2,7-Dimethoxynaphthalene

Base Information

• Chemical Name: 2,7-Dimethoxynaphthalene
• CAS No.: 3469-26-9
• Molecular Formula: C12H12O2
• Molecular Weight: 188.226
• Hs Code.: 29093090
• European Community (EC) Number: 222-433-6
• NSC Number: 28991
• DSSTox Substance ID: DTXSID70188243
• Nikkaji Number: J69.939J
• Wikidata: Q72468106
• Mol file: 3469-26-9.mol

Synonyms:2,7-dimethoxynaphthalene

Chemical Property of 2,7-Dimethoxynaphthalene

Chemical Property:

• Appearance/Colour: off-white to brown crystalline powder
• Vapor Pressure: 0.00105mmHg at 25°C
• Melting Point: 137-139 °C(lit.)
• Refractive Index: 1.584
• Boiling Point: 311.2 °C at 760 mmHg
• Flash Point: 130.3 °C
• PSA: 18.46000
• Density: 1.097 g/cm³
• LogP: 2.85700
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 188.083729621
• Heavy Atom Count: 14
• Complexity: 163

Purity/Quality:

98% ^*data from raw suppliers

2,7-Dimethoxynaphthalene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C=CC(=C2)OC
• Uses: 2,7-Dimethoxynaphthalene was employed as matrix to investigate the structure of polymetallic porphyrins via matrix-assisted laser desorption/ionization. It was also used in the synthesis of:peri-aroylnaphthalene compounds via elective electrophilic aromatic aroylation2-amino-1,2,3,4-tetrahydronaphthalene-6,7-diol

Technology Process of 2,7-Dimethoxynaphthalene

There total 19 articles about 2,7-Dimethoxynaphthalene 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: 98.3%

2,7-Dihydroxynaphthalene (582-17-2) + dimethyl sulfate (77-78-1) → 2,7-Dimethoxynaphthalene (3469-26-9)

Guidance literature:

With potassium carbonate; In acetone; for 10h; Reflux;

DOI:10.1039/c2cc31770b

Reference yield: 93.0%

1-Iodo-2,7-dimethoxynaphthalene → 2,7-Dimethoxynaphthalene (3469-26-9)

Guidance literature:

With 9-N-methylamino-1-oxophenalene; potassium tert-butylate; potassium; In 1,4-dioxane; dimethyl sulfoxide; at 20 ℃; for 24h; Inert atmosphere; Glovebox;

DOI:10.1021/acs.joc.1c00573

Reference yield: 71.0%

methanol (67-56-1) + 2,7-Dihydroxynaphthalene (582-17-2) → 2,7-Dimethoxynaphthalene (3469-26-9) + 7-methoxy-2-naphthol (5060-82-2)

Guidance literature:

With hydrogenchloride; for 72h; Ambient temperature;

DOI:10.1071/CH9930731

upstream raw materials:

methanol

2,7-Dihydroxynaphthalene

3,6-Dimethoxynaphthalic anhydride

dimethyl sulfate

Downstream raw materials:

2,7-dimethoxy-1-naphthalenecarbaldehyde

1-acetyl-2,6-dimethoxynaphthalene

3,6-dimethoxy-1,4-naphthoquinone

1-acetyl-1-hydroxy-8-methoxy-3-(2'-methoxyphenyl)-1H-benzo[e]indol-2(3H)-one

Refernces

• 1、 Kozawa,Baba,Arima,Hata. "Dilanoside, a new xanthone glycoside from fruits of Anethum graveolens (dill)". . p. 220 - 223. Retrieved 1976.
• 2、 Singh, Bhagat,Ahmed, Jasimuddin,Biswas, Amit,Paira, Rupankar,Mandal, Swadhin K.. "Reduced Phenalenyl in Catalytic Dehalogenative Deuteration and Hydrodehalogenation of Aryl Halides". . p. 7242 - 7255. Retrieved 2021/05/29.
• 3、 Hori, Akiko,Takeda, Haruhi,Premkumar, J. Richard,Sastry, G. Narahari. "1:1 and 2:1 cocrystallizations of alkoxy-substituted naphthalene derivatives with octafluoronaphthalene through arene-perfluoroarene interactions". . p. 193 - 197. Retrieved 2015/03/05.