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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 30, 2000 - Issue 10
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Original Articles

A Convenient Method for Selective Mono or Dinitration of Phenol under Mild Conditions

Mohammad Ali Zolfigol Department of Chemistry, College of Science, University of Bu-Ali Sina, zip code 65174, Hamadan, I.R., Iran
,
Ezat Ghaemi Department of Chemistry, College of Science, University of Bu-Ali Sina, zip code 65174, Hamadan, I.R., Iran
&
Elahe Madrakian Department of Chemistry, College of Science, University of Bu-Ali Sina, zip code 65174, Hamadan, I.R., Iran
Pages 1689-1694 | Accepted 01 Aug 1999, Published online: 04 Dec 2007

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Srinivas Pasnoori, Chinna Rajanna Kamatala, Satish Kumar Mukka & Rajendar Reddy Kancharla. (2014) Prussian Blue as an Eco-Friendly Catalyst for Selective Nitration of Organic Compounds Under Conventional and Nonconventional Conditions. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 44:3, pages 364-370.
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Hassan Fathinejad Jirandehi & Marjan Mirzaeian. (2011) Nitration of Phenolic Compounds by Antimony Nitrate. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 41:3, pages 284-286.
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Wen‐Bin Yi & Chun Cai. (2006) Highly Efficient Dinitration of Aromatic Compounds in Fluorous Media using Ytterbium Perfluorooctanesulfonate and Perfluorooctanesulfonic Acid as Catalysts. Synthetic Communications 36:20, pages 2957-2961.
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Mohammad Ali Zolfigol, Farhad Shirini & Arash Ghorbani Chogamarani. (2003) Silica Chloride/NaNO2 as a Novel Heterogeneous System for the Nitration of Phenols Under Mild Conditions. Phosphorus, Sulfur, and Silicon and the Related Elements 178:9, pages 2019-2025.
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R. Rajagopal & K. V. Srinivasan. (2003) Regio-selective Mono Nitration of Phenols with Ferric Nitrate in Room Temperature Ionic Liquid. Synthetic Communications 33:6, pages 961-966.
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Mohammad Ali Zolfigol, Gholamabbas Chehardoli & Shadpour E. Mallakpour. (2003) Silica Sulfuric Acid/NaNO2 as a Novel Heterogeneous System for the Oxidation of Urazoles Under Mild Conditions. Synthetic Communications 33:5, pages 833-841.
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Mohammad Ali Zolfigol, Mohammad Hassan Zebarjadian, Iraj Mohammadpoor-Baltork & Mojtaba Shamsipur. (2002) DEPROTECTION OF 1,1-DIACETATES WITH [NO+ ⋅ CROWN ⋅ H(NO3)2 −]. Synthetic Communications 32:18, pages 2803-2808.
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Jafar Asgarian Damavandi, Mohammad Ali Zolfigol & Bahador Karami. (2001) OXIDATION OF 1,2-DIHYDROQUINOLINES UNDER MILD AND HETEROGENEOUS CONDITIONS. Synthetic Communications 31:20, pages 3183-3187.
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Mohammad Ali Zolfigol, Mohammad Hassan Zebarjadian, Majid M. Sadegh, Iraj Mohammadpoor-Baltork, Hamid Reza Memarian & Mojtaba Shamsipur. (2001) CHEMOSELECTIVE OXIDATION OF 1,4-DIHYDROPYRIDINES WITH [NO+.CROWN.H(NO3)2 −]. Synthetic Communications 31:6, pages 929-934.
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Mohammad Ali Zolfigol, Arash Ghorbani Choghamarani, Farhad Shirini, Hassan Keypour & Sadegh Salehzadeh. (2001) CHEMOSELECTIVE N-NITROSATION OF SECONDARY AMINES UNDER MILD AND HETEROGENEOUS CONDITIONS. Synthetic Communications 31:3, pages 359-365.
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Runlai Li, Zhenming Zhang, Jiangyu Ji, He Li, Chi Liu & Shu-an Li. (2023) A Facile and Green Nitration of Easily-Hydrolyzed Aromatic Compounds Based on Direct Filtration and H2SO4 Recycling. Letters in Organic Chemistry 20:11, pages 1089-1093.
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Tom G. Driver & Van Vu. 2023. Reference Module in Chemistry, Molecular Sciences and Chemical Engineering. Reference Module in Chemistry, Molecular Sciences and Chemical Engineering.
Hassan Sepehrmansourie, Mahmoud Zarei, Mohammad Ali Zolfigol, Sima Kalhor & Hu Shi. (2022) Catalytic chemo and homoselective ipso-nitration under mild condition. Molecular Catalysis 531, pages 112634.
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Alexandr K. Kharchenko, Ruslan V. Fauziev, Mikhail N. Zharkov, Ilya V. Kuchurov & Sergei G. Zlotin. (2021) Nitration of aromatics with dinitrogen pentoxide in a liquefied 1,1,1,2-tetrafluoroethane medium. RSC Advances 11:42, pages 25841-25847.
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Kristijan Vidović, Ana Kroflič, Primož Jovanovič, Martin Šala & Irena Grgić. (2019) Electrochemistry as a Tool for Studies of Complex Reaction Mechanisms: The Case of the Atmospheric Aqueous-Phase Aging of Catechols. Environmental Science & Technology 53:19, pages 11195-11203.
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Feng-Chao Guo, Min-Zun Ji, Pu Zhang & Zhi-Xin Guo. (2018) Facile nitration of aromatic compounds using Bi(NO3)3·5H2O/MgSO4 under mechanochemical conditions. Green Processing and Synthesis 7:5, pages 453-459.
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Hemchandra K. Chaudhari, Akshata Pahelkar & Balaram S. Takale. (2017) Preparative-scale synthesis of amino coumarins through new sequential nitration and reduction protocol. Tetrahedron Letters 58:43, pages 4107-4110.
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Yu. G. Khabarov, D. E. Lakhmanov, D. S. Kosyakov, N. V. Ul’yanovskii, V. A. Veshnyakov & O. A. Nekrasova. (2016) Nitration of phenol in 1,4-dioxane. Russian Journal of Applied Chemistry 88:11, pages 1783-1787.
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Yang Lu, Yaming Li, Rong Zhang, Kun Jin & Chunying Duan. (2013) Regioselective ortho-nitration of N-phenyl carboxamides and primary anilines using bismuth nitrate/acetic anhydride. Tetrahedron 69:45, pages 9422-9427.
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Guobing Yan & Minghua Yang. (2013) Recent advances in the synthesis of aromatic nitro compounds. Organic & Biomolecular Chemistry 11:16, pages 2554.
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Yu. G. Khabarov, D. E. Lakhmanov, D. S. Kosyakov & N. V. Ul’yanovskii. (2012) Synthesis of 2,4-dinitrophenol. Russian Journal of Applied Chemistry 85:10, pages 1577-1580.
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Hamid Goudarziafshar. (2012) A new method for the mononitration of phenol derivatives by poly(4-vinylpyridinium nitrate) and silica sulfuric acid under mild conditions. Chinese Chemical Letters 23:4, pages 458-461.
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Urvashi Yadav, Hemant Mande & Prasanna Ghalsasi. (2011) Nitration of Phenols Using Cu(NO 3 ) 2 : Green Chemistry Laboratory Experiment . Journal of Chemical Education 89:2, pages 268-270.
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Li Ji, Chao Qian, Mei-xin Liu & Xin-zhi Chen. (2011) Highly Efficient Nitration of Phenolic Compounds using Some Nitrates and Oxalic Acid under Solvent-Free Conditions. Journal of Chemical Research 35:2, pages 101-103.
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M. Arshadi, M. Ghiaci & A. Gil. (2010) Nitration of Phenol over a ZSM-5 Zeolite. Industrial & Engineering Chemistry Research 49:12, pages 5504-5510.
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Zvi RappoportV. Prakash Reddy & G. K. Surya Prakash. 2010. Patai's Chemistry of Functional Groups. Patai's Chemistry of Functional Groups.
Pingsheng Zhang, Miall Cedilote, Thomas P. Cleary & Michael E. Pierce. (2007) Mono-nitration of aromatic compounds via their nitric acid salts. Tetrahedron Letters 48:49, pages 8659-8664.
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R Sabnis. 2007. Handbook of Acid-Base Indicators. Handbook of Acid-Base Indicators 243 281 .
Galla Srihari, Manda Nagaraju & Madugula Marthanda Murthy. (2007) Solvent‐Free One‐Pot Synthesis of Amidoalkyl Naphthols Catalyzed by Silica Sulfuric Acid. Helvetica Chimica Acta 90:8, pages 1497-1504.
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J. Jon Paul Selvam, V. Suresh, K. Rajesh, S. Ravinder Reddy & Y. Venkateswarlu. (2006) Highly efficient nitration of phenolic compounds by zirconyl nitrate. Tetrahedron Letters 47:15, pages 2507-2509.
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Mohammad A. Zolfigol, Ezat Ghaemi, Elaheh Madrakian & Arash G. Choghamarani. (2006) 1,3-Dihalo-5,5-dimethylhydantoin or citric acid/NaNO2 as a heterogeneous system for the selective mononitration of phenols under mild conditions. Mendeleev Communications 16:1, pages 41-42.
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Michael B. Smith. 2003. Compendium of Organic Synthetic Methods. Compendium of Organic Synthetic Methods 470 482 .
. (2003) Chemoselective N-Nitrosation of Secondary Amines under Mild and Heterogeneous Conditions. Bulletin of the Korean Chemical Society 24:5, pages 638-640.
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Mohammad Ali ZolfigolArash Ghorbani ChoghamaraniSolmaz DialamehMajid M. Sadeghi, Iraj Mohammadpoor-Baltork & Hamid Reza Memarian. (2019) An Efficient Method for the Oxidation of 1,4-Dihydropyridines under Mild and Heterogeneous Conditions via in Situ Generation of NOCl . Journal of Chemical Research 2003:1, pages 18-20.
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Mohammad Ali Zolfigol. (2001) Silica sulfuric acid/NaNO2 as a novel heterogeneous system for production of thionitrites and disulfides under mild conditions. Tetrahedron 57:46, pages 9509-9511.
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Mohammad Ali Zolfigol, Mehdi Torabi & Shadpour E Mallakpour. (2001) Silica chloride/NaNO2 as a novel heterogeneous system for the oxidation of urazoles under mild conditions. Tetrahedron 57:39, pages 8381-8384.
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Mohammad Ali ZolfigolMohammad Hassan ZebarjadianGholamabbas ChehardoliHassan KeypourSadegh SalehzadehMojtaba Shamsipur. (2001) N-Nitrosation of Secondary Amines with [NO + ·Crown·H(NO 3 ) 2 - ] . The Journal of Organic Chemistry 66:10, pages 3619-3620.
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Mohammad Ali Zolfigol, Mohammad Hassan Zebarjadian, Gholamabbas Chehardoli, Shadpour E Mallakpour & Mojtaba Shamsipur. (2001) An efficient method for the oxidation of urazoles with [NO+·crown·H(NO3)2−]. Tetrahedron 57:8, pages 1627-1629.
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Mohammad Ali Zolfigol, Farhad Shirini, Arash Ghorbani Choghamarani, Abolfazl Taqian-Nasab, Hassan Keypour & Sadegh Salehzadeh. (2019) Chemoselective N-nitrosation of secondary amines under mild and heterogeneous conditions via in situ generation of NOCl. Journal of Chemical Research 2000:9, pages 420-422.
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Mohammad Ali Zolfigol, Ezat Ghaemi & Elahe Madrakian. (2010) ChemInform Abstract: A Convenient Method for Selective Mono or Dinitration of Phenol under Mild Conditions.. ChemInform 31:34.
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Mohammad Ali Zolfigol, Maryam Kiany-Borazjani, Majid M. Sadeghi, Hamid Reza Memarian & Iraj Mohammadpoor-Baltork. (2019) An Efficient and Chemoselective Method for the Oxidation of 1,4-dihydropyridines under mild and heterogeneous conditions. Journal of Chemical Research 2000:4, pages 167-169.
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