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Tetraglyme

HCID 8925
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
143-24-8
Standard SMILES
COCCOCCOCCOCCOC
InChIKey
ZUHZGEOKBKGPSW-UHFFFAOYSA-N
Molecular formula
C10H22O5
Average molar mass
222.28 g/mol
Monoisotopic mass
222.1467238

Overview

Tetraglyme is a polyether.

Names & identifiers

Preferred name
Tetraglyme
IUPAC
1-methoxy-2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethane
English name
Dimethoxytetraglycol
Molecular formula
C10H22O5
Molecular weight
222.27868

Names & synonyms

Tetraglyme143-24-8Tetraethylene glycol dimethyl ether2,5,8,11,14-PENTAOXAPENTADECANEDimethoxytetraethylene glycolGlyme 5Ansul ether 181ATDimethoxytetraglycolBis[2-(2-methoxyethoxy)ethyl] etherNissan uniox MM 200Methyltetraglyme200DTXSID7044396
Show more names
E181 (Ether)Bis(2-(2-methoxyethoxy)ethyl) ether78L136FLZ9NSC-65624DTXCID5024396CHEBI:46785RefChem:188598205-594-7

Database identifiers

CAS
143-24-8
PubChem CID
8925
DTXSID
DTXSID7044396
ChEMBL
CHEMBL3182543
ChEBI
CHEBI:46785
UNII
78L136FLZ9
EC Number
205-594-7
Nikkaji
J5.817C

Properties

Computed structural properties

XLogP
-0.7
Topological polar surface area
46.2 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
5
Rotatable bonds
12
Heavy atoms
15
Formal charge
0
Complexity
98

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15
SolventsSolvents -> Glycol Ethers (Glymes)
SpringerMaterials PropertiesBoiling point
SurfactantsSurfactant
Physical Description · 2 items

Liquid; Liquid; Wet Solid

Liquid; [Merck Index] Clear colorless liquid; [Sigma-Aldrich MSDS]

Collision Cross Section147.3 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID7044396]

Physicochemical properties

Boiling point
275 · 275-276°C
Density
1.009 · 1.009
form
A liquid
Substances of Very High Concern (SVHC) Candidate List
Bis(2-(2-methoxyethoxy)ethyl)ether (143-24-8)

Safety & regulation

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

GHS classification

GHS Classification · 6 items

Danger

H360FD: May damage fertility; May damage the unborn child [Danger Reproductive toxicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 14.4% (71 of 494) of reports.

Danger

H360 (54.3%): May damage fertility or the unborn child [Danger Reproductive toxicity]

Hazard information

Regulatory Information · 6 items

Chemical: 2,5,8,11,14-Pentaoxapentadecane

Hazard Traits - Reproductive Toxicity

2,5,8,11,14-Pentaoxapentadecane is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2,5,8,11,14-Pentaoxapentadecane are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

SP - indicates a substance that is identified in a proposed Significant New Use Rule.

Status: Active Update: 05-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14547

Substance: Bis(2-(2-methoxyethoxy)ethyl)ether

Other Safety InformationEvaluation - 2,5,8,11,14-Pentaoxapentadecane (tetraglyme)
Hazards Summary · 1 item

A mild eye irritant; Causes somnolence and GI, kidney, and bladder changes in oral lethal-dose studies of rats; [RTECS] May form explosive peroxides on prolonged storage or contact with air; An eye irritant; [Sigma-Aldrich MSDS] See Monoglyme.

Peroxide Forming Chemical · 3 items

Tetraethylene glycol dimethyl ether

D: Other compounds that may form peroxides

Kelly

Chemistry & industry

Uses & manufacturing

UsesUsed as a solvent; [Merck Index]
U.S. Production2023: 75,000 - <100,000 lb
Consumer UsesSolvent
Industry UsesFlux agent
General Manufacturing Information · 2 items

Petroleum Lubricating Oil and Grease Manufacturing

2,5,8,11,14-Pentaoxapentadecane: ACTIVE

Additional notes

DefinitionChEBI: Tetraglyme is a polyether.

Related reactions

33 records
New reaction record
HRID 9760 reaction equation
HRID 9760As solventuspto-grants-2006_08
HRID 87565 reaction equation
HRID 87565As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 135557 reaction equation
HRID 135557As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 144850 reaction equation
HRID 144850As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 162684 reaction equation
HRID 162684As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 177900 reaction equation
HRID 177900As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 247186 reaction equation
HRID 247186As solventuspto-grants-1987_11
HRID 269849 reaction equation
HRID 269849As solventuspto-grants-2008_11
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Compound notes

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Toxicity
50 orl-rat: · LD50 orl-rat: 5140 mg/kg JIHTAB 23,259,41
Hazard Classes and Categories · 4 items

Repr. 1A (54.3%)

Reproductive toxicity - category 1B

Reproductive toxicity - Category 1B

Repr. 1B

Toxicology

Adverse EffectsNeurotoxin - Acute solvent syndrome

Safety data

Toxicity
LD50 orl-rat: 5140 mg/kg JIHTAB 23,259,41