuna Eikosil
4/4/2011 Tugas 1 Kimia Organik 6
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Kelompok Alkil
4/4/2011 Tugas 1 Kimia Organik 7
CnH2n+1
Jumlah C Nama Alkil Struktur
1 Metil -CH3
2 Etil -CH2CH3
3 Propil
Isopropil
-CH2CH2CH3
4 Butil
Isobutil
Sec-butil
-CH2CH2CH2CH3
CH2 CH3
CH3
CH CH3
CH3
CH2
CH2 CH3
CH3
CH
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Kelompok Alkil
4/4/2011 Tugas 1 Kimia Organik 8
CnH2n+1
Jumlah C Nama Alkil Struktur
4 Tert-butil
5 Pentil
Isopentil
Neopentil
-CH2CH2CH2CH2CH3
C CH3
CH3
CH3
CH CH3
CH3
CH2CH2
C CH3
CH3
CH3
CH2
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Struktur Nama Alkil
Siklopropil
Siklobutil
Siklopentil
Sikloheksil
Sikloalkil
4/4/2011 Tugas 1 Kimia Organik 9
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Hidrokarbon
Hidrokarbon
Alkana Alkena Alkuna Sikloalkana Sikloalkena
4/4/2011 Tugas 1 Kimia Organik 10
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Alkana
Jika rantai lurus : awalan n-
contoh :
n-propana CH3CH2CH3
n-butana CH3CH2CH2CH3
n-pentana CH3CH2CH2CH2CH3
4/4/2011 Tugas 1 Kimia Organik 11
CnH2n+2
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Alkana
Bila rantai bercabang :
1. Cari rantai terpanjang INDUK
2. Beri nomor CABANG (alkil-alkil) SEKECIL MUNGKIN, jumlahdisebutkan.
3. Susun dan gabung cabang secaraALFABETIK.
4/4/2011 Tugas 1 Kimia Organik 12
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Contoh Penamaan Alkana
1.
CH3 – C – CH2 – CH – CH2 – CH3
CH3
CH3
CH2CH3
1 2 3 4 5 6
6 5 4 3 2 1
4-etil-2, 2-dimetilheksana
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Contoh Penamaan Alkana
2.
CH3 – CH2 – CH2 – CH2 – CH – CH – CH2 – CH2 – CH2 – CH3
CH3 – C – CH3
CH2 – CH – CH3
CH3
CH3
1 2 3 4 5 6 7 8 9 10
10 9 8 7 6 5 4 3 2 1
5-tert-butil-6-isobutildekana
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1.
CH3 – CH2 = C – CH – CH – CH3
CH2 – CH3
CH3CH3
6 5 4 3 2 1
3-etil-4,5-dimetil-2-pentena
1 2 3 4 5 6
Alkena CnH2n
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Contoh Penamaan Alkena
2.
CH3
C – CH2 – CH – CH3
CH3CH2
CH21
2 3 4 5
2-etil-4-metil-1-pentena
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1.
CH3 – C C – CH – CH2 – CH – CH2 – CH3
CH3
CH3
1 2 3 4 5 6 7 8
4,6-dimetil-oktuna
Alkuna CnH2n-2
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Contoh Penamaan Alkuna
2.
CH3 – CH2 – CH2 – C – CH2 – CH – CH3
CH3
CH
CH3C
1
3 4 5 6
2
3,5-dimetil-3-propil-1-heksuna
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Rangkap Dua dan Rangkap Tiga
4/4/2011 Tugas 1 Kimia Organik 19
CH
CH3
CH
CH3
CH3
Pent-3-en-1-una 4-etilheks-3-en-1-una
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Struktur Nama
Siklopropana
Siklobutana
Sikloalkana
4/4/2011 Tugas 1 Kimia Organik 20
CC
C
H H
H
H
H
H
C
C
C
C
C C
C
H
H
H
H
H
H
H
H
C
C C
C
C
CC
C
C
H HH H
HH
HH
HH
C
CC
C
C
C
CC
C
CC
H HH
H
H
H
HH
H
H
H
HC
CC
C
CC
CC
C
H H
H
H
H
H
C
C
C
C
C C
C
H
H
H
H
H
H
H
H
C
C C
C
C
CC
C
C
H HH H
HH
HH
HH
C
CC
C
C
C
CC
C
CC
H HH
H
H
H
HH
H
H
H
HC
CC
C
CC
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Struktur Nama
Siklopentana
Sikloheksana
Sikloalkana
4/4/2011 Tugas 1 Kimia Organik 21
CC
C
H H
H
H
H
H
C
C
C
C
C C
C
H
H
H
H
H
H
H
H
C
C C
C
C
CC
C
C
H HH H
HH
HH
HH
C
CC
C
C
C
CC
C
CC
H HH
H
H
H
HH
H
H
H
HC
CC
C
CC
CC
C
H H
H
H
H
H
C
C
C
C
C C
C
H
H
H
H
H
H
H
H
C
C C
C
C
CC
C
C
H HH H
HH
HH
HH
C
CC
C
C
C
CC
C
CC
H HH
H
H
H
HH
H
H
H
HC
CC
C
CC
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Sikloalkana
4/4/2011 Tugas 1 Kimia Organik 22
CH3
CH3 CH3
CH3
Butilsikloheksana1,2,4-trimetilsiklopentana
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1.
CH3CH3
CH3CH3
CH3
1
2 3
4
5
Siklopenta-1,3-diena
Sikloalkena
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Haloalkana (Alkil Halida)
IUPAC1. Penamaan mengikuti alkana dengan
halogen sebagai cabang.2. Penomoran halogen kalah dibanding alkil
(nomor alkil sekecil mungkin).
4/4/2011 Tugas 1 Kimia Organik 24
Trivial
• Alkil + Halida yang sesuai
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Haloalkana (Alkil Halida)
4/4/2011 Tugas 1 Kimia Organik 25
R XCH3 Cl
CH3
Cl
ClCl
1,1,1-trikloroetana
KlorometanaMetil klorida
CH3
CH3Br
Cl
3-bromo-2-kloropentana
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Gugus Turunan Air
Turunan Air
Alkanol Alkoksialkana
4/4/2011 Tugas 1 Kimia Organik 26
R OH
R O
R
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Alkanol (Alkohol)
IUPAC
1. Tentukan rantai karbon terpanjang yangmengandung gugus OH
2. Mengganti akhiran “a” dengan “ol”
3. Rantai utama diberi nomor dari ujungterdekat dengan gugus -OH
4. Beri nama rantai cabang sesuai Abjad
4/4/2011 Tugas 1 Kimia Organik 27
CnH2n+1 -OH
R-OH
Trivial
Alkil + Alkohol
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Alkanol (Alkohol)
4/4/2011 Tugas 1 Kimia Organik 28
CH3
OHBr
CH3
OH
OH CH3
CH3 OH
1-butanol
2,3-pentanadiol
2-bromo-4-etilsiklobutanol
CH3
OH
OH CH2
Heks-5-en-2,3-diol
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Alkoksialkana(Eter)
IUPAC
1. Penamaan mengikuti alkana denganalkoksi (-OR) yang pendek sebagaicabang.
2. Rantai induk sebagai alkana.
4/4/2011 Tugas 1 Kimia Organik 29
CnH2n+2O
R-O-R
Trivial• Alkil terpendek + Alkil terpanjang + Eter
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Eter
CH3- O - C2H5
1- metoksi etanametil propil eter
1,2
CH3 – CH – O –CH3
CH3
1 2
3
2 – metoksi propanaisopropil metil eter
CH3 – O – CH – CH2 – CH3
CH31
432
2 – metoksi butanametil sek-butil eter
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Gugus Karbonil
Karbonil
Alkanal Alkanon
4/4/2011 Tugas 1 Kimia Organik 31
R R
O
R H
O
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Alkanal (Aldehid)
IUPAC
1. Penamaan mengikuti alkana tetapidiberi akhiran -al
2. Penomoran dimulai dari gugus karbonil
4/4/2011 Tugas 1 Kimia Organik 32
CnH2nO
R-CHO
Trivial
• Penamaan disesuaikan dengan asal-usul senyawanya.
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Alkanal (Aldehid)
4/4/2011 Tugas 1 Kimia Organik 33
Metanal
Formaldehida
Etanal
Asetaldehida
Propanal
Propionaldehida
Warna merah : nama Trivial
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Nama IUPAC dan Trivial Aldehid
4/4/2011 Tugas 1 Kimia Organik 34
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Alkanon (Keton)
IUPAC
1. Penamaan mengikuti alkana tapidiakhiri dengan –on.
2. Gugus keton memiliki nomor sekecilmungkin.
4/4/2011 Tugas 1 Kimia Organik 35
CnH2nO
R-CO-R
Trivial• Alkil terpendek + Alkil terpanjang + Keton
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Alkanon (Keton)
4/4/2011 Tugas 1 Kimia Organik 36
Propanon
Dimetil keton
Butanon
Metil etil keton
Warna merah : nama Trivial
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Nama IUPAC dan Trivial Keton
4/4/2011 Tugas 1 Kimia Organik 37
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CH
CH
CH
OC
HC
HC
HC
CH
CH
3-fenilpropenalSinamaldehida
13 2
Alkanal
CH3 – CH – CH2 – C = O H
CH3
14 3 2
3 – metil butanal
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Alkanon (Keton)
4/4/2011 Tugas 1 Kimia Organik 39
CH3
CH3
O
3-fenil-2-butanon
CH3
CH3
O
F
3-fluoro-2-pentanon
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H3C C
CH3
CH
C CH3
O
Keton
4-fenil-3-butena-2-onbenzalaseton
14 23
CH3
CH3 – CH2 – C – CH – CH3
O
5 4 3 2 1
2- metil – 3 – pentanonEtil isopropil keton
4-metil-3-pentena-2-onMesitil oksida
4 3 2 15
C
HC
HC
HC
CH
CH
CH
CH
C CH3
O
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Gugus Karboksil
Karboksil
AsamAlkanoat
AlkilalkanoatAlkanoilHalida
Alkilamida Anhidrida
4/4/2011 Tugas 1 Kimia Organik 41
O
OH
R
R
X
OO
O R
R
O
NH2
R
R
O
O
O
R
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Asam Alkanoat(Asam Karboksilat)
IUPAC1. Diberi awalan “Asam”2. Penamaan mengikuti alkana tapi berakhiran
-oat.3. Gugus karboksil memiliki nomor sekecil
mungkin.
4/4/2011 Tugas 1 Kimia Organik 42
CnH2nO2
R-COOH
TrivialAsam + Asal usul senyawa + oat
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Asam Alkanoat(Asam Karboksilat)
4/4/2011 Tugas 1 Kimia Organik 43
Asam metanoat
Asam formiat
Warna merah : nama Trivial
Asam etanoat
Asam asetat
Asam propanoat
Asam propionat
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Nama IUPAC dan Trivial Asam Karboksilat
4/4/2011 Tugas 1 Kimia Organik 44
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Asam Alkanoat(Asam Karboksilat)
4/4/2011 Tugas 1 Kimia Organik 45
Metil
Alkana + oat : Butanoat
IUPAC :Asam 3-metilbutanoat
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Asam Alkanoat(Asam Karboksilat)
4/4/2011 Tugas 1 Kimia Organik 46
O
OH
CH3
CH3
CH3
6 5
4 3
2 1
Alkana + oat : Heksanoat
Metil
Etil
IUPAC :Asam 2-etil-4-metilheksanoat
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Alkil Alkanoat(Ester)
IUPAC
Alkil + Alkanoat
4/4/2011 Tugas 1 Kimia Organik 47
CnH2nO2
R-COO-R
Metil metanoat
Metil formiat
Metil etanoat
Metil asetat
Metil propanoat
Metil propionat
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Alkil Alkanoat
4/4/2011 Tugas 1 Kimia Organik 48
13 2
Alkil : Metil
Alkanoat : Propanoat
IUPAC :Alkil + Alkanoat : Metil Propanoat
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Alkil Alkanoat
4/4/2011 Tugas 1 Kimia Organik 49
Alkil : Isopropil
Alkanoat : Etanoat
IUPAC :Alkil + Alkanoat : Isopropil Etanoat
2 1
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Alkanoil Halida
4/4/2011 Tugas 1 Kimia Organik 50
Br
O
CH3Butanoil bromida
F
O
CH3
CH3
3-etil-pentanoil fluorida
R
X
O
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Alkilamida
4/4/2011 Tugas 1 Kimia Organik 51
O
NH2
R
O
NH2
CH3
Pentamida
O
NH2
CH3
CH3
3-metilbutanamida
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Anhidrida
4/4/2011 Tugas 1 Kimia Organik 52
R
O
O
O
R
Propanoat anhidrida
O
O
O
CH3
CH3
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Amina
Penamaan amina mengikuti alkanadimana alkil disebutkan terlebih dahulu.
4/4/2011 Tugas 1 Kimia Organik 53
R-NH2
CH3 NH2
Butil amina
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Nitril
4/4/2011 Tugas 1 Kimia Organik 54
R-CN
CH3 N
Butananitril
CH3
CH3
N
2-metilbutananitril
R
N
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Nitro
4/4/2011 Tugas 1 Kimia Organik 55
R-NO2
CH3
N+
O-
O
Nitrobutana
R N
O
O
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Amida
4/4/2011 Tugas 1 Kimia Organik 56
R-CO-NH2
CH3
O
NH2
ButanamidaR
N
O
R
R
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Senyawa Aromatik(Benzena & Turunannya)
SenyawaAromatik
BenzenaMonosubstitusi
BenzenaDisubstitusi
SenyawaPolisiklik
4/4/2011 Tugas 1 Kimia Organik 57
Benzena
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Benzena Monosubstitusi
4/4/2011 Tugas 1 Kimia Organik 58
Klorobenzena
Fenil klorida
Metil benzena
Toluena
Fenil etena
Stirena
CH3ClCH2
OCH3
Metoksi benzena
Anisol
Warna merah : nama Trivial
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Benzena Disubstitusi
4/4/2011 Tugas 1 Kimia Organik 59
CH3
CH3
CH3
CH3
CH3
CH3
CH3
OH
1,2-dimetil benzena
Orto xilena
1,3-dimetil benzena
Meta xilena
1,4-dimetil benzena
Para xilena
3-metil hidroksibenzena
Meta metil fenol
Warna merah : nama Trivial
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Senyawa Polisiklik
4/4/2011 Tugas 1 Kimia Organik 60
Naftalena (kapur barus) Antrasena
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Senyawa Heterosiklik
4/4/2011 Tugas 1 Kimia Organik 61
N
N
N
CH3
Piridin Nikotin
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Referensi
Fessenden & Fessenden, 1992. Kimia Organik Jilid 1, Edisi Ketiga. Jakarta : Erlangga.
http://media.diknas.go.id/media/document/4634.pdf
http://smartchem1.files.wordpress.com/2010/01/hidro-karbon-finish-edit.ppt
4/4/2011 Tugas 1 Kimia Organik 62
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4/4/2011 Tugas 1 Kimia Organik 63