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139564

Sigma-Aldrich

1,2,7,8-Diepoxyoctane

97%

Synonym(s):

1,7-Octadiene bisoxide, 1,7-Octadiene diepoxide, 2,2′-(1,4-Butanediyl)bis[oxirane]

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About This Item

Empirical Formula (Hill Notation):
C8H14O2
CAS Number:
2426-07-5
Molecular Weight:
142.20
EC Number:
219-375-9
MDL number:
MFCD00005155
UNSPSC Code:
12162002
PubChem Substance ID:
24848422
NACRES:
NA.23

Assay

97%

form

liquid

refractive index

n20/D 1.445 (lit.)

bp

240 °C (lit.)

density

0.997 g/mL at 25 °C (lit.)

SMILES string

C(CCC1CO1)CC2CO2

InChI

1S/C8H14O2/c1(3-7-5-9-7)2-4-8-6-10-8/h7-8H,1-6H2

InChI key

LFKLPJRVSHJZPL-UHFFFAOYSA-N

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Application

  • Removal of GenX by APTES functionalized diepoxyoctane cross-linked chitosan beads: Cross-linked and aminated chitosan beads were synthesized using 1,2:7,8-diepoxyoctane and 3-aminopropyl triethoxysilane. These beads were studied for their efficiency in removing GenX, a problematic environmental pollutant, demonstrating a potential application in water treatment technologies (M Vakili, F Gholami, HM Zwain, W Wang… - Journal of …, 2023 - Elsevier).

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H302,H311,H341,H350

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Carc. 1B - Muta. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

208.4 °F - closed cup

Flash Point(C)

98 °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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M J Yunes et al.
Chemical research in toxicology, 9(6), 994-1000 (1996-09-01)
The carcinogenicity of epoxide compounds has been attributed to covalent binding to DNA. Whereas monoepoxides form only monoadducts, diepoxides can form both monoadducts and interstrand cross-links. The latter are believed to be the more significant cytotoxic lesions as diepoxides are
D J Eide et al.
Molecular and cellular biology, 5(1), 1-6 (1985-01-01)
The mutation e1662 is an allele of the Caenorhabditis elegans unc-54 gene induced with the difunctional alkylating agent 1,2,7,8-diepoxyoctane. unc-54 encodes the major myosin heavy chain isozyme of body wall muscle cells. Filter-transfer hybridization and DNA sequence analysis show that
J T Millard et al.
Biochemistry, 40(35), 10677-10685 (2001-08-29)
Diepoxyalkanes form interstrand cross-links in DNA oligomers preferentially at 5'-GNC sites. We have examined cross-linking by 1,2,3,4-diepoxybutane (DEB) and 1,2,7,8-diepoxyoctane (DEO) within a fragment of the 5S RNA gene of Xenopus borealis in both the free and nucleosomal states. Sites
X Zhao
Journal of biomaterials science. Polymer edition, 17(4), 419-433 (2006-06-14)
Hyaluronic acid (hyaluronan, HA) has many medical applications as a biomaterial. To enhance its biostability, a novel hydrogel of cross-linked hyaluronic acid was prepared using a double cross-linking process, which involves building cross-linkages between hydroxyl group pairs and carboxyl group
E H Vock et al.
Mutation research, 441(1), 85-93 (1999-05-04)
The time-dependent dose-response relationships for the induction of DNA double-strand breaks (DSB) assessed by pulsed-field gel electrophoresis (PFGE) and for viability (evaluated by the MTT cytotoxicity test) were investigated in order to discriminate between genotoxic and cytotoxic mechanisms of DNA
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