4-Methoxy-1-naphthaldehyd

Bezeichnung:4-Methoxy-1-naphthaldehyd

CAS-Nr15971-29-6

Englisch Name:4-Methoxy-1-naphthaldehyde

CBNumberCB7207516

SummenformelC12H10O2

Molgewicht186.21

MOL-Datei15971-29-6.mol

Synonyma

4-Methoxy-1-naphthaldehyd

4-Methoxy-1-naphthaldehyd physikalisch-chemischer Eigenschaften

Schmelzpunkt	35-36 °C(lit.)
Siedepunkt	212 °C40 mm Hg(lit.)
Dichte	1.1879
Brechungsindex	1.6640
Flammpunkt	>230 °F
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Aggregatzustand	Low Melting Solid
Farbe	Slightly beige to pink-brown
Sensitive	Air Sensitive
BRN	2046436
InChI	1S/C12H10O2/c1-14-12-7-6-9(8-13)10-4-2-3-5-11(10)12/h2-8H,1H3
InChIKey	MVXMNHYVCLMLDD-UHFFFAOYSA-N
SMILES	COc1ccc(C=O)c2ccccc12
CAS Datenbank	15971-29-6(CAS DataBase Reference)
NIST chemische Informationen	1-Naphthalenecarboxaldehyde, 4-methoxy-(15971-29-6)

Sicherheit

R-Sätze:	36/37/38
S-Sätze:	24/25
WGK Germany	3
HS Code	29124990
Speicherklasse	11 - Combustible Solids

Gefahreninformationscode (GHS)

4-Methoxy-1-naphthaldehyde Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
slightly beige to pink-brown low melting solid
Verwenden
4-Methoxy-1-naphthaldehyde was used in fluorometric enzymatic assay for determination of activity of class I and II alcohol dehydrogenase isoenzymes in human pancreas and in human liver homogenates.
Biochem/physiol Actions
4-Methoxy-1-naphthaldehyde is fluorogenic substrate for human alcohol dehydrogenase (ADH).
Synthese

7770-45-8

74-88-4

15971-29-6

General method: A mixture of 4-hydroxy-1-naphthaldehyde (1 eq.), potassium carbonate (K2CO3, 1.5 eq.) and iodomethane (1.5 eq.) in acetone (12 mL/mmol) was stirred under reflux conditions for 4 to 24 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) until complete disappearance of the raw material. Upon completion of the reaction, the solvent was removed by evaporation under reduced pressure. The residue was purified by silica gel column chromatography with an eluent ratio of cyclohexane/ethyl acetate (90:10 to 70:30).
Einzelnachweise
[1] Physical Chemistry Chemical Physics, 2015, vol. 17, # 15, p. 10238 - 10249
[2] European Journal of Medicinal Chemistry, 2016, vol. 123, p. 161 - 170
[3] Justus Liebigs Annalen der Chemie, 1907, vol. 357, p. 373
[4] Journal of the American Chemical Society, 1982, vol. 104, # 16, p. 4469 - 4477
[5] Journal of Medicinal Chemistry, 2012, vol. 55, # 20, p. 8969 - 8973

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