1,4-Dihexyloxybenzene

Base Information

• Chemical Name: 1,4-Dihexyloxybenzene
• CAS No.: 67399-93-3
• Molecular Formula: C18H30O2
• Molecular Weight: 278.435
• DSSTox Substance ID: DTXSID30402255
• Nikkaji Number: J784.319D
• Mol file: 67399-93-3.mol

Synonyms:1,4-dihexyloxybenzene;1,4-dihexoxybenzene;1,4-bis(hexyloxy)benzene;67399-93-3;2,5-dihexyloxybenzene;1,4-di(n-hexyloxy)benzene;SCHEMBL1573968;DTXSID30402255;ASWOZWYFBVLCMR-UHFFFAOYSA-N;AKOS024390842

Chemical Property of 1,4-Dihexyloxybenzene

Chemical Property:

• PSA: 18.46000
• LogP: 5.60480
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 12
• Exact Mass: 278.224580195
• Heavy Atom Count: 20
• Complexity: 176

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCOC1=CC=C(C=C1)OCCCCCC
• Uses: 1,4-Bis(hexyloxy)benzene is a reagent used in the synthesis of alkyloxy substituted organic dyes for high voltage dye-sensitized solar cells.

Technology Process of 1,4-Dihexyloxybenzene

There total 15 articles about 1,4-Dihexyloxybenzene 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: 100.0%

sodium (2,5-bis(hexyloxy)phenyl)trihydroxyborate → 1,4-dihexyloxybenzene (67399-93-3)

Guidance literature:

at 200 ℃; for 0.5h; neat (no solvent, solid phase);

DOI:10.1021/jo201353j

Reference yield: 97.0%

1-bromo-hexane (111-25-1) + hydroquinone (123-31-9,8027-02-9) → 1,4-dihexyloxybenzene (67399-93-3)

Guidance literature:

With sodium hydrosulfite pentahydrate; tetrabutylammomium bromide; potassium hydroxide; In water; toluene; Cooling with ice; Reflux;

DOI:10.1021/ol102398y

Reference yield: 82.0%

1,4-Cyclohexanedione (637-88-7) + hexan-1-ol (111-27-3) → 1,4-dihexyloxybenzene (67399-93-3) + 4-(hexyloxy)phenol (18979-55-0)

Guidance literature:

With oct-1-ene; 5%-palladium/activated carbon; at 150 ℃; for 60h; Sealed tube; Inert atmosphere;

DOI:10.1002/ejoc.201300485

upstream raw materials:

1-bromo-hexane

disodium salt of hydroquinone

4-methylbenzenesulfonic acid n-hexylester

sodium 4-hydroxybenzen-1-olate

Downstream raw materials:

2,5-dihexyloxybenzaldehyde

1,4-dihexyloxy-2,5-dinitrobenzene

1,4-dihexyloxy-2,3-dinitrobenzene

C₇₂H₁₀₅NO₆Si

Refernces

• 1、 Bandyopadhyay, Arkasish,Halim, Md. Ershad,Hossain, Md. Elius,Shinmyozu, Teruo. "A study on the synthesis, characterization, structural optimization, and conformational behaviors of bromo-substituted pyromelliticdiimide-based [2+2] macrocycle as structural units of covalently linked molecular tubes". . . Retrieved 2020/04/17.
• 2、 Ji, Jiecheng,Li, Yizhou,Xiao, Chao,Cheng, Guo,Luo, Kui,Gong, Qiyong,Zhou, Dayang,Chruma, Jason J.,Wu, Wanhua,Yang, Cheng. "Supramolecular enantiomeric and structural differentiation of amino acid derivatives with achiral pillar[5]arene homologs". supporting information. p. 161 - 164. Retrieved 2019/12/30.