| Identification | More | [Name]
4-Methoxy-1-naphthaldehyde | [CAS]
15971-29-6 | [Synonyms]
4-METHOXY-1-NAPHTHALDEHYDE
AKOS B022255
TIMTEC-BB SBB000256
1-Naphthaldehyde, 4-methoxy-
4-Methoxy-1-naphthalenecarboxaldehyde
4-Methoxy-naphthalene-1-carbaldehyde
4-methoxy-1-naphthalaldehyde
4-Methoxy-1-naphthylaldehyde | [EINECS(EC#)]
240-109-2 | [Molecular Formula]
C12H10O2 | [MDL Number]
MFCD00004006 | [Molecular Weight]
186.21 | [MOL File]
15971-29-6.mol |
| Chemical Properties | Back Directory | [Appearance]
slightly beige to pink-brown low melting solid | [Melting point ]
35-36 °C(lit.) | [Boiling point ]
212 °C40 mm Hg(lit.) | [density ]
1.1879 | [refractive index ]
1.6640 | [Fp ]
>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 | [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 DataBase Reference]
15971-29-6(CAS DataBase Reference) | [NIST Chemistry Reference]
1-Naphthalenecarboxaldehyde, 4-methoxy-(15971-29-6) |
| Safety Data | Back Directory | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HS Code ]
29124990 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [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 |
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