1,4-Dimethoxy-2-naphthaldehyde

Base Information

• Chemical Name: 1,4-Dimethoxy-2-naphthaldehyde
• CAS No.: 75965-83-2
• Molecular Formula: C13H12O3
• Molecular Weight: 216.236
• DSSTox Substance ID: DTXSID10442098
• Nikkaji Number: J895.443G
• Wikidata: Q82259187

Synonyms:1,4-dimethoxynaphthalene-2-carbaldehyde;75965-83-2;1,4-dimethoxy-2-naphthaldehyde;2-Naphthalenecarboxaldehyde, 1,4-dimethoxy-;SCHEMBL1506977;DTXSID10442098;VPGWYDUJJIGJSM-UHFFFAOYSA-N;1,4-Dimethoxy-2-formylnaphthalene;MFCD12025110;AKOS022506344;1,4-Dimethoxy-naphthalene-2-carbaldehyde;NS-02500;1,4-dimethoxy-naphthalene-2-carboxaldehyde;CS-0236225;EN300-1697988;Z2050110982

Chemical Property of 1,4-Dimethoxy-2-naphthaldehyde

Chemical Property:

• PSA: 35.53000
• LogP: 2.66950
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 216.078644241
• Heavy Atom Count: 16
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

1,4-dimethoxynaphthalene-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,4-Dimethoxy-2-naphthaldehyde

There total 2 articles about 1,4-Dimethoxy-2-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:

2-cyclohexylacetylene (931-48-6) + 3-bromo-1,4-dimethoxynaphthalene-2-carbaldehyde (86489-96-5) → C20H20O3 + 3-(cyclohexylethynyl)-1,4-dimethoxy-2-naphthaldehyde (1286188-40-6) + 2-cyclohexyl-4,9-dimethoxy-1H-cyclopenta[b]naphthalen-1-one (1286188-45-1) + 1,4-dimethoxynaphthalene-2-carbaldehyde (75965-83-2)

Guidance literature:

With copper(l) iodide; tri-tert-butyl phosphine; tetrabutylammomium bromide; palladium diacetate; potassium carbonate; In water; N,N-dimethyl-formamide; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tet.2011.01.074

Reference yield:

3-bromo-1,4-dimethoxynaphthalene-2-carbaldehyde (86489-96-5) + phenylacetylene (536-74-3) → C21H16O3 (1286188-44-0) + 1,4-dimethoxynaphthalene-2-carbaldehyde (75965-83-2)

Guidance literature:

With copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; tri-tert-butyl phosphine; potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tet.2011.01.074

Reference yield: 93.0%

1,4-dimethoxynaphthalene-2-carbaldehyde (75965-83-2) + phenylmagnesium bromide → 2-(1-hydroxy-1-phenylmethyl)-1,4-dimethoxynaphthalene (1098224-86-2)

Guidance literature:

In tetrahydrofuran; at -10 - 20 ℃;

DOI:10.3184/030823407X270437

upstream raw materials:

2-cyclohexylacetylene

3-bromo-1,4-dimethoxynaphthalene-2-carbaldehyde

phenylacetylene

Downstream raw materials:

2-hydroxynaphtho-1,4-quinone

2-hydroxy-1,4-dimethoxynaphthalene

1,4-dimethoxynaphthalene-2-carboxylic acid

2-(1,4-dimethoxynaphthalen-2-yl)acetic acid

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