4-Methoxy-2-naphthaldehyde

Base Information

• Chemical Name: 4-Methoxy-2-naphthaldehyde
• CAS No.: 123239-64-5
• Molecular Formula: C12H10O2
• Molecular Weight: 186.21
• DSSTox Substance ID: DTXSID30468174
• Wikidata: Q82295291
• Mol file: 123239-64-5.mol

Synonyms:4-methoxy-2-naphthaldehyde;123239-64-5;4-methoxynaphthalene-2-carbaldehyde;4-Methoxynaphthalene-2-carboxaldehyde;2-Naphthalenecarboxaldehyde, 4-methoxy-;SCHEMBL5963190;DTXSID30468174;4-methoxy-naphthalene-2-carbaldehyde;AM20020317;CS-0227022;FT-0715433;EN300-120451;A805033;Z1255363271

Chemical Property of 4-Methoxy-2-naphthaldehyde

Chemical Property:

• PSA: 26.30000
• LogP: 2.66090
• XLogP3: 2.6
• 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

4-Methoxynaphthalene-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Methoxy-2-naphthaldehyde

There total 6 articles about 4-Methoxy-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: 88.0%

1-methoxy-3-(hydroxymethyl)naphthalene (33295-48-6) → 4-methoxynaphthalene-2-carbaldehyde (123239-64-5)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 15 ℃; for 1h;

Reference yield:

ethyl 1,2,3,4-tetrahydro-4-hydroxy-2-naphthoate (91307-39-0) → 4-methoxynaphthalene-2-carbaldehyde (123239-64-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / K₂CO₃ / tetrahydrofuran / 8 h / Heating

2: LiAlH₄ / tetrahydrofuran / 2.5 h / 0 - 20 °C

3: 215 mg / MnO₂ / CCl₄ / 2 h / 20 °C

With manganese(IV) oxide; lithium aluminium tetrahydride; potassium carbonate; In tetrahydrofuran; tetrachloromethane;

DOI:10.1021/jm0510732

Reference yield:

4-methoxynaphthalene-2-carboxylic acid ethyl ester (92190-54-0) → 4-methoxynaphthalene-2-carbaldehyde (123239-64-5)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 2.5 h / 0 - 20 °C

2: 215 mg / MnO₂ / CCl₄ / 2 h / 20 °C

With manganese(IV) oxide; lithium aluminium tetrahydride; In tetrahydrofuran; tetrachloromethane;

DOI:10.1021/jm0510732

upstream raw materials:

1-methoxy-3-(hydroxymethyl)naphthalene

ethyl 1,2,3,4-tetrahydro-4-hydroxy-2-naphthoate

4-methoxynaphthalene-2-carboxylic acid ethyl ester

methyl 4-methoxynaphthalene-2-carboxylate

Downstream raw materials:

3-benzyl-1-methoxynaphthalene

3-benzyl-1-naphthol

phenyl(1-methoxy-3-naphthyl)carbinol

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