4-Methoxy-1-naphthaldehyde Chemical Properties

Melting point:

35-36 °C(lit.)

Boiling point:

212 °C40 mm Hg(lit.)

Density 

1.1879

refractive index 

1.6640

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

Low Melting Solid

color 

Slightly beige to pink-brown

Sensitive 

Air Sensitive

BRN 

2046436

CAS DataBase Reference

15971-29-6(CAS DataBase Reference)

NIST Chemistry Reference

1-Naphthalenecarboxaldehyde, 4-methoxy-(15971-29-6)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29124990

MSDS

• Language:English Provider:4-Methoxy-1-naphthaldehyde
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-Methoxy-1-naphthaldehyde Usage And Synthesis

Chemical Properties

slightly beige to pink-brown low melting solid

Uses

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).

Synthesis

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).

References

[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

4-Methoxy-1-naphthaldehyde(15971-29-6)Related Product Information

• Anisole
• (Trifluoromethoxy)benzene
• 4-Methoxybenzyl cyanide
• p-Anisidine
• Guaiacol
• 4-Methoxyphenol
• p-Anisaldehyde
• HYPOCRELLIN B
• HYPOCRELLIN A
• Aristolochic acid
• Menbutone
• Aristolochic acid B
• aristolactam I
• 6-methoxy-2-methyl-1H-benz[de]isoquinoline-1,3(2H)-dione
• 2-METHOXY-1-NAPHTHALDEHYDE
• 3,8-DIMETHOXY-2-NAPHTHALDEHYDE
• 6-Methoxy-2-naphthaldehyde ,98%,6-Methoxy-2-naphthaldehyde,99%,6-METHOXY-2-NAPHTHALDEHYDE
• 1-Naphthaldehyde