3-ALLYLSALICYLALDEHYDE

Bezeichnung:3-ALLYLSALICYLALDEHYDE

CAS-Nr24019-66-7

Englisch Name:3-ALLYLSALICYLALDEHYDE

CBNumberCB9767179

SummenformelC10H10O2

Molgewicht162.19

MOL-Datei24019-66-7.mol

3-ALLYLSALICYLALDEHYDE physikalisch-chemischer Eigenschaften

Schmelzpunkt	45 °C
Siedepunkt	248.88°C (rough estimate)
Dichte	1.099 g/mL at 25 °C (lit.)
Brechungsindex	n20/D 1.5645
Flammpunkt	224 °F
storage temp.	under inert gas (nitrogen or Argon) at 2-8°C
Löslichkeit	Soluble in chloroform.
pka	8.50±0.10(Predicted)
Aggregatzustand	Oil
Farbe	Light Yellow to Yellow
Sensitive	Air Sensitive
InChI	InChI=1S/C10H10O2/c1-2-4-8-5-3-6-9(7-11)10(8)12/h2-3,5-7,12H,1,4H2
InChIKey	INLWEXRRMUMHKB-UHFFFAOYSA-N
SMILES	C(=O)C1=CC=CC(CC=C)=C1O
CAS Datenbank	24019-66-7(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36/37
WGK Germany	3
HazardClass	IRRITANT
HS Code	29124990
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

3-ALLYLSALICYLALDEHYDE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
Chemische Eigenschaften
Light Yellow Liquid
Verwenden
3-Allyl Salicylaldehyde is a synthetic intermediate for the sythesis of 3-aminoflavones. Flavonoids have been studied for their antiproliferative activity and in vitro cytotoxicity. Used in the prepar ation of oxazole derivatives. Used in the preparation of imidazole scaffold-based 2-substituted benzofurans for application against human tumor cell lines. Also a reagent in the synthesis of antioxida nt and antimicrobial novel chalcones.
Verwenden
3-Allylsalicylaldehyde is a synthetic intermediate for the synthesis of 3-aminoflavones. Flavonoids have been studied for their antiproliferative activity and in vitro cytotoxicity. It is used in the preparation of oxazole derivatives and also imidazole scaffold-based 2-substituted benzofurans for application against human tumor cell lines. It is a reagent in the synthesis of antioxidant and antimicrobial novel chalcones.
Synthese

50-00-0

1745-81-9

24019-66-7

The general procedure for the synthesis of 3-allyl-2-hydroxybenzaldehyde from formaldehyde and 2-allylphenol was as follows: 13.5 g (0.1 mol) of 2-allylphenol and 100 mL of acetonitrile were added to a three-necked flask, and 6.5 g of paraformaldehyde, 22 g (0.39 mol) of anhydrous magnesium chloride, and 0.02 mol of triethylamine were added sequentially under stirring conditions. The reaction mixture was refluxed for 4 h. The reaction solution was poured into ice water and the pH was adjusted with aqueous hydrochloric acid to 5. It was extracted twice with ethyl acetate, the organic phases were combined and dried over anhydrous sodium sulfate. After concentration under reduced pressure, 11 g of solid product was obtained in 68% yield. Mass spectrometry analysis showed a molecular ion peak of 163 (M + 1).
Einzelnachweise
[1] Patent: US2012/142921, 2012, A1. Location in patent: Page/Page column 13
[2] Patent: EP2468730, 2012, A1. Location in patent: Page/Page column 14
[3] Journal of Medicinal Chemistry, 2000, vol. 43, # 8, p. 1525 - 1532
[4] Organic Letters, 2012, vol. 14, # 12, p. 3226 - 3229

3-ALLYLSALICYLALDEHYDE Upstream-Materialien And Downstream Produkte

3-ALLYLSALICYLALDEHYDE Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

24019-66-7, 3-ALLYLSALICYLALDEHYDE Verwandte Suche:

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