Production Method 1

90-02-8

97-51-8

Reaction Conditions

1.1 Reagents: Zinc nitrate Solvents: Water ,  Polyethylene glycol ;  3 - 4 min

Reference

Ultrasonic and microwave effects in polyethylene glycol-bound metal nitrate initiated nitration of aromatic compounds under acid free conditions

Rajanna, K. C.; Chary, V. Sudhakar; Kumar, M. Satish; Krishnaiah, G.; Srinivas, P.; et al, Green Chemistry Letters and Reviews, 2015, 8(3-4), 50-55

Production Method 2

90-02-8

97-51-8

Reaction Conditions

1.1 Reagents: Nitric acid Solvents: Acetic acid ,  Water ;  6 h, rt

Reference

Design, synthesis, biological evaluation of substituted benzofurans as DNA gyrase B inhibitors of Mycobacterium tuberculosis

Renuka, Janupally; Reddy, Kummetha Indrasena; Srihari, Konduri; Jeankumar, Variam Ullas; Shravan, Morla; et al, Bioorganic & Medicinal Chemistry, 2014, 22(17), 4924-4934

Production Method 3

25016-02-8

97-51-8

Reaction Conditions

1.1 Reagents: Trimethylsilyl iodide Solvents: Chloroform

Reference

Demethylation of some aryl methyl ethers and selective demethylation of some pyrones by the use of iodotrimethylsilane

Younis, Y. M. H., International Journal of Chemistry (Calcutta, 2001, 11(2), 75-85

Production Method 4

97-51-8

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid ;  15 h, 85 °C; 85 °C → rt
1.2 Reagents: Sodium carbonate Solvents: Water ;  pH 5, rt

Reference

Synthesis and bioevaluation of 2-phenyl-5-methyl-2H-1,2,3-triazole-4-carboxylic acid/carbohydrazide derivatives as potent xanthine oxidase inhibitors

Shi, Ailong; Wang, Defa; Wang, He; Wu, Yue; Tian, Haiqiu; et al, RSC Advances, 2016, 6(115), 114879-114888

Production Method 5

39224-61-8

97-51-8

Reaction Conditions

1.1 Reagents: 4-Aza-1-azoniabicyclo[2.2.2]octane, 1-decyl-, (T-4)-chlorotrioxochromate(1-) (1:… ;  8 min, rt

Reference

Oxidation of alcohols with 1-decyl-4-aza-1-azoniabicyclo[2.2.2]octane chlorochromate under conventional and solvent-free conditions

Hajipour, A. R.; Bagheri, H. R.; Ruoho, A. E., Russian Journal of Organic Chemistry, 2006, 42(6), 844-848

Production Method 6

90-02-8

97-51-8

Reaction Conditions

1.1 Reagents: Zirconium oxynitrate Solvents: Acetone ;  2 h, 50 °C

Reference

Highly efficient nitration of phenolic compounds by zirconyl nitrate

Selvam, J. Jon Paul; Suresh, V.; Rajesh, K.; Reddy, S. Ravinder; Venkateswarlu, Y., Tetrahedron Letters, 2006, 47(15), 2507-2509

Production Method 7

90-02-8

97-51-8

Reaction Conditions

1.1 Reagents: Methanesulfonic acid ,  Alumina ,  Magnesium nitrate hexahydrate ;  > 1 min
1.2 40 min, rt

Reference

Al2O3/MeSO3H (AMA) as a novel heterogeneous system for the nitration of aromatic compounds by magnesium nitrate hexahydrate

Hosseini-Sarvari, Mona; Tavakolian, Mina, Journal of Chemical Research, 2008, (12), 722-724

Production Method 8

111317-16-9

97-51-8

Reaction Conditions

1.1 Reagents: Silica ,  Water ,  Silicon tetrachloride Solvents: Hexane ;  0.5 h, reflux

Reference

Silica chloride/wet SiO2 as a novel heterogeneous system for deprotection of oximes, hydrazones, and semicarbazones

Shirini, F.; Zolfigol, M. A.; Khaleghi, M.; Mohammadpour-Baltork, I., Synthetic Communications, 2003, 33(11), 1839-1844

Production Method 9

90-02-8

97-51-8

Reaction Conditions

1.1 Reagents: Acetic acid ,  Nitric acid ;  rt

Reference

Highly Sensitive Fluorescence Molecular Switch for the Ratio Monitoring of Trace Change of Mitochondrial Membrane Potential

Wang, Caixia; Wang, Ge; Li, Xiang; Wang, Kui; Fan, Jing; et al, Analytical Chemistry (Washington, 2017, 89(21), 11514-11519

Production Method 10

1595-15-9

97-51-8

Reaction Conditions

1.1 Reagents: Phosphonium, methyltriphenyl-, salt with peroxydisulfuric acid ([(HO)S(O)2]2O2) … Solvents: Acetonitrile ;  5 s, reflux

Reference

Methyltriphenylphosphonium peroxydisulfate (MTPPP): A mild and inexpensive reagent for the cleavage of oximes, phenylhydrazones and 2,4-dinitrophenylhydrazones to the corresponding carbonyl compounds under non-aqueous conditions

Hajipour, A. R.; Zahmatkesh, S.; Ruoho, A. E., Journal of the Iranian Chemical Society, 2008, ,

Production Method 11

89-98-5

97-51-8

Reaction Conditions

1.1 Reagents: Sulfuric acid ,  Fuming nitric acid ;  3 h, -5 °C

Reference

Synthesis of 1',3'-dihydro-1',3',3'-trimethyl-6-nitrospiro[2H-1-benzothiopyran-2,2'-[2H]indole]

, China, , ,

Production Method 12

1498-88-0

97-51-8

Reaction Conditions

1.1 Reagents: Potassium peroxymonosulfate sulfate (2KHSO5.KHSO4.K2SO4) Solvents: Methanol

Reference

Fischer's base as a protecting group: protection and deprotection of 2-hydroxybenzaldehydes

Cho, Young Jin; Lee, Seung Hwan; Bae, Jong Woo; Pyun, Hyung-Jung; Yoon, Cheol Min, Tetrahedron Letters, 2000, 41(20), 3915-3917

Production Method 13

97-51-8

Reaction Conditions

1.1 Reagents: Sulfuric acid Catalysts: 1-Methylimidazole ;  30 min, rt → 80 °C; 4 h, rt

Reference

Method for preparing 5-nitrosalicylaldehyde under catalysis of heteropolyacid acidic ionic liquid

, China, , ,

Production Method 14

39224-61-8

97-51-8

Reaction Conditions

1.1 Reagents: Oxygen Catalysts: 2-Aminophenol (reaction products with poysalicylaldehyde and complexes with manganese acetate) ,  Manganese acetate tetrahydrate (complexes with polysalicylaldehyde schiff base) ,  Benzaldehyde, 5-(chloromethyl)-2-hydroxy-, homopolymer (reaction products with 2-aminophenol and complexes with manganese acetate) Solvents: Ethanol ;  42 min, 1 atm, rt

Reference

Direct preparation of oximes and Schiff bases by oxidation of primary benzylic or allylic alcohols in the presence of primary amines using Mn(III) complex of polysalicylaldehyde as an efficient and selective heterogeneous catalyst by molecular oxygen

Kazemnejadi, Milad; Shakeri, Alireza; Mohammadi, Mohammad; Tabefam, Marzieh, Journal of the Iranian Chemical Society, 2017, 14(9), 1917-1933

Production Method 15

39224-61-8

97-51-8

Reaction Conditions

1.1 Reagents: 4-Aza-1-azoniabicyclo[2.2.2]octane, 1-butyl-, (T-4)-chlorotrioxochromate(1-) Catalysts: Aluminum chloride Solvents: Acetonitrile ;  1.5 h, reflux

Reference

Oxidation of alcohols with 1-butyl-4-aza-1-azoniabicyclo[2.2.2]octane chlorochromate (BAAOCC) under non-aqueous conditions

Hajipour, Abdol R.; Bagheri, Hamid R.; Ruoho, Arnold E., Indian Journal of Chemistry, 2005, (2005), 577-580

Production Method 16

39224-61-8

97-51-8

Reaction Conditions

1.1 Reagents: 4-Aza-1-azoniabicyclo[2.2.2]octane, 1-butyl-, (T-4)-chlorotrioxochromate(1-) ;  8 min, rt

Reference

Solid state oxidation of alcohols using 1-butyl-4-aza-1-azoniabicyclo[2.2.2]octane chlorochromate

Hajipour, Abdol R.; Bagheri, Hamid R.; Ruoho, Arnold E., Bulletin of the Korean Chemical Society, 2004, 25(8), 1238-1240

Production Method 17

90-02-8

97-51-8

Reaction Conditions

1.1 Reagents: Acetic acid ,  Nitric acid

Reference

Preparation of 5-nitrosalicylaldehyde ethanolamine Schiff base

Liu, Cuiying; Guo, Xiuying, Huaxue Shiji, 1994, 16(6),

Production Method 18

39224-61-8

97-51-8

Reaction Conditions

1.1 Reagents: Sodium hypochlorite Catalysts: 2506520-37-0 (cobalt complexes) Solvents: Water ;  40 min, rt

Reference

Catalytic oxidation of alcohols and alkyl benzenes to carbonyls using Fe3O4@SiO2@(TEMPO)-co-(Chlorophyll-CoIII) as a bi-functional, self-co-oxidant nanocatalyst

Mahmoudi, Boshra; Rostami, Amin; Kazemnejadi, Milad; Hamah-Ameen, Baram Ahmed, Green Chemistry, 2020, 22(19), 6600-6613

Production Method 19

177496-78-5

97-51-8

Reaction Conditions

1.1 Reagents: 1-Propanol Catalysts: Cupric chloride Solvents: 1-Propanol

Reference

Method for preparation of hydroxy compounds and catalyst for its preparation

, Japan, , ,

Production Method 20

97-51-8

Reaction Conditions

1.1 Reagents: p-Toluenesulfonic acid Solvents: Ethanol ;  rt → 78 °C; 2 h, 78 °C

Reference

Method for synthesizing mesalazine

, China, , ,

5-Nitrosalicylaldehyde Raw materials

• 1',3',3'-Trimethyl-6-nitrospirochromene-2,2'-indoline
• Benzaldehyde, 2-(acetyloxy)-5-nitro-
• 2-(Hydroxymethyl)-4-nitrobenzenol
• 2-Chlorobenzaldehyde
• 2-Hydroxybenzaldehyde
• Hydrazinecarboxamide, 2-[(2-hydroxy-5-nitrophenyl)methylene]-
• 2-Methoxy-5-nitrobenzaldehyde
• Benzaldehyde,2-hydroxy-5-nitro-, oxime

5-Nitrosalicylaldehyde Preparation Products

• 5-Nitrosalicylaldehyde (97-51-8)

• 1. Fatty acid eutectic mixtures and derivatives from non-edible animal fat as phase change materials?
  Pau Gallart-Sirvent,Marc Martín,Gemma Villorbina,Mercè Balcells,Aran Solé,Luisa F. Cabeza,Ramon Canela-Garayoa RSC Adv., 2017,7, 24133-24139
• 2. Evolved polymerases facilitate selection of fully 2′-OMe-modified aptamers?
  Zhixia Liu,Tingjian Chen,Floyd E. Romesberg Chem. Sci., 2017,8, 8179-8182
• 3. Fe/Fe3C@C nanoparticles encapsulated in N-doped graphene–CNTs framework as an efficient bifunctional oxygen electrocatalyst for robust rechargeable Zn–air batteries?
  Zhiyan Chen,Nan Wu,Yaobing Wang,Bing Wang,Yingde Wang J. Mater. Chem. A, 2018,6, 516-526
• 4. Emulsion technologies for multicellular tumour spheroid radiation assays?
  Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele Zagnoni Analyst, 2016,141, 100-110
• 5. Exceptionally high temperature spin crossover in amide-functionalised 2,6-bis(pyrazol-1-yl)pyridine iron(ii) complex revealed by variable temperature Raman spectroscopy and single crystal X-ray diffraction?
  Max Attwood,Hiroki Akutsu,Lee Martin,Toby J. Blundell,Pierre Le Maguere,Scott S. Turner Dalton Trans., 2021,50, 11843-11851

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Nitrobenzenes Nitrobenzaldehydes
• Solvents and Organic Chemicals Organic Compounds Aldehyde/Ketone

Comprehensive Guide to 5-Nitrosalicylaldehyde (CAS No. 97-51-8): Properties, Applications, and Innovations

5-Nitrosalicylaldehyde (CAS No. 97-51-8) is a versatile organic compound widely recognized for its role in synthetic chemistry and material science. This yellow crystalline solid, with the molecular formula C₇H₅NO₃, combines the reactivity of an aldehyde group with the electron-withdrawing properties of a nitro substituent, making it a valuable intermediate in the synthesis of pharmaceuticals, dyes, and advanced materials. Researchers and industries frequently search for terms like "5-Nitrosalicylaldehyde synthesis", "CAS 97-51-8 applications", and "nitro-substituted aldehydes", reflecting its broad utility.

The compound’s unique structure enables it to participate in condensation reactions, such as the formation of Schiff bases, which are pivotal in designing metal-chelating agents and fluorescent probes. Recent studies highlight its use in developing antimicrobial agents and corrosion inhibitors, aligning with the growing demand for eco-friendly alternatives in industrial processes. Innovations in green chemistry have also explored 5-Nitrosalicylaldehyde as a precursor for biodegradable polymers, addressing sustainability concerns.

From an analytical perspective, 5-Nitrosalicylaldehyde is often employed in UV-visible spectroscopy and HPLC as a derivatization agent due to its distinct absorption maxima. Its compatibility with click chemistry protocols further expands its relevance in drug discovery, particularly in targeted drug delivery systems. FAQs like "Is 5-Nitrosalicylaldehyde soluble in water?" or "How to store 5-Nitrosalicylaldehyde?" are common among laboratory users, emphasizing practical handling considerations.

Emerging trends in nanotechnology have leveraged 5-Nitrosalicylaldehyde for functionalizing nanoparticles, enhancing their application in bioimaging and sensors. The compound’s role in photodynamic therapy research has also gained traction, coinciding with increased interest in cancer therapeutics. With a melting point of 123–125°C and moderate solubility in organic solvents, it remains a staple in academic and industrial labs worldwide.

In summary, 5-Nitrosalicylaldehyde (CAS No. 97-51-8) bridges traditional organic synthesis and cutting-edge innovations. Its adaptability to cross-coupling reactions and compatibility with bioconjugation techniques ensure its continued relevance in scientific advancements. As researchers explore AI-driven molecular design, compounds like this exemplify the synergy between empirical knowledge and computational modeling.

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