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202533

Sigma-Aldrich

1,3-Butadiene diepoxide

97%

Synonym(s):

1,2,3,4-Diepoxybutane

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About This Item

Empirical Formula (Hill Notation):
C4H6O2
CAS Number:
1464-53-5
Molecular Weight:
86.09
Beilstein:
8614599
MDL number:
MFCD00005120
UNSPSC Code:
12162002
PubChem Substance ID:
24852096
NACRES:
NA.23
Pricing and availability is not currently available.

vapor pressure

25 mmHg ( 56 °C)

Assay

97%

form

liquid

impurities

<3% methylene chloride

refractive index

n20/D 1.434 (lit.)

bp

56-58 °C/25 mmHg (lit.)

mp

2-4 °C (lit.)

density

1.113 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C1OC1C2CO2

InChI

1S/C4H6O2/c1-3(5-1)4-2-6-4/h3-4H,1-2H2

InChI key

ZFIVKAOQEXOYFY-UHFFFAOYSA-N

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General description

1,3-Butadiene diepoxide is a versatile organic compound characterized by its diepoxide structure, which features two epoxy groups. This unique configuration allows it to act as an effective crosslinking agent in polymerization processes, enhancing the mechanical strength and thermal stability of resulting materials.

Application

1,3-Butadiene diepoxide can be used:
  • As a precursor to synthesize microstructured poly(amino alcohol ethers) hydrogels for drug delivery and tissue engineering. It helps to enhance mechanical strength and thermal responsiveness of hydrogels.
  • As a cross-linker for the green synthesis of hemostatic epoxy-amine sponge for management of bleeding. It facilitates the formation of a three-dimensional network within the epoxy-amine matrix.

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Carc. 1B - Eye Dam. 1 - Flam. Liq. 3 - Muta. 1B - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

114.8 °F - closed cup

Flash Point(C)

46 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT8583
BCBQ5892V
BCCG3700
MKCL0607
MKBX4648V

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Filipa Ponte et al.
Toxicology, 289(1), 52-58 (2011-08-03)
The biotransformation and oxidative stress may contribute to 1,2:3,4-diepoxybutane (DEB)-induced toxicity to human lymphocytes of Fanconi Anemia (FA) patients. Thus, the identification of putative inhibitors of bioactivation, as well as the determination of the protective role of oxidant defenses, on
Uthpala Seneviratne et al.
Chemical research in toxicology, 23(10), 1556-1567 (2010-09-30)
1,2,3,4-Diepoxybutane (DEB) is a carcinogenic metabolite of 1,3-butadiene (BD), an important industrial and environmental chemical present in urban air and in cigarette smoke. DEB is considered the ultimate carcinogenic species of BD because of its potent genotoxicity and mutagenicity attributed
Qingjun Liu et al.
Biosensors & bioelectronics, 26(4), 1672-1678 (2010-10-15)
Olfactory systems of human beings and animals have the abilities to sense and distinguish varieties of odors. In this study, a bioelectronic nose was constructed by fixing biological tissues onto the surface of light-addressable potentiometric sensor (LAPS) to mimic human
Melissa Goggin et al.
Chemical research in toxicology, 24(6), 809-817 (2011-04-02)
1,3-Butadiene (BD) is an important industrial and environmental chemical classified as a human carcinogen. The mechanism of BD-mediated cancer is of significant interest because of the widespread exposure of humans to BD from cigarette smoke and urban air. BD is
Michelle L Webb et al.
The Journal of hand surgery, 36(6), 1052-1057 (2011-04-26)
Fanconi anemia (FA) is a rare genetic disorder of DNA repair that with near uniformity leads to bone marrow failure and resulting morbidity and mortality. Approximately 50% of FA patients are born with anomalies of the thumb or thumb and
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