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Merck
CN

202533

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
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24852096
MDL number:
MFCD00005120
Beilstein/REAXYS Number:
8614599

Key Documents

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Product Name

1,3-Butadiene diepoxide, 97%

InChI

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

SMILES string

C1OC1C2CO2

InChI key

ZFIVKAOQEXOYFY-UHFFFAOYSA-N

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

Quality Level

200

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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.

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.

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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

3 - Flammable liquids

wgk

WGK 3

flash_point_f

114.8 °F - closed cup

flash_point_c

46 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

非剧毒-急性毒性1
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Certificates of Analysis (COA)

Lot/Batch Number
MKCT8583
BCBQ5892V
BCCG3700
MKCL0607
MKBX4648V

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Erin D Michaelson-Richie et al.
Journal of proteome research, 9(9), 4356-4367 (2010-07-30)
1,2,3,4-diepoxybutane (DEB) is a strongly genotoxic diepoxide hypothesized to be the ultimate carcinogenic metabolite of the common industrial chemical and environmental carcinogen 1,3-butadiene. DEB is a bis-electrophile capable of cross-linking cellular biomolecules to form DNA-DNA and DNA-protein cross-links (DPCs), which
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
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
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
Sung-Hee Cho et al.
Chemical research in toxicology, 25(3), 706-712 (2011-12-21)
1,2,3,4-Diepoxybutane (DEB) is reported to be the most potent mutagenic metabolite of 1,3-butadiene, an important industrial chemical and environmental pollutant. DEB is capable of inducing the formation of monoalkylated DNA adducts and DNA-DNA and DNA-protein cross-links. We previously reported that
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