Bisphenol A diglycidyl ether

Bisphenol A diglycidyl ether
IUPAC name 2-[[4-[2-[4-(oxiran-2-ylmethoxy)phenyl]propan-2-yl]phenoxy]methyl]oxirane
Other names Diglycidyl ether of bisphenol A; 2,2-Bis(4-glycidyloxyphenyl)propane; Epoxide A
Identifiers
Abbreviations	BADGE; DGEBA
CAS number	1675-54-3 Y
PubChem	2286
KEGG	C14348 N
Jmol-3D images	Image 1
SMILES CC(C)(C1=CC=C(C=C1)OCC2CO2)C3=CC=C(C=C3)OCC4CO4
Properties
Molecular formula	C21H24O4
Molar mass	340.41 g mol−1
Exact mass	340.167459
N A diglycidyl ether (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Bisphenol A diglycidyl ether (commonly abbreviated BADGE) is a chemical compound used as constituent of epoxy resins. It is a derivative of bisphenol A that is used in epoxy resins for its cross-linking properties.^[1]

Many standard epoxies are based on a formula containing diglycidyl ethers, including BADGE.^{[citation needed]} Dapsone is generally the other compound used in the curing of epoxy resins.^{[citation needed]}

BADGE is listed as an IARC Group 3 carcinogen, meaning it is "not classifiable as to its carcinogenicity to humans".^[2] From the 1990s onward, concern has been raised over this possible carcinogenicity because BADGE is also used in epoxy resins in the lining of some tin cans for foodstuffs, and unreacted BADGE may end up in the contents of those cans.^[1]

See also

• Bisphenol A (BPA)
• Bisphenol AF (BPAF)
• Bisphenol S (BPS)

References

1. ^ ^{a b} Walfried Rauter, Gerald Dickinger, Rudolf Zihlarz and Josef Lintschinger, “Determination of Bisphenol A diglycidyl ether (BADGE) and its hydrolysis products in canned oily foods from the Austrian market”, Z. Lebensm. Unters. Forsch. A 208 (1999) 208–211
2. ^ Group 3: Not classifiable as to carcinogenicity to humans, International Agency for Research on Cancer