Ninhydrin

Base Information

• 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

Synonyms:Indantrione Monohydrate;Monohydrate, Indantrione;Ninhydrin

Chemical Property of Ninhydrin

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): Xn, T, F
• 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:

Reference yield: 96.0%

→ ammonium trifluoroacetate (3336-58-1) + indan-1,2,3-trione hydrate (485-47-2)

Guidance literature:

Reference yield: 94.0%

1H-indene-1,3(2H)-dione (606-23-5) → indan-1,2,3-trione hydrate (485-47-2)

Guidance literature:

With N-Bromosuccinimide; dimethyl sulfoxide; Ambient temperature;

Reference yield: 85.0%

inden-1-one (83-33-0) → indan-1,2,3-trione hydrate (485-47-2)

Guidance literature:

With N-Bromosuccinimide; dimethyl sulfoxide; Ambient temperature;

upstream raw materials:

1-methyl-4-nitrosobenzene

isonaphthazarine

2-nitro-1,3-indanedione

2-(4'-dimethylaminophenylimino)-1,3-indanedione

Downstream raw materials:

2-[2-(4-benzoyl-3,5-dimethyl-pyrrol-2-ylidene)-1-hydroxy-3-oxo-indan-1-yloxy]-2-hydroxy-indane-1,3-dione

acetaldehyde

hydrindantin

2-(8-oxo-1⁽³⁾,8-dihydro-indeno[1,2-d]imidazole-2-carbonyl)-benzoic acid

Refernces

• 1、 Marminon, Christelle,Nacereddine, Abdelhamid,Bouaziz, Zouhair,Nebois, Pascal,Jose, Joachim,Le Borgne, Marc. "Microwave-assisted oxidation of indan-1-ones into ninhydrins". supporting information. p. 1840 - 1842. Retrieved 2015/03/30.
• 2、 -. "PAR4 AGONIST PEPTIDES". Page/Page column. . Retrieved 2013/11/06.