6-Methoxy-2-naphthaldehyde

Base Information

• Chemical Name: 6-Methoxy-2-naphthaldehyde
• CAS No.: 3453-33-6
• Molecular Formula: C12H10O2
• Molecular Weight: 186.21
• Hs Code.: 29124990
• European Community (EC) Number: 222-377-2
• UNII: 9244L5L5ZY
• DSSTox Substance ID: DTXSID3057721
• Nikkaji Number: J216.127C
• Wikidata: Q27271470
• ChEMBL ID: CHEMBL3561749
• Mol file: 3453-33-6.mol

Synonyms:6-methoxy-2-naphthalaldehyde;6-methoxy-2-naphthalenecarboxaldehyde;MONAL-62

Chemical Property of 6-Methoxy-2-naphthaldehyde

Chemical Property:

• Appearance/Colour: Slightly yellow crystalline powder
• Vapor Pressure: 8.73E-05mmHg at 25°C
• Melting Point: 80-82 °C
• Refractive Index: 1.642
• Boiling Point: 340.2 °C at 760 mmHg
• Flash Point: 162.7 °C
• PSA: 26.30000
• Density: 1.169 g/cm³
• LogP: 2.66090
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: 150.1mg/L at 25℃
• XLogP3: 2.9
• 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

6-Methoxy-2-naphthalenecarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C=C(C=C2)C=O
• Uses: 6-Methoxy-2-naphthaldehyde is used as a diagnostic reagent in tumor studies involving aldehyde dehydrogenase enzymes. In addition it is used in organic synthesis reactions forming fluoresce nt substrates for inhibition studies relating to hypertension and vascular inflammation. 6-Methoxy-2-naphthaldehyde is used as a diagnostic reagent in tumor studies involving aldehyde dehydrogenase enzymes. In addition it is used in organic synthesis reactions forming fluorescent substrates for inhibition studies relating to hypertension and vascular inflammation. It is also used as intermediate of Nabumetone. 6-Methoxy-2-naphthaldehyde may be used in the preparation of the following 4-(6-methoxy-2-naphthyl)butan-2-one related compounds:4-(6-methoxy-2-naphthyl)but-3-en-2-one4-(6-methoxy-2-naphthyl)-3-methylbutan-2-one5-(6-methoxy-2-naphthyl)pentan-3-oneIt may also be used in the synthesis of the following chalcone derivatives:(2E)-1-(2-hydroxyphenyl)-3-(6-methoxy-2-naphthyl)prop-2-en-1-one(2E)-1-(2-chloropyridin-4-yl)-3-(6-methoxy-2-naphthyl)prop-2-en-1-one(2E)-3-(6-methoxy-2-naphthyl)-1-pyridin-4-ylprop-2-en-1-one(2E)-1-(2,4-dichlorophenyl)-3-(6-methoxy-2-naphthyl)prop-2-en-1-one

Technology Process of 6-Methoxy-2-naphthaldehyde

There total 49 articles about 6-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%

2-Bromo-6-methoxynaphthalene (5111-65-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 6-methoxynaphthalene-2-carbaldehyde (3453-33-6)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1016/j.bmc.2004.06.016

Reference yield: 95.0%

(6-methoxy-2-naphthyl)methanol (60201-22-1) → 6-methoxynaphthalene-2-carbaldehyde (3453-33-6)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In water; acetic acid; for 4h; Heating;

DOI:10.1016/S0040-4020(02)00495-7

Reference yield: 95.0%

(6-methoxynaphthalene-2-yl)methyl acetate (92190-49-3) → 6-methoxynaphthalene-2-carbaldehyde (3453-33-6)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In water; acetic acid; for 4h; Heating;

DOI:10.1016/S0040-4020(02)00495-7

upstream raw materials:

6-methoxy-2-naphthoyl chloride

(E)-2-methoxy-6-(prop-1-en-1-yl)naphthalene

N-benzenesulfonyl-N'-(6-methoxy-[2]naphthoyl)-hydrazine

6-methoxynaphthalen-2-ylmagnesium bromide

Downstream raw materials:

(Z)-2-phenyl-4-((6-methoxy-2-naphthyl)methylene)-5-oxazolone

(6-methoxy-2-naphthyl)methanol

4-(2-methoxynaphthalene-6-yl)but-3-en-2-one

3-(6-methoxynaphthalen-2-yl)-1-phenylprop-2-en-1-one