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Structure via PubChem · Public domain (PubChem)
diepoxybutane
Sign in to saveAlso known as 1,2:3,4-dianhydrothreitol, 1,3-butadiene diepoxide, butane diepoxide, butadiene dioxide, 1,2:3,4-butadiene diepoxide, dioxybutadiene, 1,1'-bi[ethylene oxide], butadiene diepoxide
Diepoxybutane (also known as butane diepoxide, butadiene diepoxide, or 1,2:3,4-diepoxybutane) is an epoxide which is a colorless liquid at room temperature. Epoxides are very reactive due to ring strain and diepoxybutane contains two of these groups, so it is highly reactive, more than other ethers. It is hydrophilic, very flammable and easily ignited by heat or sparks.
Chemical data
- Formula
- C4H6O2
- Molecular weight
- 86.09 g/mol
- IUPAC name
- 2-(oxiran-2-yl)oxirane
- SMILES
- C1C(O1)C2CO2
- InChIKey
- ZFIVKAOQEXOYFY-UHFFFAOYSA-N
- XLogP
- -0.5
- Polar surface area
- 25.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
692 papers- Diepoxybutane.IARC monographs on the evaluation of the carcinogenic risk of chemicals to man · 1976
- Diepoxybutane.Report on carcinogens : carcinogen profiles · 2011
- Diepoxybutane.Report on carcinogens : carcinogen profiles · 2002
- Diepoxybutane.Report on carcinogens : carcinogen profiles · 2004
- Diepoxybutane induces the p53-dependent transactivation of the CCL4 gene that mediates apoptosis in exposed human lymphoblasts.Journal of biochemical and molecular toxicology · 2023
via PubMed
Wikidata facts
- Subclass of
- epoxide
- Mass
- 86.037
Show 3 more facts
- chemical formula
- C₄H₆O₂
- canonical SMILES
- C1C(O1)C2CO2
- Commons category
- Diepoxybutane
via Wikidata · CC0
~2 min read
Encyclopedic overview
7 sectionsContents
- Structure, reactivity, synthesis
- Other uses
- Toxicity
- Effect on humans
- Carcinogenicity
- Effect on animals
- References
Diepoxybutane (also known as butane diepoxide, butadiene diepoxide, or 1,2:3,4-diepoxybutane) is an epoxide which is a colorless liquid at room temperature. Epoxides are very reactive due to ring strain and diepoxybutane contains two of these groups, so it is highly reactive, more than other ethers. It is hydrophilic, very flammable and easily ignited by heat or sparks.
Diepoxybutane is used as a chemical intermediate, as a cross-linking agent for polymers and textiles, and as a preservative.
Excerpted from Wikipedia’s “diepoxybutane” article, available under the CC BY-SA 4.0 licence.