Consentement d'utilisation des Cookies

J'accepte. Notre site sauvegarde des traceurs textes (cookies) sur votre appareil afin de vous garantir de meilleurs contenus et à des fins de collectes statistiques.Vous pouvez désactiver l'usage des cookies en changeant les paramètres de votre navigateur. En poursuivant votre navigation sur notre site sans changer vos paramètres de navigateur vous nous accordez la permission de conserver des informations sur votre appareil.

932-90-1 - Benzaldoxime, predominantly (E)-isomer, 98% - Benzaldehyde oxime - A12053 - Alfa Aesar

A12053 Benzaldoxime, predominantly (E)-isomer, 98%

Numéro de CAS
932-90-1
Synonymes
Benzaldehyde oxime

Conditionnement Prix ($) Quantité Disponibilité
25g 42,10
100g 123,00
500g 511,00
Ajouter au panier Ajouter au devis en vrac Afficher l'article

Benzaldoxime, predominantly (E)-isomer, 98%

MDL
MFCD00002119
EINECS
213-261-2

Propriétés chimiques

Formule
C7H7NO
Poids moleculaire
121.14
Point de fusion
33-35°
Point d'ébullition
118-120°/10mm
Point d'éclair
108°(226°F)
Densité
1.110
Indice de réfraction
1.5900
Solubilité
Slightly soluble in water. Soluble in ethanol and ether.

Applications

Oximes are used as a peel-preventing additive in paints and lacquers. It acts as an antioxidant against oxidative drying materials which forms sticky skin with air oxygen. Oximes are used as chemical building block for the synthesis of agrochemicals and pharmaceuticals. In medicine application, Oxime structure is effective in cholinesterase reactivators to treat the poisoning by organophosphates. Oxime is used as a ligand in transition-metal complex catalyst chemistry. Oxime acts as an antioxidant, radical scavenger which find applications in textile, plastic, paint, detergent, and rubber industry.

Notes

Store in cool place. Keep away from oxidizing agents. Incompatible with bases, acids, acid anhydrides and acid chlorides.

Références bibliographiques

Eberhard Buehler. Alkylation of syn- and anti-benzaldoximes. J. Org. Chem. 1967, 32 (2),261-265.

Jakob P Ley.; Heinz-Jürgen Bertram. Hydroxy- or Methoxy-Substituted Benzaldoximes and Benzaldehyde-O-alkyloximes as Tyrosinase Inhibitors.Bioorg. Med. Chem. 2001, 9 (7),1879-1885.

The oximate anion displaces activated aromatic nitro (or halogen) substituents. A second mole of oximate functions as base with elimination of benzonitrile and overall conversion of the nitro-compound to a phenol: J. Org. Chem., 39, 3343 (1974):

Conjugate addition of the oximate anion to ɑß-unsaturated acetylenic carbonyl compounds gives ß-dicarbonyl compounds: J. Org. Chem., 59, 1219 (1994). For example with reaction scheme, see Methyl­ phenyl­propiolate, B24587.

Aldoximes are conventionally dehydrated to nitriles with acetic anhydride; see, e.g.: Org. Synth. Coll., 2, 622 (1943). Many other dehydration methods have been described, including: Triethyl orthoformate and acid: J. Org. Chem., 39, 3424 (1974). DMF - SOCl2: Tetrahedron Lett., 25, 3365 (1984). SOCl2 - DMAP: Synthesis, 472 (1983). DCC: Synth. Commun., 3, 101 (1973); Chem. Ber., 107, 1221 (1974). PPh3 - CBr4: Synth. Commun., 20, 2785 (1990). Trichloromethyl chloroformate (diphosgene): Synthesis, 129 (1990). For a further example, see Trichloroacetonitrile, A10565. See also Hydroxyl­amine hydrochloride, A15398 for one-pot conversion of aldehydes to nitriles.

Chlorination followed by elimination of HCl from the benzohydroxamoyl chloride leads, in situ, to the 1,3-dipole benzonitrile oxide. See, e.g.: Org. Synth. Coll., 5, 504 (1973).

For conversion to the isothiocyanate, see Thiourea, A12828.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Mentions de prudence: P261-P280a-P305+P351+P338-P304+P340-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
774138
Code tarifaire harmonisé
2928.00
TSCA
Yes

Recommandé

Consulté récemment

Produits chimiques

Sciences de la vie

Métaux et matériaux

Catalyseurs

Analytique et matériel de laboratoire