Tetrabromobisphenol A diglycidyl ether

Base Information

• Chemical Name: Tetrabromobisphenol A diglycidyl ether
• CAS No.: 3072-84-2
• Deprecated CAS: 26447-15-4,121734-23-4,68541-19-5
• Molecular Formula: C21H20 Br4 O4
• Molecular Weight: 656.003
• European Community (EC) Number: 221-346-0
• DSSTox Substance ID: DTXSID0052700
• Nikkaji Number: J50.724E
• ChEMBL ID: CHEMBL2392655
• Mol file: 3072-84-2.mol

Synonyms:TBADE;tetrabromobisphenol A diglycidyl ether

Chemical Property of Tetrabromobisphenol A diglycidyl ether

Chemical Property:

• Refractive Index: 1.5000 (estimate)
• Boiling Point: 575.2°Cat760mmHg
• Flash Point: 242.7°C
• PSA: 43.52000
• Density: 1.842g/cm³
• LogP: 6.61770
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly, Heated)
• Water Solubility.: 26.4μg/L at 20℃
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 655.80541
• Heavy Atom Count: 29
• Complexity: 495

Purity/Quality:

99.9% ^*data from raw suppliers

TetrabromobisphenolADiglycidylEther ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C1=CC(=C(C(=C1)Br)OCC2CO2)Br)C3=CC(=C(C(=C3)Br)OCC4CO4)Br
• Uses: Tetrabromobisphenol A Diglycidyl Ether is a brominated flame retardant (BFR) with good stability and a thermal decomposition temperature over 300°.

Technology Process of Tetrabromobisphenol A diglycidyl ether

There total 2 articles about Tetrabromobisphenol A diglycidyl ether 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: 95.0%

Tetrabromobisphenol A (79-94-7) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 2,2'-(4,4'-(propane-2,2-diyl)bis(2,6-dibromo-4,1-phenylene))-bis (oxy)bis(methylene)dioxirane (3072-84-2,109675-38-9,111068-35-0,123009-05-2,156510-87-1,159250-81-4,161755-93-7,39454-68-7,60880-80-0,67383-03-3,76188-70-0,85205-72-7,86923-65-1,93907-20-1,137700-10-8,158344-00-4)

Guidance literature:

With tetrabutylammomium bromide; potassium hydroxide; at 20 ℃; for 12h;

DOI:10.1021/jm1000584

Reference yield:

→ 2,2'-(4,4'-(propane-2,2-diyl)bis(2,6-dibromo-4,1-phenylene))-bis (oxy)bis(methylene)dioxirane (3072-84-2,109675-38-9,111068-35-0,123009-05-2,156510-87-1,159250-81-4,161755-93-7,39454-68-7,60880-80-0,67383-03-3,76188-70-0,85205-72-7,86923-65-1,93907-20-1,137700-10-8,158344-00-4)

Guidance literature:

Reference yield: 80.0%

1-methyl-piperazine (109-01-3) + 2,2'-(4,4'-(propane-2,2-diyl)bis(2,6-dibromo-4,1-phenylene))-bis (oxy)bis(methylene)dioxirane (3072-84-2,109675-38-9,111068-35-0,123009-05-2,156510-87-1,159250-81-4,161755-93-7,39454-68-7,60880-80-0,67383-03-3,76188-70-0,85205-72-7,86923-65-1,93907-20-1,137700-10-8,158344-00-4) → 3,3'-(4,4'-(propane-2,2-diyl)bis(2,6-dibromo-4,1-phenylene))bis(oxy)bis(1-(4-methylpiperazin-1-yl)propan-2-ol) (325473-68-5)

Guidance literature:

With methanol; for 3h; Reflux;

DOI:10.1021/jm1000584

upstream raw materials:

Tetrabromobisphenol A

epichlorohydrin

Downstream raw materials:

3,3'-(4,4'-(propane-2,2-diyl)bis(2,6-dibromo-4,1-phenylene))bis(oxy)bis(1-morpholinopropan-2-ol)

3,3'-(4,4'-(propane-2,2-diyl)bis(2,6-dibromo-4,1-phenylene))bis(oxy)bis(1-(3,5-dimethylpiperidin-1-yl)propan-2-ol)

3,3'-(4,4'-(propane-2,2-diyl)bis(2,6-dibromo-4,1-phenylene))bis(oxy)bis(1-(4-methylpiperazin-1-yl)propan-2-ol)

3,3'-(4,4'-(propane-2,2-diyl)bis(2,6-dibromo-4,1-phenylene))bis(oxy)bis(1-(4-tert-butylphenylamino)propan-2-ol)

Refernces

• 1、 Zhou, Yu,Jiang, Chunyi,Zhang, Yaping,Liang, Zhongjie,Liu, Wenfeng,Wang, Liefeng,Luo, Cheng,Zhong, Tingting,Sun, Yi,Zhao, Linxiang,Xie, Xin,Jiang, Hualiang,Zhou, Naiming,Liu, Dongxiang,Liu, Hong. "Structural optimization and biological evaluation of substituted bisphenol a derivatives as β-amyloid peptide aggregation inhibitors". experimental part. p. 5449 - 5466. Retrieved 2010/11/05.