4-Methoxy-1-naphthaldehyde

Base Information

• Chemical Name: 4-Methoxy-1-naphthaldehyde
• CAS No.: 15971-29-6
• Molecular Formula: C12H10O2
• Molecular Weight: 186.21
• Hs Code.: 29124990
• European Community (EC) Number: 240-109-2
• NSC Number: 97025
• UNII: E2L48UL293
• DSSTox Substance ID: DTXSID60166717
• Nikkaji Number: J219.922J
• Wikidata: Q63409783
• ChEMBL ID: CHEMBL4447838
• Mol file: 15971-29-6.mol

Synonyms:4-methoxy-1-naphthalaldehyde;4-methoxy-1-naphthalenecarboxaldehyde

Chemical Property of 4-Methoxy-1-naphthaldehyde

Chemical Property:

• Appearance/Colour: slightly beige to pink-brown low melting solid
• Vapor Pressure: 0.000307mmHg at 25°C
• Melting Point: 32-35 °C
• Refractive Index: 1.6640
• Boiling Point: 321 °C at 760 mmHg
• Flash Point: 172.7 °C
• PSA: 26.30000
• Density: 1.169 g/cm³
• LogP: 2.66090
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 186.068079557
• Heavy Atom Count: 14
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

4-Methoxy-1-naphthaldehyde ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=C(C2=CC=CC=C21)C=O
• 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.

Technology Process of 4-Methoxy-1-naphthaldehyde

There total 23 articles about 4-Methoxy-1-naphthaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

4-hydroxy-1-naphthaldehyde (7770-45-8) + methyl iodide (74-88-4) → 4-methoxy-1-naphthaldehyde (15971-29-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1039/c5cp00870k

Reference yield: 92.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 1-Methoxynaphthalene (2216-69-5) → 4-methoxy-1-naphthaldehyde (15971-29-6)

Guidance literature:

With trichlorophosphate; at 0 - 80 ℃;

DOI:10.1080/00397911.2010.523922

Reference yield: 89.0%

1-bromo-4-methoxynaphthalene (5467-58-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-methoxy-1-naphthaldehyde (15971-29-6)

Guidance literature:

1-bromo-4-methoxynaphthalene; With n-butyllithium; In tetrahydrofuran; n-heptane; at -78 ℃; for 1h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; n-heptane; at -78 ℃; for 1h;

DOI:10.1021/acs.jmedchem.9b00632

upstream raw materials:

2,2,2-trichloro-1-(4-methoxy-[1]naphthyl)-ethanol

4-hydroxy-1-naphthaldehyde

dimethyl sulfate

hydrogen cyanide

Downstream raw materials:

3-(4-methoxynaphthalen-1-yl)acrylic acid

2-[(E)-4-(4-Methoxy-naphthalen-1-yl)-but-3-enyl]-isoindole-1,3-dione

ethyl 3-(4'-methoxy-1'-naphthyl)-2-propenoate

Refernces

• 1、 Narasimhan,N.S.,Mali,R.S.. "-". . p. 1005 - 1009. Retrieved 1975.
• 2、 Cerchia, Carmen,Nasso, Rosarita,Mori, Matteo,Villa, Stefania,Gelain, Arianna,Capasso, Alessandra,Aliotta, Federica,Simonetti, Martina,Rullo, Rosario,Masullo, Mariorosario,De Vendittis, Emmanuele,Ruocco, Maria Rosaria,Lavecchia, Antonio. "Discovery of Novel Naphthylphenylketone and Naphthylphenylamine Derivatives as Cell Division Cycle 25B (CDC25B) Phosphatase Inhibitors: Design, Synthesis, Inhibition Mechanism, and in Vitro Efficacy against Melanoma Cell Lines". . p. 7089 - 7110. Retrieved 2019/08/20.
• 3、 Yin, Jiangliang,Tan, Meiling,Wu, Di,Jiang, Ruyong,Li, Chengming,You, Jingsong. "Synthesis of Phenalenyl-Fused Pyrylium Cations: Divergent C?H Activation/Annulation Reaction Sequence of Naphthalene Aldehydes with Alkynes". supporting information. p. 13094 - 13098. Retrieved 2017/09/18.