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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

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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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Andreja Leskovac et al.
The Tohoku journal of experimental medicine, 221(1), 69-76 (2010-05-11)
Among patients with bone marrow failure (BMF) syndrome, some are happened to have underlying Fanconi anemia (FA), a genetically heterogeneous disease, which is characterized by progressive pancytopenia and cancer susceptibility. Due to heterogeneous nature of the disease, a single genetic
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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