1,5-Dimethoxynaphthalene

Base Information

• Chemical Name: 1,5-Dimethoxynaphthalene
• CAS No.: 10075-63-5
• Molecular Formula: C12H12 O2
• Molecular Weight: 188.226
• Hs Code.: 2909309090
• NSC Number: 74554
• DSSTox Substance ID: DTXSID10291265
• Nikkaji Number: J103.779J
• Wikidata: Q82029159
• Mol file: 10075-63-5.mol

Synonyms:1,5-dimethoxynaphthalene

Chemical Property of 1,5-Dimethoxynaphthalene

Chemical Property:

• Vapor Pressure: 0.00105mmHg at 25°C
• Melting Point: 180-184 °C(lit.)
• Boiling Point: 311.2°Cat760mmHg
• Flash Point: 130.3°C
• PSA: 18.46000
• Density: 1.097g/cm³
• LogP: 2.85700
• Storage Temp.: Sealed in dry,Room Temperature
• 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

1,5-Dimethoxynaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CC2=C1C=CC=C2OC

Technology Process of 1,5-Dimethoxynaphthalene

There total 17 articles about 1,5-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: 98.0%

1,5-dihydroxynaphthalene (83-56-7) + dimethyl sulfate (77-78-1) → 1,5-dimethoxynaphthalene (10075-63-5)

Guidance literature:

With sodium dithionite; tetrabutylammomium bromide; sodium hydroxide; In tetrahydrofuran; water; at 20 - 30 ℃; Inert atmosphere;

DOI:10.3184/030823410X12843836823191

Reference yield: 90.0%

1,5-dihydroxynaphthalene (83-56-7) + methyl iodide (74-88-4) → 1,5-dimethoxynaphthalene (10075-63-5)

Guidance literature:

With potassium carbonate; In acetone; at 90 ℃;

DOI:10.1002/chem.202004846

Reference yield: 80.0%

1,5-dibromonaphthalene (7351-74-8) + sodium methylate (124-41-4) → 1,5-dimethoxynaphthalene (10075-63-5)

Guidance literature:

With copper(l) iodide; In N,N-dimethyl-formamide; for 48h; Heating;

DOI:10.1016/S0040-4020(02)00549-5

upstream raw materials:

4,8-dimethoxy-2-naphthoic acid

5-methoxynaphthalen-1-ol

dimethyl sulfate

1,5-dihydroxynaphthalene

Downstream raw materials:

2-(4,8-dimethoxy-[1]naphthoyl)-benzoic acid

4,8-dimethoxy-1-naphthaldehyde

Refernces

• 1、 Kim, Yeong-A,Kang, Minji,Jeon, Ye-Jin,Hwang, Kyeongil,Kim, Yeon-Ju,Jang, Soo-Young,Kim, In-Bok,Kwon, Gucheol,Kim, Dong-Yu. "Structure-property relationship of D-A type copolymers based on phenanthrene and naphthalene units for organic electronics". . p. 10332 - 10342. Retrieved 2017.
• 2、 Abbott, Glenn L.,Wu, Xing,Zhao, Zhufeng,Guo, Lei,Birman, Vladimir B.,Hasinoff, Brian B.,Dmitrienko, Gary I.. "Prekinamycin and an isosteric-isoelectronic analogue exhibit comparable cytotoxicity towards K562 human leukemia cells". . p. 1364 - 1370. Retrieved 2014.
• 3、 Dong, Jinyun,Huang, Guang,Cui, Qing,Meng, Qingqing,Li, Shaoshun,Cui, Jiahua. "Discovery of heterocycle-containing α-naphthoflavone derivatives as water-soluble, highly potent and selective CYP1B1 inhibitors". . . Retrieved 2021.
• 4、 Terada, Akira,Tanoue, Yasuhiro,Hatada, Akira,Sakamoto, Hiroshi. "Total Synthesis of Shikalkin ". . p. 987 - 988. Retrieved 1983.
• 5、 Takeya, Tetsuya,Takahashi, Yosuke,Okamoto, Iwao,Tamura, Osamu. "Oxidative dimerization of 4-methoxynaphthylamines in the presence of semiconductors". . p. 1479 - 1488. Retrieved 2010.
• 6、 Modugu, Nagi Reddy,Vannada, Jagadeshwar,Mehta, Goverdhan. "Exploratory studies towards a synthesis of bioactive kinamycin natural products". . p. 6919 - 6922. Retrieved 2015.
• 7、 Nabatame, Kazuyuki,Hirama, Masahiro,Inoue, Masayuki. "A simple desymmetrization approach to the spiroxin framework". . p. 1011 - 1016. Retrieved 2008.
• 8、 Fard, Sara Tavakkoli,Sekine, Kohei,Farshadfar, Kaveh,Rominger, Frank,Rudolph, Matthias,Ariafard, Alireza,Hashmi, A. Stephen K.. "Gold-Catalyzed Annulation of 1,8-Dialkynylnaphthalenes: Synthesis and Photoelectric Properties of Indenophenalene-Based Derivatives". supporting information. p. 3552 - 3559. Retrieved 2021/02/05.