1,3,5-Tris(chloroethyl)benzene

Base Information

• Chemical Name: 1,3,5-Tris(chloroethyl)benzene
• CAS No.: 18226-46-5
• Molecular Formula: C12H15Cl3
• Molecular Weight: 265.61
• DSSTox Substance ID: DTXSID90171273
• Nikkaji Number: J1.565.152K
• Wikidata: Q83041363
• Mol file: 18226-46-5.mol

Synonyms:1,3,5-TRIS(CHLOROETHYL)BENZENE;18226-46-5;1,3,5-tris(2-chloroethyl)benzene;SCHEMBL23242475;DTXSID90171273;1,3,5-tris(2-chloroethyl)-benzene

Chemical Property of 1,3,5-Tris(chloroethyl)benzene

Chemical Property:

• Vapor Pressure: 2.74E-05mmHg at 25°C
• Boiling Point: 368.2°C at 760 mmHg
• Flash Point: 256.5°C
• Density: 1.196g/cm³
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 264.023934
• Heavy Atom Count: 15
• Complexity: 120

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1CCCl)CCCl)CCCl

Technology Process of 1,3,5-Tris(chloroethyl)benzene

There total 9 articles about 1,3,5-Tris(chloroethyl)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: 94.0%

2-[3,5-bis(2-chloroethyl)phenyl]-1-ethanol → 1,3,5-tris(2-chloroethyl)benzene (18226-46-5)

Guidance literature:

With thionyl chloride; In diethyl ether; hexane; at 7 - 90 ℃; Inert atmosphere;

DOI:10.1134/S1070363217080084

Reference yield:

1,3,5-benzenetriethanol (18226-43-2) → 1,3,5-tris(2-chloroethyl)benzene (18226-46-5)

Guidance literature:

With pyridine; thionyl chloride; In benzene;

DOI:10.1039/j39680000630

Reference yield:

1,3,5-trisbromobenzene (626-39-1) → 1,3,5-tris(2-chloroethyl)benzene (18226-46-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: n-butyllithium / diethyl ether; hexane / 1 h / -70 °C / Inert atmosphere

1.2: -70 - 20 °C / Inert atmosphere

1.3: 1.33 h / Inert atmosphere

2.1: thionyl chloride / diethyl ether; hexane / 7 - 90 °C / Inert atmosphere

3.1: n-butyllithium / diethyl ether; hexane / 1 h / -70 °C / Inert atmosphere

3.2: -70 - 20 °C / Inert atmosphere

3.3: 1.33 h / Inert atmosphere

4.1: thionyl chloride / diethyl ether; hexane / 7 - 90 °C / Inert atmosphere

5.1: n-butyllithium / diethyl ether; hexane / 1 h / -70 °C / Inert atmosphere

5.2: -70 - 20 °C / Inert atmosphere

5.3: 1.33 h / Inert atmosphere

6.1: thionyl chloride / diethyl ether; hexane / 7 - 90 °C / Inert atmosphere

With n-butyllithium; thionyl chloride; In diethyl ether; hexane;

DOI:10.1134/S1070363217080084

upstream raw materials:

1,3,5-benzenetriethanol

benzene-1,3,5-triyl-tri-acetic acid triethyl ester

1,3,5-trisbromobenzene

1,3-dibromo-5-(2-hydroxyethyl)benzene

Downstream raw materials:

1.3.5-Tris-(β-cyanethyl)-benzol

TAB₀₀₂

1,3,5-tris(3-hydroxypropyl)benzene