3-Methoxy-2-naphthaldehyde

Base Information

• Chemical Name: 3-Methoxy-2-naphthaldehyde
• CAS No.: 56679-88-0
• Molecular Formula: C12H10O2
• Molecular Weight: 186.21
• Hs Code.: 2912499000
• European Community (EC) Number: 873-020-8
• DSSTox Substance ID: DTXSID80462248
• Nikkaji Number: J1.779.373J
• Wikidata: Q82286752
• Mol file: 56679-88-0.mol

Synonyms:3-METHOXY-2-NAPHTHALDEHYDE;56679-88-0;3-methoxynaphthalene-2-carbaldehyde;MFCD13191799;2-Naphthalenecarboxaldehyde, 3-methoxy-;SCHEMBL4059355;DTXSID80462248;OQDOWNJLYIFTHK-UHFFFAOYSA-N;3-Methoxynaphthalene-2-carboxaldehyde;AKOS006335613;AM90114;CS-11709;SY028653;CS-0150553;FT-0717883;EN300-226665;N12169;A849027;Z1201627074

Chemical Property of 3-Methoxy-2-naphthaldehyde

Chemical Property:

• Melting Point: 92 °C
• Boiling Point: 347.1±15.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.169±0.06 g/cm3(Predicted)
• LogP: 2.66090
• Storage Temp.: Room temperature.
• 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:

98%Min ^*data from raw suppliers

3-Methoxy-2-naphthaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=CC=CC=C2C=C1C=O

Technology Process of 3-Methoxy-2-naphthaldehyde

There total 8 articles about 3-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: 97.0%

(3-methoxy-naphthalen-2-yl)-methanol (39110-92-4) → 3-methoxy-naphthalene-2-carbaldehyde (56679-88-0)

Guidance literature:

With sodium acetate; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere; Molecular sieve;

DOI:10.1021/jm800422v

Reference yield: 75.0%

2-Methoxynaphthalene (93-04-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-methoxy-naphthalene-2-carbaldehyde (56679-88-0)

Guidance literature:

2-Methoxynaphthalene; N,N-dimethyl-formamide; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

at -78 - 20 ℃; for 1h; regioselective reaction;

DOI:10.1002/ejoc.200900195

Reference yield:

methyl 3-methoxy-2-naphthoate (13041-60-6) → 3-methoxy-naphthalene-2-carbaldehyde (56679-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / LiAlH₄ / tetrahydrofuran / 3 h / 20 °C

2: 92 percent / 4-methylmorpholine N-oxide; tetrapropylammonium perruthenate / CH₂Cl₂

With lithium aluminium tetrahydride; tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm0401309

upstream raw materials:

N-benzenesulfonyl-N'-(3-methoxy-[2]naphthoyl)-hydrazine

N-(3-methoxy-[2]naphthoyl)-N'-(toluene-4-sulfonyl)-hydrazine

(3-methoxy-naphthalen-2-yl)-methanol

2-Methoxynaphthalene

Downstream raw materials:

3-methoxy-2-methylnaphthalene

(3-methoxynaphthalen-2-yl)phenylmethanol

(+)-(R)-2-phenyl-2-(1-(3-methoxynaphthyl)methyleneamino)ethanol

Cyclohexyl-[1-(3-methoxy-naphthalen-2-yl)-meth-(E)-ylidene]-amine

Refernces

• 1、 Cao, Ruiyuan,Fan, Shiyong,Li, Song,Liu, Ping,Lu, Yu,Wang, Bin,Wang, Xiaokui,Zhong, Wu. "Design, synthesis and biological evaluation of novel triaryldimethylaminobutan-2-ol derivatives against Mycobacterium tuberculosis". . . Retrieved 2020/07/13.
• 2、 -. "MULTIVARIATE METAL-ORGANIC FRAMEWORKS FOR FINE-TUNING LIGHT EMISSION". Page/Page column 42; 45. . Retrieved 2019/07/13.