1,4-Dimethoxynaphthalene

Base Information

• Chemical Name: 1,4-Dimethoxynaphthalene
• CAS No.: 10075-62-4
• Molecular Formula: C12H12O2
• Molecular Weight: 188.226
• Hs Code.: 29093090
• European Community (EC) Number: 233-209-2
• NSC Number: 221272
• UNII: W46C7TDG9K
• DSSTox Substance ID: DTXSID40143485
• Nikkaji Number: J103.778A
• Wikidata: Q83007369
• Mol file: 10075-62-4.mol

Synonyms:1,4-Dimethoxynaphthalene;10075-62-4;Naphthalene, 1,4-dimethoxy-;1,4-dimethoxy-naphthalene;EINECS 233-209-2;NSC-221272;NSC221272;Maybridge1_003006;Naphthalene,4-dimethoxy-;1,4-dimethoxy naphthalene;W46C7TDG9K;O(C)c1ccc(OC)c2ccccc12;SCHEMBL419307;1,4-Dimethoxynaphthalene, 97%;HMS550A14;DTXSID40143485;AB9115;MFCD00052378;STK398373;AKOS005453959;CS-W016795;NSC 221272;AS-44944;FT-0606888;EN300-1697990;Z1429870082;1,4-Dimethoxynaphthalene, for fluorescence, fluorescent marker, >=99.5% (HPLC)

Chemical Property of 1,4-Dimethoxynaphthalene

Chemical Property:

• Vapor Pressure: 0.000708mmHg at 25°C
• Melting Point: 85 °C
• Refractive Index: 1.584
• Boiling Point: 317.6 °C at 760 mmHg
• Flash Point: 134.3 °C
• PSA: 18.46000
• Density: 1.097 g/cm³
• LogP: 2.85700
• Storage Temp.: 2-8°C
• Solubility.: Acetone, Chloroform
• Water Solubility.: Soluble in water.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 188.083729621
• Heavy Atom Count: 14
• Complexity: 161

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,4-Dimethoxynaphthalene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=C(C2=CC=CC=C21)OC
• Uses: 1,4-Dimethoxynaphthalene may be used as a reference molecule during the synthesis, separation and analysis of derivatized naphthalenes. 1,4-Dimethoxynaphthalene may be used in the preparation of 1,7-dideoxy-3-demethylprekinamycin and 3-acetoxy-2-bromo-1,4-dimethoxynaphthalene.3-acetoxy-2-bromo-1,4-dimethoxynaphthalene

Technology Process of 1,4-Dimethoxynaphthalene

There total 50 articles about 1,4-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: 97.0%

1,4-Dihydroxynaphthalene (571-60-8) + dimethyl sulfate (77-78-1) → 1,4-dimethoxynaphthalene (10075-62-4)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; water; Flow reactor;

DOI:10.1002/anie.201904159

Reference yield: 93.0%

dimethyl sulfate (77-78-1) + [1,4]naphthoquinone (130-15-4) → 1,4-dimethoxynaphthalene (10075-62-4)

Guidance literature:

[1,4]naphthoquinone; With hydrogenchloride; tin(ll) chloride; In ethanol; at 20 ℃; for 0.166667h;

dimethyl sulfate; With potassium hydroxide; In methanol; acetone; at 60 ℃; for 2.5h;

DOI:10.1039/c2ob25229e

Reference yield: 90.0%

4-methoxynaphth-1-ol (84-85-5) + dimethyl sulfate (77-78-1) → 1,4-dimethoxynaphthalene (10075-62-4)

Guidance literature:

With potassium carbonate; In acetone; for 20h; Heating;

upstream raw materials:

methanol

1,4-Dihydroxynaphthalene

4,7-dimethoxy-2a,3,8,8a-tetrahydro-3,8-etheno-cyclobuta[b]naphthalene

2-chloro-5,8-dimethoxy-1,4-dihydro-naphthalene

Downstream raw materials:

1,2,3,4-tetrahydro-5,8-dimethoxynaphthalene

1,4-dimethoxy-2-nitronaphthalene

5,8-dimethoxy-1,4-dihydronaphthalene

1,4-Dimethoxy-2-<(4-methylphenyl)thio>naphthalene

Refernces

• 1、 Troanska,Christova,Danchev. "Derivatives of 2-amino-1,2,3,4-tetrahydronaphthalene XI: Trans-6,9-dimethoxy-2,3,4a,5,10,10a-hexahydro-4H-naphth[2,3-b]1,4- oxazines - tricyclic analogs of trans-2-amino-3-hydroxy-5,8-dimethoxytetralins". . p. 625 - 629. Retrieved 1987.
• 2、 Young Jeong, Joo,Sperry, Jonathan,Taylor, John A.,Brimble, Margaret A.. "Synthesis and evaluation of 9-deoxy analogues of (-)-thysanone, an inhibitor of HRV 3C protease". . p. 220 - 227. Retrieved 2014.
• 3、 Khan, Ajmir,Silva, Luiz F.,Rabnawaz, Muhammad. "A comparative study of thallium(iii) and iodine(iii)-mediated ring contraction reactions for the synthesis of indane". supporting information. p. 2078 - 2084. Retrieved 2021/02/06.
• 4、 Landward, Michael B.,Rainier, Jon D.,Yin, Jinya. "Photoelectrocyclization Reactions of Amidonaphthoquinones". . p. 4298 - 4311. Retrieved 2020/04/10.