Indan-1,2,3-trion

Ninhydrin

HCID 10236CAS 485-47-2

Grundinformationen

Standard-SMILES
O=C1c2ccccc2C(=O)C1(O)O
InChIKey
FEMOMIGRRWSMCU-UHFFFAOYSA-N
Summenformel
C9H6O4
Durchschnittliche Molmasse
178,14 g/mol
Monoisotopische Masse
178,02660867

Namen und Bezeichner

Bevorzugter Name
Ninhydrin
IUPAC
2,2-dihydroxyindene-1,3-dione
Lokaler Name
Indan-1,2,3-trion
Englischer Name
Ninhydrin hydrate
Summenformel
C9H6O4
Molmasse
178.14

Namen und Synonyme

NINHYDRIN485-47-2Ninhydrin hydrate1,2,3-Indantrione monohydrate2,2-Dihydroxy-1H-indene-1,3(2H)-dione1H-Indene-1,3(2H)-dione, 2,2-dihydroxy-Triketohydrindene hydrate2,2-Dihydroxy-1,3-indandione2,2-Dihydroxy-1,3-indanedione1,2,3-Indantrione, 2-hydrateDTXSID70257161,3-Indandione, 2,2-dihydroxy-
Weitere Namen anzeigen
2,2-Dihydroxyindane-1,3-dione1H-Indene-1,2,3-trione2,2-dihydroxyindene-1,3-dioneNinhydrin, reagent ACS 25GRNINNinthydrin
HCL6S9K23ADTXCID605716CHEBI:86374Indantrione MonohydrateMonohydrate, IndantrioneRefChem:854157207-618-1Ninhydrine

Datenbank-Bezeichner

CAS
485-47-2
PubChem CID
10236
DTXSID
DTXSID7025716
ChEMBL
CHEMBL1221925
ChEBI
CHEBI:86374
UNII
HCL6S9K23A
Nikkaji
J6.001A

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0,1
Polarare Oberfläche (TPSA)
74,6 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
0
Schwere Atome
13

Physikochemische Eigenschaften

Schmelzpunkt
250 °C · 250 °C (dec.) (lit.)
Siedepunkt
230.35 °C · 230.35°C (rough estimate)
Dichte
0.862 · 0.862
Dampfdichte
6.16 · 6.16 (vs air)
Brechungsindex
1.4209 · 1.4209 (estimate)
Flammpunkt
13 °C · 13 °C

Sicherheit und Regulatorisches

Sicherheitsdaten

F
8
wgk
3
tsca
TSCA listed
ridadr
UN 1170 3/PG 2
hs_code
29144000
RTECS-Nr.
NK5425000

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungNinhydrin 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

HistoryNinhydrin was discovered in 1910 by the German-English chemist Siegfried Ruhemann (1859–1943). In the same year, Ruhemann observed ninhydrin's reaction with amino acids. In 1954, Swedish investigators Oden and von Hofsten proposed that ninhydrin could be used to develop latent fingerprints.

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Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: Ninhydrin is a member of the class of indanones that is indane-1,3-dione bearing two additional hydroxy substituents at position 2. It has a role as a colour indicator and a human metabolite. It is a member of indanones, a beta-diketone, an aromatic ketone and a ketone hydrate.

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