5-Methoxynaphthalene-1-carbaldehyde

Base Information

• Chemical Name: 5-Methoxynaphthalene-1-carbaldehyde
• CAS No.: 134594-22-2
• Molecular Formula: C₁₂H₁₀O₂
• Molecular Weight: 186.21
• DSSTox Substance ID: DTXSID60467832
• Wikidata: Q82294907
• Mol file: 134594-22-2.mol

Synonyms:5-methoxynaphthalene-1-carbaldehyde;134594-22-2;5-Methoxynaphthalene-1-carboxaldehyde;1-Naphthalenecarboxaldehyde, 5-methoxy-;SCHEMBL2988767;DTXSID60467832;GZQNWVZECIRJHP-UHFFFAOYSA-N;FT-0721744;EN300-113911;Z1255389590

Chemical Property of 5-Methoxynaphthalene-1-carbaldehyde

Chemical Property:

• PSA: 26.30000
• LogP: 2.66090
• 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:

97% ^*data from raw suppliers

5-methoxynaphthalene-1-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC2=C(C=CC=C21)C=O

Technology Process of 5-Methoxynaphthalene-1-carbaldehyde

There total 9 articles about 5-Methoxynaphthalene-1-carbaldehyde 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: 94.0%

2-(5-Methoxynaphthalen-1-yl)-1,3-dioxolane (135999-38-1) → 5-Methoxynaphthalene-1-carbaldehyde (134594-22-2)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 2h;

DOI:10.1039/P19910001571

Reference yield: 69.0%

1-iodo-5-methoxynaphthalene (61735-51-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-Methoxynaphthalene-1-carbaldehyde (134594-22-2)

Guidance literature:

1-iodo-5-methoxynaphthalene; With n-butyllithium; In tetrahydrofuran; cyclohexane; at -78 ℃; for 0.25h;

N,N-dimethyl-formamide; In tetrahydrofuran; cyclohexane; at -78 ℃; for 0.25h; Further stages.;

DOI:10.1016/j.bmc.2004.11.051

Reference yield:

1-cyano-5-methoxynaphthalene (3813-01-2) → 5-Methoxynaphthalene-1-carbaldehyde (134594-22-2)

Guidance literature:

1-cyano-5-methoxynaphthalene; With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 - 20 ℃; for 2.16667h;

With water; acetic acid; In dichloromethane; toluene; at 0 ℃;

upstream raw materials:

2-(5-Methoxynaphthalen-1-yl)-1,3-dioxolane

1-iodo-5-methoxynaphthalene

N,N-dimethyl-formamide

O-methylresorcine

Downstream raw materials:

5-hydroxy-1-naphthaldehyde

Refernces

• 1、 Schmidt, Jonathan M.,Tremblay, Gilles B.,Plastina, Michael A.,Ma, Fupeng,Bhal, Sanjivanjit,Feher, Miklos,Dunn-Dufault, Robert,Redden, Peter R.. "In vitro evaluation of the anti-estrogenic activity of hydroxyl substituted diphenylnaphthyl alkene ligands for the estrogen receptor". . p. 1819 - 1828. Retrieved 2008/02/02.