1,4-Diethoxybenzene

Base Information

• Chemical Name: 1,4-Diethoxybenzene
• CAS No.: 122-95-2
• Molecular Formula: C10H14O2
• Molecular Weight: 166.22
• Hs Code.: 29093090
• European Community (EC) Number: 204-585-5
• NSC Number: 68808,2113
• UNII: C6Y51501JB
• DSSTox Substance ID: DTXSID9059549
• Nikkaji Number: J5.537I
• Wikidata: Q63395501
• ChEMBL ID: CHEMBL219898
• Mol file: 122-95-2.mol

Synonyms:1,4-Diethoxybenzene;122-95-2;p-Diethoxybenzene;Benzene, 1,4-diethoxy-;Hydroquinone diethyl ether;Benzene, p-diethoxy-;NSC-2113;1,4-diethoxy-benzen;CHEMBL219898;C6Y51501JB;NSC 2113;EINECS 204-585-5;MFCD00015146;NSC-68808;Benzene,4-diethoxy-;AI3-09458;NSC2113;1,4-diethoxy-benzene;DIETHYL HYDROQUINONE;D07DGS;DIETHOXYBENZENE, P-;1,4-DIETHYLOXYBENZENE;HYDROQUINONE, DIETHYL-;SCHEMBL124015;UNII-C6Y51501JB;DTXSID9059549;NSC68808;BDBM50195871;AKOS008948257;PS-4039;SY057055;CS-0105156;D0535;FT-0606868;D76500;A804998;W-108419;Q63395501;F0001-0360

Chemical Property of 1,4-Diethoxybenzene

Chemical Property:

• Appearance/Colour: white crystalline powder, crystals or chunks
• Vapor Pressure: 0.0436mmHg at 25°C
• Melting Point: 69-72 °C(lit.)
• Refractive Index: 1.485
• Boiling Point: 246 °C at 760 mmHg
• Flash Point: 88.2 °C
• PSA: 18.46000
• Density: 1.411 g/cm³
• LogP: 2.48400
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 166.099379685
• Heavy Atom Count: 12
• Complexity: 92.4

Purity/Quality:

99% ^*data from raw suppliers

1,4-Diethoxybenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25-S24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)OCC
• Uses: 1,4-Diethoxybenzene is used in organic synthesis and it is used in the synthesis of pillar[6]arene in presence of BF3.OEt2.

Technology Process of 1,4-Diethoxybenzene

There total 20 articles about 1,4-Diethoxybenzene 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-dibromobenzene (106-37-6) + sodium ethanolate (141-52-6) → 1,4-diethoxybenzene (122-95-2)

Guidance literature:

With lithium chloride; copper(I) bromide; formic acid ethyl ester; In ethanol; at 110 ℃; for 7h; Sealed tube;

DOI:10.1002/ejoc.201500500

Reference yield: 91.0%

ethyl bromide (74-96-4) + 4-bromo-phenol (106-41-2) → 1,4-diethoxybenzene (122-95-2)

Guidance literature:

With sodium hydroxide; In methanol; at 60 ℃; for 32h;

Reference yield: 90.0%

ethyl iodide (75-03-6) + hydroquinone (123-31-9,8027-02-9) → 1,4-diethoxybenzene (122-95-2)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide; at 60 ℃; for 24h;

DOI:10.1080/00397919108016419

upstream raw materials:

Tetraethyl 1,4-phenylene bis(phosphate)

ethyl iodide

hydroquinone

ethyl bromide

Downstream raw materials:

2,5-diethoxy-benzenesulfonic acid amide

(2,5-Diethoxyphenyl)-(1-phthalimidoethyl)-keton

(S)-(2,5-Diethoxyphenyl)-(1-phthalimidoethyl)-keton

2,5-diethoxy-1-nitrobenzene

Refernces

• 1、 Marshall, Nicholas,Sontag, S. Kyle,Locklin, Jason. "Substituted poly(p-phenylene) thin films via Surface-Initiated Kumada-Type catalyst transfer polycondensation". . p. 2137 - 2144. Retrieved 2010.
• 2、 Wang, Ruiyi,Wang, Xiaoyu,Zheng, Zhanfeng. "Light assisted O-alkylation of phenols to ethers using layered double oxides catalyst under green and mild conditions". . . Retrieved 2020/07/03.
• 3、 Santra,Kopchuk,Kovalev,Zyryanov,Majee,Charushin,Chupakhin. "Solvent-free synthesis of pillar[6]arenes". supporting information. p. 423 - 426. Retrieved 2016/01/30.