Indan-1,2,3-trion

Gefahreninformationscode (GHS)

• Bildanzeige (GHS)

  

• Alarmwort

  Warnung

• Gefahrenhinweise

  H302：Gesundheitsschädlich bei Verschlucken.

  H315：Verursacht Hautreizungen.

  H319：Verursacht schwere Augenreizung.

• Sicherheit

  P302+P352：BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.

  P305+P351+P338：BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

Ninhydrin hydrate Chemische Eigenschaften,Einsatz,Produktion Methoden

• ERSCHEINUNGSBILD

  SCHWACH GELBER, KRISTALLINER FESTSTOFF.

• ARBEITSPLATZGRENZWERTE

  TLV nicht festgelegt (ACGIH 2005).
  MAK nicht festgelegt (DFG 2005).
  

• AUFNAHMEWEGE

  Aufnahme in den Körper durch Inhalation des Aerosols und durch Verschlucken.

• INHALATIONSGEFAHREN

  Verdampfen bei 20°C vernachlässigbar; eine belästigende Partikelkonzentration in der Luft kann jedoch schnell erreicht werden.

• WIRKUNGEN BEI KURZZEITEXPOSITION

  WIRKUNGEN BEI KURZZEITEXPOSITION:
  Die Substanz reizt die Augen, die Haut und die Atemwege.

• WIRKUNGEN NACH WIEDERHOLTER ODER LANGZEITEXPOSITION

  Wiederholter oder andauernder Kontakt kann zu Hautsensibilisierung führen.

• LECKAGE

  Verschüttetes Material in Behältern sammeln; falls erforderlich durch Anfeuchten Staubentwicklung verhindern. Persönliche Schutzausrüstung: Atemschutzgerät, P2-Filter für schädliche Partikel.

• R-Sätze Betriebsanweisung:

  R22:Gesundheitsschädlich beim Verschlucken.
  R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
  R39/23/24/25:Giftig: ernste Gefahr irreversiblen Schadens durch Einatmen, Berührung mit der Haut und durch Verschlucken.
  R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
  R11:Leichtentzündlich.

• S-Sätze Betriebsanweisung:

  S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
  S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
  S16:Von Zündquellen fernhalten - Nicht rauchen.
  S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

• Aussehen Eigenschaften

  C9H6O4; 2,2-Dihydroxyhydrinden-1,3-dion, 2,2-Dihydroxyindan-1,3-dion, Indantrionhydrat. Hellgelber Feststoff mit schwachem Eigengeruch.

• Gefahren für Mensch und Umwelt

  Gesundheitsschädlich beim Verschlucken. Reizt die Atmungsorgane, Augen und die Haut.
  Nicht stark erhitzen und nicht mit starken Säuren und starken Oxidationsmitteln in Berührung bringen.
  LD_Lo (oral, Ratte): 250 mg/kg

• Schutzmaßnahmen und Verhaltensregeln

  Schutzhandschuhe als kurzzeitiger Staubschutz.

• Verhalten im Gefahrfall

  Persönliche Maßnahmen: Stäube nicht einatmen.
  Vorsichtig trocken aufnehmen. Der Entsorgung zuführen. Nachreinigen.
  Kohlendioxid, Wasser.
  Brennbar.

• Erste Hilfe

  Nach Hautkontakt: Mit reichlich Wasser abwaschen.
  Nach Augenkontakt: Mit reichlich Wasser bei geöffnetem Lidspalt mindestens 15 Minuten ausspülen. Sofort Augenarzt hinzuziehen.
  Nach Einatmen: Frischluft.
  Nach Verschlucken: Reichlich Wasser trinken. Erbrechen auslösen. Arzt hinzuziehen.
  Nach Kleidungskontakt: Kontaminierte Kleidung sofort entfernen.
  Ersthelfer: siehe gesonderten Anschlag

• Sachgerechte Entsorgung

  Gelöst in z.B. Aceton als halogenfreie, organische Lösemittelabfälle.

• Beschreibung

  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

• Chemische Eigenschaften

  Ninhydrin, also known as Ninhydrin hydrate, is a white to pale yellow crystalline powder. It has a melting point of 241°C but decomposes at this temperature. When heated to 100°C or above, it changes color to red. Ninhydrin is soluble in water and ethanol and has slight solubility in ether and chloroform. When exposed to light or air, it gradually changes color and can clump when exposed to moisture. In solution with α-amino acids, or any α-amino substances can form a deep blue or even pink or red material, so it is often used as a detection of α-amino acids and peptides color developer.

• History

  Ninhydrin 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.

• Verwenden

  Ninhydrin is used for the detection of free amino groups in amino acids, peptides and proteins.

• Verwenden

  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.

• Definition

  ChEBI: 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.

• Reaktionen

  Ninhydrin reacts with primary and secondary amines (including amino acids, proteins, and peptides) to give a dark purple product known as Ruhemann's purple (RP) . As the eccrine component of a latent mark deposit contains amino acids, this reaction can be exploited as a means of developing fingermarks on porous surfaces such as paper and cardboard. The use of ninhydrin as a fingermark detection reagent was first proposed in 1954 by Odén and von Hofsten (1954). Since then, ninhydrin has become the most popular technique for fingermark detection on porous substrates.
  Eccrine glands secrete a range of different amino acids that may ultimately be present in a latent fingermark deposit (Hamilton 1965; Ramotowski 2001). Ninhydrin is a nonspecific amino acid reagent in that it reacts in the same manner with different amino acids. In this way, each amino acid present in the latent fingermark deposit will contribute to the developed fingermark image. Amino acids are stable compounds that, due to an affinity for cellulose, do not migrate to any significant extent through dry paper substrates. As a result, very old latent marks can be developed with ninhydrin (the development of 40-year-old marks has been recorded), and the revealed marks are normally of good quality. In addition, the amino acid composition of the eccrine secretion appears to remain relatively constant. Due to these qualities, the use of amino acid reagents (ninhydrin and ninhydrin analogs, including 1,8-diazafluoren-9-one [DFO]) constitutes an effective chemical technique for the development of latent fingermarks on paper surfaces.

• Synthesis Reference(s)

  Synthetic Communications, 24, p. 695, 1994 DOI: 10.1080/00397919408012648
  Tetrahedron Letters, 9, p. 6201, 1968

• Allgemeine Beschreibung

  White to light yellow crystals or powder. Becomes anhydrous with reddening at 257-266°F.

• Air & Water Reaktionen

  Slightly soluble in water.

• Reaktivität anzeigen

  Ninhydrin hydrate is sensitive to prolonged exposure to light. Ninhydrin hydrate yields highly fluorescent ternary compounds with aldehydes and primary amines.

• Hazard

  Irritant.

• Health Hazard

  Symptoms of exposure to this compound may include skin irritation and sensitization, and redness of the skin.  
  ACUTE/CHRONIC HAZARDS: This compound causes irritation on contact. When heated to decomposition it emits acrid smoke and fumes.

• Brandgefahr

  Flash point data for Ninhydrin hydrate are not available. Ninhydrin hydrate is probably combustible.

• Synthese

  The synthesis of Ninhydrin hydrate is as follows:
  A sealed-pressurised reaction vessel (5mL) equipped with a magnetic stirrer was charged with indan-1-one (1equiv), selenium dioxide (3.1equiv) and dioxane/water (3mL/0.3mL). It was then irradiated in a Biotage Initiator Microwave synthesizer 2.0 440W with microwave heating to 180°C with a maximum of 400W for 5min. Then, the vessel was rapidly forced-air cooled to room temperature. The mixture was transferred into a round bottom flask, and the vessel washed with acetone. Silica was added to prepare a solid deposit. The volatile solvents were then evaporated in vacuo before purification by flash chromatography (ethyl acetate/cyclohexane) to afford the corresponding ninhydrin.
  

• läuterung methode

  Crystallise ninhydrin from hot water (charcoal). Dry it under vacuum and store it in sealed brown containers. [Beilstein 7 IV 2786.]

Ninhydrin hydrate Upstream-Materialien And Downstream Produkte

Indan-1,2,3-trion Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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