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

Base Information

• Chemical Name: 1,4-Dibromo-2,5-bis(2-chloroethoxy)benzene
• CAS No.: 178557-12-5
• Molecular Formula: C10H10Br2Cl2O2
• Molecular Weight: 392.902
• DSSTox Substance ID: DTXSID50409963
• Wikidata: Q82215991
• Mol file: 178557-12-5.mol

Synonyms:178557-12-5;1,4-dibromo-2,5-bis(2-chloroethoxy)benzene;1,4-BIS(2-CHLOROETHOXY)-2,5-DIBROMOBENZENE;SCHEMBL5637872;DTXSID50409963;FT-0663244;A901429;J-011384

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

Chemical Property:

• PSA: 18.46000
• LogP: 4.44680
• Solubility.: Acetone, Chloroform, Dichloromethane, Ethyl Acetate
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 391.84041
• Heavy Atom Count: 16
• Complexity: 178

Purity/Quality:

97% ^*data from raw suppliers

1,4-Bis(2-chloroethoxy)-2,5-dibromobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1Br)OCCCl)Br)OCCCl
• Uses: 1,4-Bis(2-chloroethoxy)-2,5-dibromobenzene can be used in the preparation of potent 5-HT2 receptor agonists.

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

There total 3 articles about 1,4-Dibromo-2,5-bis(2-chloroethoxy)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:

1,4-bis(2-hydroxyethoxy)benzene (104-38-1) → 1,4-bis(2-chloroethoxy)-2,5-dibromobenzene (178557-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / SOCl₂; pyridine / 20 °C

2: 91 percent / Br₂; ZnCl₂ / acetic acid

With pyridine; thionyl chloride; bromine; zinc(II) chloride; In acetic acid;

DOI:10.1021/jm000491y

Reference yield:

hydroquinone (123-31-9,8027-02-9) → 1,4-bis(2-chloroethoxy)-2,5-dibromobenzene (178557-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 32 percent / K₂CO₃ / acetone / 24 h / Heating

2: 92 percent / Fe, Br₂ / CCl₄ / 4.5 h / Ambient temperature

With bromine; iron; potassium carbonate; In tetrachloromethane; acetone;

DOI:10.1021/jm960199j

Reference yield:

hydroquinone (123-31-9,8027-02-9) → 1,4-bis(2-chloroethoxy)-2,5-dibromobenzene (178557-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetone / 24 h / Reflux; Inert atmosphere

2: bromine; iron / tetrachloromethane / 5 h / 20 °C

With bromine; iron; potassium carbonate; In tetrachloromethane; acetone;

DOI:10.1016/j.bmcl.2017.02.053

upstream raw materials:

1,4-bis(2-hydroxyethoxy)benzene

hydroquinone

Downstream raw materials:

4,10-dioxatricyclo[7.3.0.0^3,7]dodeca-1,3⁽⁷⁾,8-triene

(S)-(+)-1-(8-bromo-2,3,6,7-tetrahydrobenzo[1,2-b;4,5-b']difuran-4-yl)-2-aminopropane

(R)-(-)-1-(8-bromo-2,3,6,7-tetrahydrobenzo[1,2-b;4,5-b']difuran-4-yl)-2-aminopropane

4,10-dioxatricyclo[7.3.0.0^3,7]dodeca-1⁽⁹⁾,2,7-triene-2-carbaldehyde