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1,2,7,8-Diepoxyoctane

CAS#[2426-07-5]
G-codeGEO-01029
EC number219-375-9
Molecular formulaC8H14O2
Molecular weight142.2
Synonyms 1,2:7,8-diepoxyoctane ; 2-[4-(Oxiran-2-yl)butyl]oxirane ; 2-[4-(2-Oxiranyl)butyl]oxirane
Structure of 1,2,7,8-Diepoxyoctane

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Specification

Appearanceclear colorless liquid
Purity99,94% (GC)
NoteNitrogen purged

Structural identification

CAS#[2426-07-5]
G-codeGEO-01029
EC number219-375-9
SMILESC(CCC1CO1)CC2CO2
InChIInChI=1S/C8H14O2/c1(3-7-5-9-7)2-4-8-6-10-8/h7-8H,1-6H2
InChI KeyInChIKey=LFKLPJRVSHJZPL-UHFFFAOYSA-N
Download structure as .mol

Regulatory Information

Transport InformationTOXIC LIQUID, ORGANIC, N.O.S. UN2810 6.1/ PG III
GHS pictogram
GHS06_toxicGHS08_health_hazard
Signal WordDanger
Hazard Statements
H302 - H311 - H341 - H350

H302 – Harmful if swallowed.
H311 – Toxic in contact with skin.
H341 – Suspected of causing genetic defects .
H350 – May cause cancer .

Precautionary Statements
P202 - P264 - P280 - P301+P312 - P302+P352+P312 - P308+P313

P202 – Do not handle until all safety precautions have been read and understood.
P264 – Wash … thoroughly after handling.
P280 – Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312 – IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.
P302+P352+P312 – IF ON SKIN: Wash with plenty of water. Call a POISON CENTER/doctor if you feel unwell.
P308+P313 – IF exposed or concerned: Get medical advice/attention.

Documents
Safety Data Sheet

Product categorization

Description

Show full description

General description of 1,2,7,8-Diepoxyoctane:

1,2,7,8-Diepoxyoctane [2426-07-5] is aliphatic compound with a boiling point of 120 °C at 28 Torr. [1] It is highly toxic oil which can cause cancer and linking of DNA.[2] It is commonly used as linking agent in the preparation of hyaluronic acid hydrogels which are kind of promising body filler for tissue engineering [3] or in enhancing thermal stability of Candida antarctica Lipase B enzyme.[4] This enzyme is widely used as catalyst in industrial processes.

Preparation:

1,2,7,8-Diepoxyoctane can be synthesized by epoxidation of 1,7-octadiene using peracids such as m-CPBA. Alternatively, it can be obtained via enzymatic epoxidation catalyzed by Pseudomonas oleovorans.[5][6]

Product categorization (Chemical groups):

Main category: Second level:
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[1]J. L. Everett, G. A. R. Kon,  J. Am. Chem. Soc. 1950, 0, 3131 – 3135. Doi: 10.1039/JR9500003131 [2] M. J. Yunes, S. E. Charnecki, J. J. Marden, J. T. Millard, Chem. Res. Toxicol. 1996, 9, 994-1000 Doi: https://doi.org/10.1021/tx960059c; P. C. Jurs, J. T. Chou, M. Yuan, J. Med. Chem. 1979, 22, 476 – 483. Doi: 10.1021/jm00191a004; C. E. Voogg, J. J. Steil, J. J. J. A. A. Jacobs, Mutat. Res. 1981, 80, 269 – 282. Doi: https://doi.org/10.1016/0165-1218(81)90108-7. [3] Z. Li, X. Ma, D. Fan, C. Zhu, L. Zhao, Y. Liu, L. Chang, Mater. Res. Innov. 2015, 19, 268 – 272. Doi: https://doi.org/10.1179/1432891715Z.0000000001983. [4] N. Miletić, K. Loos, Aust. J. Chem. 2009, 62, 799 – 805.  Doi: 10.1071/CH09033. [5] K. Martina, M. Caporaso, S. Tagliapietra, G. Heropoulos, O. Rosati, G. Cravotto, Carbohydr. Res. 2011, 17, 2677 – 2682. Doi: https://doi.org/10.1016/j.carres.2011.09.018, H. J. Park, J. J. Kim, H. R. Kim, E. K. Lee, E. S. Kim, Ch. S. Jeong, A. Moon, S. H. Lee, Bioorg. Med. Chem. 2011, 19, 4004 – 4013. Doi: https://doi.org/10.1016/j.bmc.2011.05.020. [6]R. D. Schwartz, C. J. Mccoy, Appl. Environ. Microbiol. 1976, 31, 78 – 82. https://journals.asm.org/doi/pdf/10.1128/aem.31.1.78-82.1976

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