Informativa e consenso per l'uso dei cookie

Accetto Il nostro sito salva piccoli pezzi di informazioni (cookie) sul dispositivo, al fine di fornire contenuti migliori e per scopi statistici. È possibile disattivare l'utilizzo di cookies modificando le impostazioni del tuo browser. Continuando la navigazione si acconsente all'utilizzo dei cookie.

10025-82-8 - Indium(III) chloride, anhydrous, 98+% - L18758 - Alfa Aesar

L18758 Indium(III) chloride, anhydrous, 98+%

Codice CAS
10025-82-8
Sinonimi

Dimensioni Prezzo ($) Quantità Disponibilità
5g 40,17
25g 144,20
Aggiungi al carrello Aggiungi al preventivo generale Visualizza articolo

Indium(III) chloride, anhydrous, 98+%

MDL
MFCD00011058
EINECS
233-043-0

Proprietà chimiche

Formula
InCl3
Peso formula
221.18
Punto di fusione
586°
Punto di ebollizione
800°
Densità
3.460
Sensibilità
Hygroscopic
Solubilità
Soluble in water and tetrahydrofuran. Sparingly soluble in alcohol and insoluble in ether.

Applicazioni

Indium(III) chloride is used in famous organic reactions such as Friedel-Crafts acylation and Diels-Alder reaction as a lewis acid catalyst. It is an efficient catalyst for thioacetalization and its chemoselectivity. It catalyzes the enantioselective ring-opening of meso-aziridines with thiols.

Note

Hygroscopic. Incompatible with strong acids and strong oxidizing agents. The molten state of indium(III) chloride may conduct electricity.

Letteratura

Mild, water tolerant Lewis acid catalyst, e.g. in allylation reactions of sensitive aldehydes with allyltributyltin: J. Org Chem., 61, 105 (1996). The allylstannane can also be generated in situ from the allyl halide in water: Tetrahedron Asym., 7, 1535 (1996). Catalyzes the Mukaiyama aldol reaction, under either solvent-free conditions: Tetrahedron Lett., 39, 1579 (1998), or in water: Chem. Commun., 1819 (1996); 861 (1998); Tetrahedron Lett., 38, 3465 (1997). For Diels-Alder reactions in water, see: Chem. Commun., 2315 (1996).

Promotes efficient azidolysis of ɑß-epoxy carboxyl derivatives in water at pH 4, with results superior to Yb(OTf)3 or Sc(OTf)3: J. Org. Chem., 66, 3554 (2001).

In combination with a dithiol, catalyzes the efficient transthioacetalization of acetals to dithioacetals: Synlett, 727 (2002).

Aldoximes can be dehydrated to nitriles; ketoximes undergo the Beckmann rearrangement to amides: Chem. Commun., 1196 (2000).

Indium enolates are readily formed by transmetallation of Li enolates. These undergo Reformatsky-type reactions with aldehydes to give ß-hydroxy esters. ɑ-Bromo enolates give Darzens-type ɑß-epoxy carbonyl compounds: J. Chem. Soc., Perkin 1, 825 (2000).

Catalyst for conjugate addition of indoles to electron-deficient alkenes: Synthesis, 2165 (2001):

The combination with NaBH4 has been reported to be an effective radical reducing system, replacing the environmentally unfavorable TBTH (Tri-n-butyl­tin hydride, A13298), e.g. in dehalogenation and cyclization reactions: J. Am. Chem. Soc., 124, 906 (2002).

In combination with Triethyl­silane, A10320 and a radical initiator, generates a radical reagent, analogous to Tri-n-butyl­tin hydride, A13298: Org. Lett., 6, 4981 (2004).

For a brief feature on InCl3, see: Synlett, 531 (2002). For reviews of the use of In compounds in organic synthesis, see: Eur. J. Org. Chem., 2347 (2000); J. Chem. Soc., Perkin 1, 3015 (2000).

/n

Onishi, Y.; Nishimoto, Y.; Yasuda, M.; Baba, A. Indium Chloride Catalyzed Alkylative Rearrangement of Propargylic Acetates Using Alkyl Chlorides, Alcohols, and Acetates: Facile Synthesis of alpha-Alkyl-alpha,beta-Unsaturated Carbonyl Compounds. Org. Lett. 2014, 16 (4), 1176-1179.

Akiyama, K.; Yamamoto, K.; Mineno, T.; Okawa, M.; Kinjo, J.; Yoshimitsu, H.; Nohara, T.; Ono, M. Five New Resin Glycoside Derivatives Isolated from the Convolvulin Fraction of Seeds of Quamoclit pennataafter Treatment with Indium(III) Chloride in Methanol. Chem. Pharm. Bull. 2014, 62 (1), 125-133.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H314-H318-H302

Causes severe skin burns and eye damage. Causes serious eye damage. Harmful if swallowed.

Dichiarazioni precauzionali: P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P301+P312-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Call a POISON CENTER or doctor/physician if you feel unwell. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Merck
14,4958
Classe di rischio
8
Gruppo di imballaggio
II
Codice tariffe armonizzato
2827.39
TSCA
Yes
RTECS
NL1400000

Raccomandato

  • A10510

    Bismuth(III) chloride, 98% (dry wt.), may cont. up to 3% water
  • A11801

    N-Ethyldiisopropylamine, 99%
  • A11879

    2,3-Dichloro-5,6-dicyano-1,4-benzoquinone, 98%
  • A12202

    Sulfur trioxide-pyridine complex, 98%, active SO3 ca 48-50%
  • A12879

    4-Chloroaniline, 98%

Visualizzati di recente

Prodotti chimici

Scienze della vita

Metalli e materiali

Catalizzatori

Apparecchiature di analisi e di laboratorio