1,4-Butanediol diglycidyl ether

Names
IUPAC name 2-[4-(Oxiran-2-ylmethoxy)butoxymethyl]oxirane
Other names 1,4-Bis(2,3-epoxypropoxy)butane (Tetramethylenebis(oxymethylene))dioxirane 1,4-Bis(2,3-epoxypropyloxy)butane 1,4-Bis(glycidyloxy)butane 1,4-Bis(oxiranylmethyloxy)butane 1,4-Butane diglycidyl ether 1,4-Butanediol diglycidyl ether 1,4-Diglycidyloxybutane Butane-1:4-diol diglycidyl ether Butanediol diglycidyl ether Tetramethylene glycol diglycidyl ether 2,2'-(1,4-Butanediylbis(oxymethylene)bisoxirane)
Identifiers
CAS Number	2425-79-8
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1450123
ChemSpider	16147
ECHA InfoCard	100.017.611
EC Number	219-371-7
KEGG	D88722
PubChemCID	17046
CompTox Dashboard(EPA)	DTXSID7024667
InChI InChI=1S/C10H18O4/c1(3-11-5-9-7-13-9)2-4-12-6-10-8-14-10/h9-10H,1-8H2 Key: SHKUUQIDMUMQQK-UHFFFAOYSA-N
SMILES C1C(O1)COCCCCOCC2CO2
Properties
Chemical formula	C10H18O4
Molar mass	202.250 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). Infobox references

1,4-Butanediol diglycidyl ether (B14DODGE) is an organic chemical in theglycidylether family. It is aliphatic and a colorless liquid. It has twoepoxide (oxirane) groups per molecule.^[1] Its main use is in modifyingepoxy resins especiallyviscosity reduction.^[2]

It isREACH registered.^[3] The IUPAC name is 2-[4-(oxiran-2-ylmethoxy)butoxymethyl]oxirane.

1,4-Butanediol andepichlorohydrin are reacted in the presence of aLewis acid ascatalyst to form ahalohydrin: eachhydroxyl group of the diol reacts with an epoxide on epichlorohydrin. This process is followed by washing withsodium hydroxide to re-form the epoxide rings indehydrochlorination reaction.^[4] One of the quality control tests would involve measuring theEpoxy value by determination of the epoxy equivalent weight.

A key use is modifying the viscosity and properties of epoxy resins^[5] which may then be formulated into CASE applications:Coatings,^[6]Adhesives,Sealants,Elastomers,composite materials, fillers, putties, plasters, modelling clay and semiconductors. It also has a number of medical applications.^[7][8][9] The molecule is also used to synthesize other molecules.^[10][11] As anEpoxy modifier it is classed as an epoxyreactive diluent. The use of the diluent does effect mechanical properties and microstructure of epoxy resins.^[12][13]

The toxicity is fairly well known and understood and is rated as a severe skin and eye irritant. Contactdermatitis is also possible.^[14][15][16]

• Epoxy resin technology. Paul F. Bruins, Polytechnic Institute of Brooklyn. New York: Interscience Publishers. 1968.ISBN 0-470-11390-1.OCLC 182890.{{cite book}}: CS1 maint: others (link)
• Flick, Ernest W. (1993).Epoxy resins, curing agents, compounds, and modifiers : an industrial guide. Park Ridge, NJ.ISBN 978-0-8155-1708-5.OCLC 915134542.{{cite book}}: CS1 maint: location missing publisher (link)
• Lee, Henry (1967).Handbook of epoxy resins. Kris Neville ([2nd, expanded work] ed.). New York: McGraw-Hill.ISBN 0-07-036997-6.OCLC 311631322.
• "Dow Epoxy Resins"(PDF).

• Hexion difunctional epoxy diluents
• Denacol epoxy diluent range
• Cargill Reactive diluents

• Glycidyl ethers
• Reactive diluents

• Articles without UNII source
• ECHA InfoCard ID from Wikidata
• Articles containing unverified chemical infoboxes
• Articles with short description
• Short description matches Wikidata
• CS1 maint: others
• CS1 maint: location missing publisher