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All Journal Jurnal Ilmu Kimia Universitas Brawijaya Journal of Innovation and Applied Technology Natural B The Journal of Pure and Applied Chemistry Research Makara Journal of Science
Mohammad Farid Rahman
Brawijaya University
Chemical Engineering, Chemistry & Bioengineering Chemistry Computer Science & IT Environmental Science Materials Science & Nanotechnology Medicine & Pharmacology

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PENGARUH VARIASI TEMPERATUR TERHADAP SINTESIS SENYAWA ORGANONITROGEN BERBASIS α-PINENA DARI HASIL ISOLASI MINYAK TERPENTIN Meiliyanto, Rendra Yudantara; Rahman, Mohammad Farid; Utomo, Edi Priyo
Jurnal Ilmu Kimia Universitas Brawijaya Vol 2, No 2 (2013)
Publisher : Jurusan Kimia, FMIPA Universitas Brawijaya

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Abstract

Telah dilakukan sintesis senyawa organonitrogen dari bahan dasar α-pinena hasil isolasi dari minyak terpentin. Sintesis dilakukan  dengan variasi temperatur  yaitu (-15) – (-10) °C, 27 °C dan 90 °C. Pemilihan temperatur tersebut bertujuan untuk membandingkan senyawa produk organonitrogen yang terbentuk. α-Pinena diisolasi dari minyak terpentin dengan metode distilasi fraksinasi menggunakan pengurangan tekanan, diperoleh kadar kemurnian sebesar 88,46 %. Reaksi Ritter ini menghasilkan senyawa yang beragam, akibat adanya penataan ulang posisi karbokation pada struktur α-pinena. Produk utama yang dihasilkan berupa N-(1,7,7-trimetilbisiklo[2.2.1]heptan-2-il)asetamida; N-(2-(4-metilsikloheks-3-enil)propan-2-il)asetamida dan N-(2,6,6-trimetil bisiklo[3.1.1]heptan-2-il)asetamida. Secara umum, semakin bertambahnya temperatur maka akan meningkatkan energi molekul untuk melakukan reaksi. Akan tetapi senyawa yang terbentuk juga dipengaruhi oleh kestabilan strukturnya.
STUDI PENGARUH WAKTU REAKSI TERHADAP SINTESIS SENYAWA ORGANONITROGEN BERBASIS α-PINENA MELALUI REAKSI RITTER Fatma, Aliya; Rahman, Mohammad Farid; Ulfa, Siti Mariyah
Jurnal Ilmu Kimia Universitas Brawijaya Vol 2, No 1 (2013)
Publisher : Jurusan Kimia, FMIPA Universitas Brawijaya

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Abstract

The aim of this research is to synthesize organonitrogen compound using α-pinene as starting material which reacted with acetonitrile and acid catalysts through Ritter reaction. The reactions were optimized by modifying a reaction time varied from 6, 10, and 15 hours. α-Pinene used in this reaction was isolated from turpentin oil by fractional distillation in 88.46%. There were three major products obtained from reaction of α-pinene, acetonitrile and H2SO4 97%, that is, N-(2,6,6-trimethylbicyclo[3.1.1]heptan-2-yl)acetamide as product 1, N-(2-(4-methylcyclohex-3-enyl)propan-2-yl) acetamide  as product 2, and N-(1,7,7-trimethylbicyclo[2.2.1] heptan-2-yl)acetamide as product 3. The percentage of product 2 and product 3 were increased by the increasing of reaction time, while product 1 was decreased. This result is considered by different stability of product structure. Product 2 and 3 should be the most stable structure than product 2. The other acetamide derivatives were also produced but in low percentage. Key words: α-pinena, Ritter reaction, acetamide compound, organonitrogen compound, reaction time
Studi Waktu Reaksi Kondensasi terhadap Sintesis Senyawa Turunan Furfural dengan Aseton Esya, Firdausy Amalina; Ulfa, Siti Mariyah; Rahman, Mohammad Farid
Jurnal Ilmu Kimia Universitas Brawijaya Vol 1, No 1 (2014)
Publisher : Jurusan Kimia, FMIPA Universitas Brawijaya

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Abstract

Penelitian ini bertujuan untuk melakukan sintesis senyawa turunan furfural yang diperoleh dari reaksi kondensasi aldol dengan aseton. Reaksi kondensasi ini berlangsung pada waktu reaksi 4, 8, dan 16 jam menggunakan katalis NaOH 10% pada temperatur ruang. Metode yang dilakukan dalam penelitian ini adalah dengan mengisolasi furfural dari tongkol jagung, kemudian dilakukan uji kualitatif dan uji spektrometri. Dari hasil analisis kromatografi gas didapatkan furfural hasil hidrolisis memiliki kemurnian sebesar 96%. Selanjutnya, reaksi kondensasi pada berbagai waktu reaksi menunjukkan furfural telah terkonversi menjadi produk kondensasi sebesar 54,58% (b/b) untuk waktu reaksi 4 jam, 57,91% (b/b) untuk waktu reaksi 8 jam, dan 85% (b/b) untuk waktu reaksi 16 jam. Hal ini menunjukkan bahwa dengan bertambahnya waktu reaksi akan meningkatkan produk kondensasi yang terbentuk. Tahap selanjutnya adalah analisis produk kondensasi dengan spektrofotometer UV-Vis, FT-IR, dan 1H-NMR. Produk hasil kondensasi aldol yang teridentifikasi adalah 4-(2-furanil)-3-buten-2-on.
REAKSI KONDENSASI ALDOL ANTARA FURFURAL DAN ASETON MENGGUNAKAN KATALIS MgO/γ-Al2O3 DENGAN METODE MICROWAVE ASSISTED ORGANIC SYNTHESIS (MAOS) Nisa', Khibrun; Ulfa, Siti Mariyah; Rahman, Mohammad Farid
Jurnal Ilmu Kimia Universitas Brawijaya Vol 2, No 1 (2014)
Publisher : Jurusan Kimia, FMIPA Universitas Brawijaya

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Abstract

Penelitian ini bertujuan untuk mengetahui aktivitas dan selektivitas katalis MgO/γ-Al2O3 terhadap reaksi kondensasi aldol antara furfural dan aseton dengan metode MAOS. Karakterisasi katalis dilakukan dengan metode difraksi sinar-X (DSX) dan mikroskop elektron pindai-dispersi energi sinar-X (SEM-EDS). Uji aktivitas katalis dilakukan dengan variasi waktu reaksi 30, 40, 120, 240 menit menggunakan perbandingan mol furfural dan aseton 1:1. Hasil analisis dengan spektrofotometer UV-Vis menunjukkan bahwa katalis MgO/γ-Al2O3 mempunyai aktivitas rendah terhadap reaksi kondensasi. Produk kondensasi memiliki panjang gelombang maksimum (λmaks) yang sama dengan furfural.
Identifikasi Polisiklik Aromatik Hidrokarbon (PAH) dalam Emisi Kendaraan Bermotor dengan Menggunakan Whatman Filter Paper PM 2.5 Virosa, Achmad Virdi; Rahman, Mohammad Farid; Wardoyo, Arianto Y.P
Jurnal Ilmu Kimia Universitas Brawijaya Vol 2, No 2 (2014)
Publisher : Jurusan Kimia, FMIPA Universitas Brawijaya

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Abstract

Penelitian ini bertujuan untuk mengidentifikasi Polisiklik Aromatik Hidrokarbon (PAH) dalam Particulate Matter 2.5 µm (PM 2.5) yang diemisikan oleh beberapa sepeda motor. Emisi ditangkap dengan menggunakan Whatman Filter Paper PM 2.5. Senyawa PAH diisolasi dengan menggunakan metode ekstraksi soxhlet.. Analisis dilakukan dengan menggunakan instrumen Gas Chromatography Mass Spectrophotometer (GC/MS). Setelah dilakukan analisis dengan instrumen GC/MS terdapat beberapa senyawa PAH yang terdeteksi. Dari beberapa senyawa yang terdeteksi terdapa 4 senyawa PAH yang memiliki konsentrasi yang cukup tinggi, antara lain 1-naphthalen-2yl-ethanone, c-(3-vivyl-naphthalen-2-yl)-methylamine, 3-methyl-1,2,3,4-tetrahydro-anthracen-2-ylamine, dan 9-vinyl-naphthacene-2-carbonitrile.
IDENTIFIKASI POLISIKLIK AROMATIK HIDROKARBON (PAH) PADA EMISI KENDARAAN BERMOTOR DENGAN WHATMAN FILTER PAPER PM10 Shadiq, Jakfar; Rahman, Mohammad Farid; Wardoyo, Arinto Y.P.
Jurnal Ilmu Kimia Universitas Brawijaya Vol 2, No 2 (2014)
Publisher : Jurusan Kimia, FMIPA Universitas Brawijaya

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Abstract

ABSTRAK Penelitian ini bertujuan untuk identifikasi komponen PAH dan   partikulat   dari   emisi   kendaraan   bermotor. Penangkapan komponen PAH dan partikulat dari emisi kendaraan bermotor menggunakan Whatman Filter Paper PM10 selama 60 menit. Selanjutnya Whatman Filter Paper PM10 diisolasi menggunakan soxhlet selama 10 jam dengan menggunakan pelarut diklorometana. Ekstrak yang diperoleh dipekatkan dengan gas nitrogen, Kemudian dipisahkan dengan kromatografi kolom dan  dikarakterisasi menggunakan kromatografi lapis tipis. Sampel dianalisis menggunakan Kromatografi Gas Spektroskopi Massa (KG-SM). Hasil dari emisi kendaraan bermotor  menunjukkan adanya beberapa komponen PAH yang sebagian besar terdiri dari C-(3-Vinyl-benzo[ghi]fluoranthen-4-yl)-methylamine, 3-Methyl-1,2,3,4-tetrahydro-anthracen-2-ylamine, and C-(3-Vinyl- naphthalen-2-yl)-methylamine. Kata kunci: PAH, Partikulat, Soxhlet, KG-SM. ABStract This study was aimed to identify PAHs componds in PM10 emitted by motor cycles. The PM10 particulates were trapped by a whatman filter paper PM10 for 60 minutes. The filter was isolated using soxhlet extraction for 10 hours with dichloromethane solvent, the solution was extracted by a nitrogen gases. Then the solution was separated using a column chromatography and characterized using thin layer chromatography. Finally the samples was analyzed using a GC-MS. The results showed that the PM10 emission from motor cycles contained of a several PAHs with the relativity large amount of C-(3-Vinyl-benzo[ghi]fluoranthen-4-yl)-methylamine, 3-Methyl-1,2,3,4-tetrahydro-anthracen-2-ylamine, and C-(3-Vinyl-naphthalen-2-yl)-methylamine. Keywords: PAH, Particulate Matter, Soxhlet, GC-MS
STUDI REAKSI HIDROGENASI SENYAWA TURUNAN FURFURAL MENGGUNAKAN KATALIS Ni/γ-Al2O3 Kusumaningsih, Chairulita Putri; Ulfa, Siti Mariyah; Rahman, Mohammad Farid
Jurnal Ilmu Kimia Universitas Brawijaya Vol 1, No 1 (2015)
Publisher : Jurusan Kimia, FMIPA Universitas Brawijaya

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Abstract

Reaksi hidrogenasi senyawa turunan furfural hasil kondensasi antara furfural dan aseton dilakukan dengan menggunakan katalis Ni/γ-Al2O3. Reaksi hidrogenasi dilakukan dengan metode autoclave oil batch reactor pada suhu 100–180 oC dalam waktu reaksi 6–8 jam. Katalis Ni/γ-Al2O3 dibuat dengan cara impregnasi basah dengan melarutkan Ni(NO3)2.6H2O dalam metanol dan diaduk bersama g-Al2O3 selama 24 jam. Katalis, kemudian dikalsinasi dan hidrogenasi pada suhu 550 oC dan 500 oC. Uji aktivitas katalis pada campuran produk hasil kondensasi furfural dengan aseton dalam pelarut isopropanol menunjukkan terbentuknya produk hidrogenasi 1,5-di-(furan-2-il)-penta-1-en-3-on sebesar 13,21% berdasarkan perhitungan luas area hasil Kromatografi Gas. Reaksi ini dilakukan pada suhu 140oC selama 8 jam. Kata kunci: Hidrogenasi, Ni/γ-Al2O3, Senyawa turunan furfural, Oil Batch Reactor Autoclave
ANALISIS MINYAK TERPENTIN (Pinus merkusii) HASIL PRODUKSI PERUSAHAAN LOKAL DAN PERDAGANGAN MENGGUNAKAN KROMATOGRAFI GAS-SPEKTROSKOPI MASSA (KG-SM) SERTA METODE PEMURNIANNYA Amini, Rekfa Wika; Masruri, Masruri; Rahman, Mohamad Farid
Jurnal Ilmu Kimia Universitas Brawijaya Vol 1, No 1 (2014)
Publisher : Jurusan Kimia, FMIPA Universitas Brawijaya

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Abstract

A qualitative and quantitative analysis of the turpuntine oils was undertaken by means of gas chromatography and mass spectroscopy. Two types of sample was analyzed, one was bought from local market in Malang and a sample originally from local producer. Analysis was conducted directly from raw sample after drying over magnesium sulfate anhydrate and also after purification under fractional distillation. It was found that at least 13 compounds was detected contains of turpuntine oil sample from local producer and 10 compounds compose of sample from local market in Malang. α-Pinene as the main compound composes 64.63% from the first sample meanwhile sample from local market indicate in 55.75%. Moreover, fractional distillation under reduced pressure could provide α-pinene in 88.2% purity and 11.8% of δ-carene as the minor compound, respectively.   Keywords:  turpentine oil, α-pinene, GC-MS, essential oil
The derivatization of α-Pinena: Synthesis of Organonitrogen Compounds and Study of Its Potential as a Drug Candidate Mohammad Farid Rahman; Rurini Retnowati; Suratmo Suratmo
Natural B, Journal of Health and Environmental Sciences Vol 1, No 1 (2011)
Publisher : Natural B, Journal of Health and Environmental Sciences

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (68.068 KB) | DOI: 10.21776/ub.natural-b.2011.001.01.10

Abstract

a-Pinene is the major compound in oil of turpentine that can be developed as the- starting material to synthesize compounds that have potential as organonitrogen ingredients through biological and physiological properties. Changes a-pinene into organonitrogen compounds can be carried out via addition reactions to the alkene group through Ritter reaction using acetonitrile or benzonitrile reagent. Carbocation rearrangement that occurs in reaction to direct the reaction products varies. a-Pinene reaction with acetonitrile to produce the compounds N-[1-Methyl-1-(4-methyl-cyclohex-3-enyl)-ethyl]-acetamide, N-(1,5-Dimethyl-1-vinyl-hex-4-enyl)-acetamide and N-(2,6,6-trimethyl-bicyclo[3.1.1] hept-2-yl)-acetamide. While a-pinene reactions with benzonitrile to produce the compounds of N-(1,5-Dimethyl-1-vinyl-hex-4-enyl)-benzamide and N-[1-Methyl-1-(4-methyl-cyclohex-3-enyl)-ethyl]-benzamide. Reaction products with ingredients benzonitrile (LC50 = 203.86 ppm) has a higher toxicity than acetonitrile-based reaction product (LC50 = 504.80 ppm) based on the test Brine Shrimp Lethality Test (BSLT).
Synthesis Organonitrogen Compounds from Patchouli Alcohol Through Ritter Reaction with Acetonitrile and Its Toxicity to Artemia salina Leach. Khoirun Nisyak; Mohammad Farid Rahman; Sutrisno Sutrisno
The Journal of Pure and Applied Chemistry Research Vol 2, No 1 (2013)
Publisher : Chemistry Department, The University of Brawijaya

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (322.756 KB) | DOI: 10.21776/ub.jpacr.2013.002.01.113

Abstract

Patchouli oil contains a compound with biological activities to human body called the patchouli alcohol that can be further developed in medical field. This research aimed to synthesize organonitrogen compound from patchouli alcohol through Ritter reaction with acetonitrile and discover its toxicity towards Artemia salina Leach. The isolation of patchouli alcohol from patchouli oil using fractional distillation under reduced pressure method. The synthesis of organonitrogen compound is done at room temperature with the mol ratio of patchouli alcohol: acetonitrile: sulfuric acid is 1:1,5:4 for 24 hours. The result showed that the amount of patchouli alcohol produced from fractional distillation is 65,25%. The main product yielded from the synthesis between patchouli alcohol and acetonitrile through Ritter reaction is 36,93 % of N-(4,8a,9,9-tetramethyl decahydro-1,6-methanonaphtalene-1-yl) acetamide. Starting material used have LC50 of 77,39 ppm. The product of synthesis have higher toxicity level than starting material, which have LC50 value is 10,39 ppm with the potential as medical compounds.
Co-Authors Achmad Virdi Virosa Amini, Rekfa Wika Anna Roosdiana Arianto Y.P Wardoyo Arie Srihardyastuti Arinto Y.P. Wardoyo Chairulita Putri Kusumaningsih Christiana Adi Damayanti Danar Purwonugroho Dwisari, Fath Edi Priyo Utomo Elvina Dhiaul Iftitah Esya, Firdausy Amalina Fatma, Aliya I Made Jiwa Astika Ika Oktavia Wulandari Indah Prihartini Khoirun Nisyak Masruri Masruri Nisa', Khibrun Pangesti, Laras Rachmat Triandi Tjahjanto Rendra Yudantara Meiliyanto Rurini Retnowati Shadiq, Jakfar Siti Mariyah Ulfa Siti Mariyah Ulfa Sri Wardhani Suratmo Suratmo Sutrisno Sutrisno Tri Ardyati Yudhi Dwi Kurniawan