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Bis(2,3-epoxycyclopentyl) ether

HCID 61307
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Basic information

CAS
2386-90-5
Standard SMILES
C1CC2OC2C1OC1CCC2OC12
InChIKey
ADAHGVUHKDNLEB-UHFFFAOYSA-N
Molecular formula
C10H14O3
Average molar mass
182.22 g/mol
Monoisotopic mass
182.0942943

Overview

Bis(2,3-epoxycyclopentyl)ether is a member of oxanes.

Names & identifiers

Preferred name
Bis(2,3-epoxycyclopentyl) ether
IUPAC
2-(6-oxabicyclo[3.1.0]hexan-2-yloxy)-6-oxabicyclo[3.1.0]hexane
English name
2,2'-oxybis-6-oxabicyclo[3.1.0]hexane
Molecular formula
C10H14O3
Molecular weight
182.21636

Names & synonyms

BIS(2,3-EPOXYCYCLOPENTYL) ETHER2386-90-5Bis(2,3-epoxycyclopentyl)etherERR 42051,1'-Oxybis(2,3-epoxycyclopentane)U48N53PWSE6-Oxabicyclo(3.1.0)hexane, 2,2'-oxybis-NSC-344616-Oxabicyclo[3.1.0]hexane, 2,2'-oxybis-DTXSID20870964RefChem:120025DTXCID80818640
Show more names
ERR-4205Nsc34461BISEPOXYCYCLOPENTYLETHERWln: T35 botj do- dt35 botjEther, bis(2,3-epoxycyclopentyl)1,1'-Oxybis[2,3-epoxycyclopentane]3,3'-Oxydi-6-oxabicyclo[3.1.0]hexaneBis(2,3-epoxycyclopentan-1-yl) ether
219-209-5EP-2052-(6-oxabicyclo[3.1.0]hexan-2-yloxy)-6-oxabicyclo[3.1.0]hexane3,3'-Oxydi-6-oxabicyclo(3.1.0)hexane2,2'-Oxybis(6-oxabicyclo(3.1.0)hexane)2,2'-OXYBIS-6-OXABICYCLO[3.1.0]HEXANE2,2'-Oxybis-6-oxabicyclo(3.1.0)hexane2,2'-oxybis(6-oxabicyclo[3.1.0]hexane)

Database identifiers

CAS
2386-90-5
PubChem CID
61307
DTXSID
DTXSID20870964
ChEBI
CHEBI:82410
UNII
U48N53PWSE
EC Number
219-209-5
Nikkaji
J42.546J

Properties

Computed structural properties

XLogP
0.7
Topological polar surface area
34.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
2
Heavy atoms
13
Formal charge
0
Complexity
218

Experimental & physicochemical properties

PolymersPlastics & Rubber -> Glycidyl Ethers
Physical DescriptionHomogeneous liquid at 43 deg C and above; Mixture of solids and liquids at temperatures below 43 deg C; [IARC]

Physicochemical properties

Boiling point
275.62 °C · 275.62°C (rough estimate)
Density
1.0966 · 1.0966 (rough estimate)
refractive index
1.468 · 1.4680 (estimate)
FDA UNII
48 N53PWSE · U48N53PWSE
IARC
3 · 3 (Vol. 47, 71) 1999
EPA Substance Registry System
6 · 6-Oxabicyclo[3.1.0]hexane, 2,2'-oxybis- (2386-90-5)
TSCA
TSCA listed

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Hazard information

Hazards Summary · 1 item

Reportedly causes mild skin irritation and moderate corneal injury in rabbits; No skin sensitization in guinea pigs; [IARC] A mild skin irritant; Causes somnolence, coma, and shock in dermal lethal-dose studies of mice; [RTECS] An irritant that may cause serious eye injury; Targets the nerves; Harmful by ingestion, inhalation, and skin absorption; [Sigma-Aldrich MSDS] See Phenyl glycidyl ether.

Toxicology

Carcinogen Classification · 5 items

Bis(2,3-epoxycyclopentyl)ether

Group 3: Not classifiable as to its carcinogenicity to humans

Volume 47: (1989) Some Organic Solvents, Resin Monomers and Related Compounds, Pigments and Occupational Exposures in Paint Manufacture and Painting

1999

1998

Safety data

tsca
TSCA listed

Chemistry & industry

Uses & manufacturing

UsesCommercially produced in the US from the mid 1960s until 1985 (no known production elsewhere); Used as a high-performance component and modifier of epoxy resins; [IARC]
General Manufacturing Information6-Oxabicyclo[3.1.0]hexane, 2,2'-oxybis-: ACTIVE

Applications

UsesThis product was developed as a high-performance epoxy resin and epoxy resin diluent.

Additional notes

DefinitionChEBI: Bis(2,3-epoxycyclopentyl)ether is a member of oxanes.

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