2425-79-8

Basic information

• Product Name: 1,4-Butanediol diglycidyl ether
• Synonyms: 1,4-Butanediol diglycidyl ether >=95%;1,4-Butanediol diglycidyl ether technical grade, 60%;1,4-Butanediol diglycidyl ether, 98%, 98%;TETRAMETHYLENE GLYCOL DIGLYCIDYL ETHER;ARALDITE RD-2;BUTANEDIOL-DGE;1,4-DIGLYCIDYLOXYBUTANE;1,4-DIHYDROXYBUTANE DIGLYCIDYL ETHER
• CAS NO: 2425-79-8
• Molecular Formula: C₁₀H₁₈O₄
• Molecular Weight: 202.25
• EINECS: 219-371-7
• Product Categories: Epoxy Diluents;Oxiranes;Simple 3-Membered Ring Compounds;Epoxide Monomers;Monomers;Polymer Science
• Mol File: 2425-79-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: -21 °C
• Boiling Point: 266 °C(lit.)
• Flash Point: >230 °F
• Appearance: Clear yellow/Liquid
• Density: 1.1 g/mL at 25 °C(lit.)
• Vapor Pressure: ~10 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.453
• Storage Temp.: -20°C
• Water Solubility: SOLUBLE
• Sensitive: Hygroscopic
• BRN: 115238
• CAS DataBase Reference: 1,4-Butanediol diglycidyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Butanediol diglycidyl ether(2425-79-8)
• EPA Substance Registry System: 1,4-Butanediol diglycidyl ether(2425-79-8)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21-36/38-43-52/53-22
• Safety Statements: 26-28-37/39-28B
• WGK Germany: 1
• RTECS: EJ5100000
• F: 3-10
• TSCA: Yes
• Hazardous Substances Data: 2425-79-8(Hazardous Substances Data)

Usage

Description

1,4-Butanediol diglycidyl ether is a reactive diluent in epoxy resins.

Chemical Properties

Clear yellow liquid

Uses

1,4-Butanediol diglycidyl ether is used for preparing amylose, xylan and hydroxyethyl-cellulose, to cross link polyethylenimine which also serves as a hole-blocking layer in organic solar cells, to cross link hyaluronic acid into hydrogels and for the activation of soluble dextran polymers. It is the most commonly used homobifunctional epoxide compound

Production Methods

The compound results from condensation of butanediol with epichlorohydrin followed by dehydrochlorination with caustic.

General Description

Clear pale yellow liquid.

Air & Water Reactions

Hygroscopic. Water soluble

Reactivity Profile

1,4-Butanediol diglycidyl ether reacts with acids.

Fire Hazard

1,4-Butanediol diglycidyl ether is combustible.

Flammability and Explosibility

Nonflammable

Contact allergens

This substance is a reactive diluent in epoxy resins

Carcinogenicity

A2 year dermal cancer bioassay was conducted in CF1 mice at doses of 0%, 0.05%, and 0.2% in acetone . Treatment did not adversely affect survival, did not increase the incidence of skin tumors, and did not result in significant skin irritation. There were no statistically significant increases in incidence of any systemic tumors, except for lymphatic tumors in females. Because there was a high background incidence of this tumor type in CF1 mice used in the testing laboratory , there was no clear evidence of 1,4-BDDGE-induced carcinogenicity.

InChI:InChI=1/C6H10O3.C4H10O2/c1(5-3-8-5)7-2-6-4-9-6;1-2-3-4(5)6/h5-6H,1-4H2;4-6H,2-3H2,1H3

Upstream product

• 110-63-4 Butane-1,4-diol 
• 106-89-8 epichlorohydrin 

Downstream Products

• 14180-03-1 1,4-Bis-<2-hydroxy-3-chlor-propoxy-butan> 
• 868944-55-2 C₃₂H₄₉ClN₂O₁₁ 
• 29611-97-0 racemic 1,4-butanediol diglycidyl ether 
• 29611-97-0 (2'S,2''S)-1,4-butanediol diglycidyl ether 
• 20844-43-3 3,3'-di-p-tolyl-5,5'-(2,7-dioxa-octane-1,8-diyl)-bis-oxazolidin-2-one 

Relevant articles and documents

Study of imidazole performance as pseudo-affinity ligand in the purification of IgG from bovine milk

The spherical sepharose CL-6B beads were activated by epichlorohydrin in different epoxy contents (80, 120 and 160 μmolepoxide/mLgel) and, L-histidine and imidazole as pseudo-affinity ligands were covalently immobilized to them. Some linkers with different length, (1,2-ethanediol diglycidyl ether and 1,4-butanediol diglycidyl ether) were synthesized for activation of sepharose and the activated sepharose beads modified with imidazole and the performance of these adsorbents in the purification of immunoglobulin G from bovine milk were evaluated. Among the L-histidine bearing adsorbents, higher adsorption of IgG (0.28 mg/mL) was obtained by adsorbent with the lower concentration of L-histidine. The highest amount of IgG adsorption (0.53 mg/mL) was obtained by imidazole bearing adsorbent with the highest amount of imidazole and Among the adsorbents with synthesized linkers, the adsorbent with 1,2-ethanediol diglycidyl ether showed better performance and was able to purify 0.25 mg/mL IgG with high purity. The synthesized pseudo-affinity adsorbents represented the abbility to purify immunoglobulin G in one-step process with high purity and efficiency.

Dinuclear macrocyclic polyamine zinc(II) complexes linked with flexible spacers: Synthesis, characterization, and DNA cleavage

Dinuclear macrocyclic polyamine zinc(II) complexes, which have two cyclen groups linked by flexible spacers, have been synthesized as DNA cleavage agents. The structures of these new dinuclear complexes are consistent with the data obtained from elemental analysis, MS and 1H NMR spectroscopy. The catalytic activity of these dinuclear complexes on DNA cleavage was studied. The results showed that the dinuclear zinc(II) complexes can catalyze the cleavage of supercoiled DNA (pUC 19 plasmid DNA) (Form I) under physiological conditions to produce selectively nicked DNA (Form II).