1,4-Dimethoxybenzene

Base Information

• Chemical Name: 1,4-Dimethoxybenzene
• CAS No.: 150-78-7
• Molecular Formula: C8H10O2
• Molecular Weight: 138.166
• Hs Code.: 29093090
• European Community (EC) Number: 205-771-9
• ICSC Number: 1297
• NSC Number: 7483
• UNII: 24WC6T6X0G
• DSSTox Substance ID: DTXSID0022014
• Nikkaji Number: J5.858K
• Wikipedia: 1,4-Dimethoxybenzene
• Wikidata: Q4545697
• Metabolomics Workbench ID: 43974
• ChEMBL ID: CHEMBL1668604
• Mol file: 150-78-7.mol

Synonyms:1,4-dimethoxybenzene;4-methoxyanisole;dimethylhydroquinone;hydroquinone dimethyl ether;para-dimethoxybenzene

Chemical Property of 1,4-Dimethoxybenzene

Chemical Property:

• Appearance/Colour: white crystals or powder
• Vapor Pressure: <1 mm Hg ( 20 °C)
• Melting Point: 55-58 ºC
• Refractive Index: 1.488
• Boiling Point: 212.6 °C at 760 mmHg
• Flash Point: 73.5 °C
• PSA: 18.46000
• Density: 1.005 g/cm³
• LogP: 1.70380
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Solubility.: dioxane: 0.1 g/mL, clear
• Water Solubility.: 0.8 g/l (20 ºC)
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 138.068079557
• Heavy Atom Count: 10
• Complexity: 73.3

Purity/Quality:

99%, ^*data from raw suppliers

1,4-Dimethoxybenzene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Ethers, Other
• Canonical SMILES: COC1=CC=C(C=C1)OC
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Uses: 1,4-Dimethoxybenzene is used as Pharmaceutical Intermediate. It is used in some paints and as a diazo dye. It is also used in perfumes and flavors in order to its floral odor. In addition, it is used on greasy skin, and with sulfur to treat acne, or as a dandruff treatment. Weathering agent in paints and plastics, fixative in perfumes, dyes, resin intermediate, cosmetics, especially suntan preparations, flavoring.

Technology Process of 1,4-Dimethoxybenzene

There total 124 articles about 1,4-Dimethoxybenzene 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: 80.0%

sodium methylate (124-41-4) + 1-Bromo-4-fluorobenzene (460-00-4) → 1-fluoro-4-methoxybenzene (459-60-9) + 1,4-dimethoxybezene (150-78-7)

Guidance literature:

copper(I) bromide; In methanol; Product distribution; Heating;

DOI:10.1016/S0040-4020(01)88501-X

Reference yield: 78.0%

4-chloromethoxybenzene (623-12-1) + C4H12BO4(1+)*K(1+) → methoxybenzene (100-66-3) + 1,4-dimethoxybezene (150-78-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tert-butyl XPhos; In N,N-dimethyl-formamide; at 100 ℃; Inert atmosphere;

DOI:10.1002/adsc.201300687

Reference yield: 35.0%

4-chloromethoxybenzene (623-12-1) + sodium tetramethoxyborate → methoxybenzene (100-66-3) + 1,4-dimethoxybezene (150-78-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tert-butyl XPhos; In N,N-dimethyl-formamide; at 100 ℃; Inert atmosphere;

DOI:10.1002/adsc.201300687

upstream raw materials:

methanol

para-methoxyphenyldiazonium chloride

sodium methylate

hydroquinone

Downstream raw materials:

3-(2,5-dimethoxybenzoyl)propionic acid

4-(2-Hydroxy-5-methoxyphenyl)-4-oxobutanoic Acid

2-(2,5-dimethoxybenzoyl)benzoic acid

6,9-dihydroxybenzoquinoline-5,10-quinone

Refernces

• 1、 Hendrickson. "-". . p. 1251. Retrieved 1961.
• 2、 Lüning, Ulrich,Eggert, Jan P. W.,Hagemann, Kathrin. "A second-generation dendrimer with six 2,9-dimethyl-1,10-phenanthroline units as ligand for copper-catalyzed reactions". . p. 2747 - 2752. Retrieved 2006.
• 3、 Borisenko, Konstantin B.,Zauer, Karoly,Hargittai, Istvan. "Intramolecular hydrogen bonding and molecular structure of 2,5-dihydroxyterephthalaldehyde and 4,6-dihydroxyisophthalaldehyde: A gas-phase electron diffraction and ab initio molecular orbital study". . p. 19303 - 19309. Retrieved 1996.
• 4、 Chan, Bun,Lui, Matthew Y.,Lui, Yuen Wai. "Methylation with Dimethyl Carbonate/Dimethyl Sulfide Mixtures: An Integrated Process without Addition of Acid/Base and Formation of Residual Salts". . . Retrieved 2022/01/08.
• 5、 Chen, Hao,Dong, Wenbo,Hu, Jianxiang,Rao, Li,Wang, Pei,Wang, Shengyao,Xiang, Yonggang,Yang, Yi. "A highly stable all-in-one photocatalyst for aryl etherification: The NiIIembedded covalent organic framework". . p. 5797 - 5805. Retrieved 2021/08/23.