1,4-Dibromo-2,5-bis(hexyloxy)benzene

Base Information

• Chemical Name: 1,4-Dibromo-2,5-bis(hexyloxy)benzene
• CAS No.: 128424-36-2
• Molecular Formula: C18H28Br2O2
• Molecular Weight: 436.227
• DSSTox Substance ID: DTXSID30587374
• Nikkaji Number: J863.081J
• Wikidata: Q82479779
• Mol file: 128424-36-2.mol

Synonyms:1,4-Dibromo-2,5-bis(hexyloxy)benzene;1,4-dibromo-2,5-dihexoxybenzene;128424-36-2;1,4-DIBROMO-2,5-DI(HEXYLOXY)BENZENE;1,4-dibromo-2,5-dihexyloxybenzene;2,5-dibromo-1,4-dihexyloxybenzene;SCHEMBL197292;DTXSID30587374;SOGHPVFJOUWTNY-UHFFFAOYSA-N;1,4-dihexyloxy-2,5-dibromobenzene;2,5-dihexyloxy-1,4-dibromobenzene;1,4-Dibromo-2,5-bis-hexyloxy-benzene

Chemical Property of 1,4-Dibromo-2,5-bis(hexyloxy)benzene

Chemical Property:

• Melting Point: 51.3-53.1 °C(Solv: dichloromethane (75-09-2); methanol (67-56-1))
• Boiling Point: 436.1±40.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.302±0.06 g/cm3(Predicted)
• LogP: 7.12980
• XLogP3: 7.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 12
• Exact Mass: 436.04356
• Heavy Atom Count: 22
• Complexity: 238

Purity/Quality:

1,4-DIBROMO-2,5-DIHEXYLOXYBENZENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCOC1=CC(=C(C=C1Br)OCCCCCC)Br

Technology Process of 1,4-Dibromo-2,5-bis(hexyloxy)benzene

There total 14 articles about 1,4-Dibromo-2,5-bis(hexyloxy)benzene 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%

1,4-dihexyloxybenzene (67399-93-3) → 2,5-dihexyloxy-1,4-dibromobenzene (128424-36-2)

Guidance literature:

With bromine; iodine; In dichloromethane; at 0 - 20 ℃; for 12h;

DOI:10.1016/j.molstruc.2020.128164

Reference yield: 92.0%

1-bromo-hexane (111-25-1) + 2,5-dibromohydroquinone (14753-51-6) → 2,5-dihexyloxy-1,4-dibromobenzene (128424-36-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 48h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.202000893

Reference yield:

hydroquinone (123-31-9,8027-02-9) → 2,5-dihexyloxy-1,4-dibromobenzene (128424-36-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / K₂CO₃ / acetone / 72 h / Heating

2: 82 percent / Br₂ / CCl₄ / 2 h / 20 °C

With bromine; potassium carbonate; In tetrachloromethane; acetone;

DOI:10.1021/ja067107s

upstream raw materials:

1,4-dihexyloxybenzene

1-bromo-hexane

2,5-dibromohydroquinone

hydroquinone

Downstream raw materials:

2,5-bis(hexyloxy)-1,4-phenylenediboronic acid

2-bromo-1,4-bis(hexyloxy)benzene

(4-bromo-2,5-bis(hexyloxy)phenyl)boronic acid

1,4-bis(trimethylsilyl)-2,5-dihexoxybenzene