Bisphenol A diglycidyl ether

Base Information

• Chemical Name: Bisphenol A diglycidyl ether
• CAS No.: 25085-99-8
• Deprecated CAS: 116161-20-7,170962-54-6,47424-12-4,85101-00-4,1018476-17-9,1226906-55-3,220756-60-5,64339-51-1,1253646-32-0,1416960-74-1,1608493-63-5,1645304-11-5,1826890-03-2,1826890-16-7,1886013-38-2,1889329-63-8,100629-69-4,104137-75-9,107461-90-5,110737-21-8,112603-15-3,115566-93-3,116469-81-9,118815-21-7,122157-02-2,122538-86-7,123584-39-4,125005-11-0,131151-70-7,132325-44-1,135668-53-0,137086-94-3,137545-84-7,137802-59-6,141093-30-3,145849-86-1,148092-60-8,150872-30-3,152059-80-8,161107-52-4,168759-37-3,171264-64-5,179530-03-1,181493-44-7,185702-25-4,26142-22-3,37217-54-2,37294-19-2,39378-82-0,39475-40-6,41178-38-5,51280-98-9,51374-21-1,51394-05-9,51910-45-3,52229-16-0,52350-20-6,52737-84-5,53637-50-6,55963-67-2,56690-61-0,56730-71-3,56832-64-5,58128-07-7,58615-59-1,58799-17-0,59979-12-3,59979-27-0,60202-18-8,60371-12-2,60825-75-4,61287-89-6,62362-68-9,62494-59-1,64083-68-7,64083-69-8,65098-97-7,66038-83-3,66198-86-5,66594-39-6,68190-11-4,72841-21-5,72847-21-3,73379-77-8,73612-85-8,75718-49-9,75831-43-5,78214-26-3,80702-62-1,81774-75-6,82496-74-0,83138-88-9,84069-58-9,84502-78-3,84617-15-2,85497-34-3,86168-14-1,86546-69-2,87004-20-4,87755-52-0,87912-89-8,9036-67-3,108058-29-3,108066-37-1,122897-17-0,128465-86-1,128513-55-3,129898-93-7,148569-29-3,161755-95-9,161936-32-9,166515-91-9,172451-28-4,193144-17-1,226910-00-5,243466-91-3,256338-94-0,303964-41-2,306971-27-7,441069-44-9,448927-08-0,495376-29-9,51425-98-0,532994-20-0,55774-85-1,56690-19-8,683815-99-8,74811-75-9,84135-55-7,852960-59-9,888316-32-3,898283-26-6,903885-45-0,99751-69-6,254448-95-8,908602-63-1,934479-37-5,934697-88-8,1000808-10-5,1009069-48-0,1020667-39-3,1200449-05-3,1207980-82-2,1227470-34-9,1259927-51-9,1268496-37-2,1310584-08-7,1311195-17-1,1400634-77-6,195459-69-9,295358-50-8,336790-36-4,39421-68-6,473553-29-6,82446-01-3,855526-28-2,87501-52-8,915090-50-5,1094621-90-5,117946-60-8,1204018-95-0,1233542-29-4,1254941-36-0,1262222-54-7,1315991-74-2,132893-71-1,1330081-80-5,1431940-00-9,1442645-03-5,1616883-17-0,1639783-41-7,1701460-40-3,174794-97-9,1803142-08-6,1818293-74-1,1860801-07-5,197592-26-0,2011755-07-8,2052302-38-0,209225-22-9,634603-84-2,77537-89-4,82513-45-9,898230-33-6,898230-35-8,905309-86-6,914982-96-0,945957-77-7,946123-74-6,1623062-02-1,2095665-24-8,2101185-81-1,2222994-56-9,2240175-31-7,918147-36-1,1231161-42-4,124759-84-8,1273321-32-6,1355342-16-3,141332-35-6,1486351-77-2,1663480-43-0,1803142-07-5,2234240-82-3,2304400-64-2,2311881-74-8,2311881-77-1,2374090-04-5,2411966-90-8,2412830-33-0,2490291-88-6,2590538-36-4,2601639-31-8,909776-77-8,945525-42-8,1219000-12-0,2704576-13-4,1018476-17-9,170962-54-6,220756-60-5,47424-12-4,64339-51-1,85101-00-4
• Molecular Formula: (C21H24O4)x^-
• Molecular Weight: 340.41300
• European Community (EC) Number: 216-823-5
• ICSC Number: 0151
• NSC Number: 5022
• UNII: F3XRM1NX4H
• DSSTox Substance ID: DTXSID6024624
• Nikkaji Number: J14.164J
• Wikipedia: Bisphenol_A_diglycidyl_ether
• Wikidata: Q2080808
• Metabolomics Workbench ID: 45716
• ChEMBL ID: CHEMBL258558
• Mol file: 25085-99-8.mol

Synonyms:2,2-bis(4-(2,3-epoxypropoxy)phenyl)propane;2,2-bis(4-glycidyloxyphenyl)propane;2,2-bis(p-glycidyloxyphenyl)propane;Araldite GY 250;bisphenol A diglycidyl ether;DGEBA;DGEBPA

Chemical Property of Bisphenol A diglycidyl ether

Chemical Property:

• Melting Point: 45-55 °C
• PSA: 43.52000
• Density: 1.16 g/cm3(Temp: 25 °C)
• LogP: 3.56770
• Water Solubility.: Soluble in 100% ethanol, dimethyl sulfoxide (100 mM), dimethyl formamide, chloroform, methanol, and ethanol (50 mM). Insoluble in water.
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 340.16745924
• Heavy Atom Count: 25
• Complexity: 384

Purity/Quality:

98%Min ^*data from raw suppliers

BISPHENOL A DIGLYCIDYL ETHER RESIN 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 43
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Epoxy Resins
• Canonical SMILES: CC(C)(C1=CC=C(C=C1)OCC2CO2)C3=CC=C(C=C3)OCC4CO4
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes and skin. Exposure could cause lowering of consciousness.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis. Repeated or prolonged contact may cause skin sensitization.
• Uses: Bisphenol A diglycidyl ether is used to inhibit the peroxisome proliferator-activated receptor (PPARγ) and adipocyte differentiation and it induce apoptosis in tumor cells.

Technology Process of Bisphenol A diglycidyl ether

There total 8 articles about Bisphenol 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: 98.0%

BPA (80-05-7) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → diphenylolpropane diglycidyl ether (1675-54-3,25085-99-8,55774-85-1,91384-80-4)

Guidance literature:

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

DOI:10.1021/jm1000584

Reference yield: 57.0%

BPA (80-05-7) + (R)-glycidyl tosylate (113826-06-5,6746-81-2) → (R)-4-(2-(4-(oxiran-2-ylmethoxy)phenyl)propan-2-yl)phenol (1203489-95-5) + (R)-BADGE (1203489-97-7,25085-99-8,55774-85-1,91384-80-4)

Guidance literature:

BPA; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 0.333333h; Inert atmosphere;

(R)-glycidyl tosylate; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 15h;

Reference yield: 55.2%

bisphenol A diallyl ether (3739-67-1) → bisphenol A monoglycidyl ether (140896-80-6) + diphenylolpropane diglycidyl ether (1675-54-3,25085-99-8,55774-85-1,91384-80-4)

Guidance literature:

With tetramethyl ammoniumhydroxide; dihydrogen peroxide; acetonitrile; In methanol; water; at 30 ℃; for 4.5h; pH=11; Product distribution / selectivity;

upstream raw materials:

BPA

epichlorohydrin

1-chloro-3-[4-[2-[4-(3-chloro-2-hydroxypropoxy)phenyl] propan-2-yl]phenoxy]propan-2-ol

bisphenol A diallyl ether

Downstream raw materials:

3,3'-((propane-2,2-diylbis(4,1-phenylene))bis(oxy))bis(propan-1-ol)

(1-methylethylidene)bis[4,1-phenyleneoxy(2-hydroxy-3,1-propanediyl)] bismethacrylate

Refernces

• 1、 Duarah, Rituparna,Karak, Niranjan. "A starch based sustainable tough hyperbranched epoxy thermoset". . p. 64456 - 64465. Retrieved 2015/08/18.
• 2、 Liu, Jin-Qiu,Bai, Chong,Jia, De-Dong,Liu, Wei-Liang,He, Fu-Yan,Liu, Qin-Ze,Yao, Jin-Shui,Wang, Xin-Qiang,Wu, Yong-Zhong. "Design and fabrication of a novel superhydrophobic surface based on a copolymer of styrene and bisphenol A diglycidyl ether monoacrylate". . p. 18025 - 18032. Retrieved 2014/05/20.