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Ninhydrin

Base Information Edit
  • Chemical Name:Ninhydrin
  • CAS No.:485-47-2
  • Molecular Formula:C9H6O4
  • Molecular Weight:178.144
  • Hs Code.:29144000
  • ICSC Number:0766
  • UNII:HCL6S9K23A
  • DSSTox Substance ID:DTXSID7025716
  • Nikkaji Number:J6.001A
  • Wikipedia:Ninhydrin
  • Wikidata:Q421098
  • Pharos Ligand ID:DCA945PQD957
  • Metabolomics Workbench ID:122867
  • ChEMBL ID:CHEMBL1221925
  • Mol file:485-47-2.mol
Ninhydrin

Synonyms:Indantrione Monohydrate;Monohydrate, Indantrione;Ninhydrin

Suppliers and Price of Ninhydrin
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • Ninhydrin ACS
  • 25g
  • $ 184.00
  • TRC
  • Ninhydrin
  • 1g
  • $ 95.00
  • TCI Chemical
  • Ninhydrin >98.0%(T)
  • 500g
  • $ 562.00
  • TCI Chemical
  • Ninhydrin >98.0%(T)
  • 100g
  • $ 187.00
  • TCI Chemical
  • Ninhydrin (contains Acetic Acid)Ethanol Solution[for TLC Stain]
  • 500mL
  • $ 149.00
  • TCI Chemical
  • Ninhydrin >98.0%(T)
  • 25g
  • $ 55.00
  • TCI Chemical
  • Ninhydrin (contains Acetic Acid)Ethanol Solution[for TLC Stain]
  • 100mL
  • $ 52.00
  • SynQuest Laboratories
  • Ninhydrin
  • 25 g
  • $ 37.00
  • SynQuest Laboratories
  • Ninhydrin
  • 100 g
  • $ 111.00
  • SynQuest Laboratories
  • Ninhydrin
  • 250 g
  • $ 234.00
Total 175 raw suppliers
Chemical Property of Ninhydrin Edit
Chemical Property:
  • Appearance/Colour:White to pale yellow crystalline powder 
  • Vapor Pressure:9.83E-05mmHg at 25°C 
  • Melting Point:250 °C (dec.)(lit.) 
  • Refractive Index:1.4209 (estimate) 
  • Boiling Point:449.3 °C at 760 mmHg 
  • PKA:8.47±0.20(Predicted) 
  • Flash Point:239.7 °C 
  • PSA:74.60000 
  • Density:1.714 g/cm3 
  • LogP:-0.25350 
  • Storage Temp.:Store at RT. 
  • Sensitive.:Light Sensitive 
  • Solubility.:ethanol: soluble100mg/mL 
  • Water Solubility.:0.1-0.5 g/100 mL at 20 ºC 
  • XLogP3:0.1
  • Hydrogen Bond Donor Count:2
  • Hydrogen Bond Acceptor Count:4
  • Rotatable Bond Count:0
  • Exact Mass:178.02660867
  • Heavy Atom Count:13
  • Complexity:243
Purity/Quality:

99% *data from raw suppliers

Ninhydrin ACS *data from reagent suppliers

Safty Information:
  • Pictogram(s): HarmfulXn, ToxicT, Flammable
  • Hazard Codes:Xn,T,F 
  • Statements: 22-36/37/38-39/23/24/25-20/21/22-11 
  • Safety Statements: 26-28A-45-16-36 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Other Classes -> Other Organic Compounds
  • Canonical SMILES:C1=CC=C2C(=C1)C(=O)C(C2=O)(O)O
  • Inhalation Risk:Evaporation at 20 °C is negligible; a nuisance-causing concentration of airborne particles can, however, be reached quickly.
  • Effects of Short Term Exposure:The substance is irritating to the eyes, skin and respiratory tract.
  • Effects of Long Term Exposure:Repeated or prolonged contact may cause skin sensitization.
  • Description Ninhydrin is historically the most common reagent for processing fingerprints on porous substrates. It has been used as a fingerprint reagent since the 1950s but has been used as a cell stain since the early 1900s. Ninhydrin molecules form a complex with amino acids resulting in a purple product known as Ruhmann's purple. Purple fingerprints are easily visible on light-colored porous substrates but may be difficult to see on patterned or dark-colored substrates. DFO reacts with amino acids to produce a fluorescent product that is not readily seen with the naked eye. This makes it a useful reagent on dark or patterned porous items. DFO prints are viewed with an alternate light source or laser set to 530–570 nm (green light) through a red barrier filter. 1,2-indanedione is an emerging fingerprint reagent that results in visible pink fingerprints that are also fluorescent. The fluorescence is viewed under the same conditions as DFO. These chemicals can be used on their own or in sequence to develop latent prints on porous substrates. If they are used in sequence, they are used in the following order: indanedione, DFO, ninhydrin. If a reagent is used out of sequence, it will inhibit or limit the effectiveness of the other reagents. In this laboratory exercise you will develop fingerprints on a porous substrate using indanedione, DFO, and ninhydrin. ninhydrin structure
  • Uses Ninhydrin is an amino acid-sensitive reagent for the development of latent fingermarks on porous surfaces. More sensitive alternatives, such as DFO and IND-Zn, are now available and these have advantages on porous substrates that are not highly luminescent. However, ninhydrin can still be applied after these treatments and may reveal additional ridge detail, particularly on highly luminescent substrates where luminescence visualization may be problematic. Ninhydrin is used for the detection of free amino groups in amino acids, peptides and proteins. Used for the detection of free amino groups in amino acids, peptides and proteins.
Technology Process of Ninhydrin

There total 44 articles about Ninhydrin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
Guidance literature:
With N-Bromosuccinimide; dimethyl sulfoxide; Ambient temperature;
Guidance literature:
With N-Bromosuccinimide; dimethyl sulfoxide; Ambient temperature;
Refernces Edit

Preparation of 6-, 7-, and 8-substituted derivatives of 2-oxa-1,3,4,10-tetraazacyclopenta[b]fluoren-9-one

10.1002/jhet.5570380514

The research focuses on the preparation of 6-, 7-, and 8-substituted derivatives of 2-oxa-1,3,4,10-tetraazacyclopenta[b]fluoren-9-one, a heterocyclic compound of interest for its potential pharmacological activity. The synthesis involves a series of chemical reactions, including oxidation, cyclization, and alkylation, starting from substituted indan-1-ones. Key reactants include ninhydrin derivatives, furazan-3,4-diamine, and various substituted indanones. The researchers utilized a range of analytical techniques to characterize the synthesized compounds, such as infrared (IR) spectroscopy, proton nuclear magnetic resonance (1H NMR) spectroscopy, mass spectrometry (MS), and X-ray crystallography. These analyses confirmed the structures of the synthesized compounds and provided insights into their chemical properties.

Fe3O4 magnetic nanoparticles in the layers of montmorillonite as a valuable heterogeneous nanocatalyst for the one-pot synthesis of indeno[1,2-b]indolone derivatives in aqueous media

10.1007/s11164-018-3659-7

This study presents the synthesis of montmorillonite (MMT) supported Fe3O4 magnetic nanoparticles, which were used as heterogeneous nanocatalysts for the one-pot synthesis of indeno[1,2-b]indolone derivatives in aqueous media. The MMT@Fe3O4 nanocomposites were characterized using various techniques including X-ray diffraction (XRD), scanning electron microscopy (SEM), energy dispersive X-ray spectroscopy (EDX), vibrating sample magnetometer (VSM), thermogravimetric analysis (TGA), and Fourier transform infrared spectroscopy (FT-IR). The catalyst exhibited high efficiency in promoting the cyclocondensation of ninhydrin, 1,3-diketone compounds, and amine derivatives to generate the desired indeno[1,2-b]indolone derivatives in excellent yields under mild conditions. This study highlights the advantages of using MMT@Fe3O4 as an environmentally friendly, cost-effective, and recyclable catalyst, providing a green and efficient approach for the synthesis of these heterocyclic compounds of biological and pharmacological importance.

Application of microwave method to the solid phase synthesis of pseudopeptides containing ester bond

10.1016/j.tetlet.2007.11.004

The research focuses on the development of a microwave-assisted method for the solid phase synthesis of pseudopeptides containing ester bonds, aiming to reduce reaction times and improve yields. The study utilized a pseudodipeptide (Fmoc-LysW[COO]Leu-NH2) as a model system and optimized the microwave-assisted esterification reaction using Fmoc chemistry. The experiments involved various reaction times, temperatures, and solvents, with 1,3-diisopropylcarbodiimide (DIC) as the coupling reagent. The synthesized pseudopeptides were analyzed for purity and yield, which were found to be superior when using the microwave irradiation method compared to conventional methods. The analyses included Fmoc quantitation assay, ninhydrin test, C18 reverse phase HPLC, and ESI mass spectrometry to confirm the structure and purity of the synthesized pseudopeptides.

THE REACTION OF SECONDARY α-AMINO ACIDS WITH CARBONYL COMPOUNDS. PROPERTIES OF THE INTERMEDIATE AZOMETHINE YLIDES. OXAZOLIDINE FORMATION VERSUS 1,4-PROTOTROPY.

10.1016/S0040-4039(00)96868-0

This study investigates the reactions of secondary α-amino acids with carbonyl compounds, focusing on the properties of the intermediate methylene ylides and their products. Cyclic secondary α-amino acids react with aldehydes bearing electron-withdrawing substituents to form oxazolidines via anti-dipoles. In some cases, structural features of the α-amino acid promote a 1,4-proton transfer process in the intermediate methylene ylides, leading to the formation of Z-pyrrolines. When ninhydrin is used as the carbonyl component, stable methylene ylides can be formed under favorable circumstances. This study explores factors that influence the reaction pathways, including the structures of the secondary α-amino acids and carbonyl compounds, and shows that these reactions can lead to a variety of products, such as oxazolidines, pyrrolines, and stable methylene ylides, which can undergo further cycloaddition reactions.

Facile one pot microwave assisted solvent-free synthesis of novel spiro-fused pyran derivatives via the three-component condensation of ninhydrin with malononitrile and active methylene compounds

10.1002/jccs.200500083

Raafat M. Shaker, Alaa F. Mahmoud, and Fathy F. Abdel-Latif present a novel method for synthesizing spiro-fused pyran derivatives using a three-component condensation reaction. The study focuses on the reaction of ninhydrin, malononitrile, and various nucleophilic reagents in the presence of piperidine under microwave irradiation without using solvents. This solvent-free approach offers several advantages, including reduced costs, minimized environmental impact, and enhanced safety by avoiding the use of toxic solvents. The synthesized compounds were characterized using elemental analysis, IR, 1H NMR, and MS spectroscopy, confirming their structures. The study highlights the efficiency and simplicity of the microwave-assisted synthesis method, which yields high-quality spiro-fused pyran derivatives with potential applications in pharmaceuticals and materials science.

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