테트라에틸렌 글리콜

Tetraethylene Glycol

HCID 8200CAS 112-60-7

기본 정보

표준 SMILES
OCCOCCOCCOCCO
InChIKey
UWHCKJMYHZGTIT-UHFFFAOYSA-N
분자식
C8H18O5
평균 분자량
194.23 g/mol
단동위원소 질량
194.11542368

개요

Tetraethylene glycol is a colorless to straw-colored liquid with a mild odor. Sinks and mixes with water. (USCG, 1999)

이름 및 식별자

우선 이름
Tetraethylene Glycol
IUPAC
2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethanol
현지명
테트라에틸렌 글리콜
영어명
tetraethylene glycol
분자식
C8H18O5
분자량
194.23

이름 및 동의어

TETRAETHYLENE GLYCOL112-60-7HI-Dry3,6,9-Trioxaundecane-1,11-diolCarbitol, diethyl3,6,9-Trioxaundecan-1,11-diolDTXSID9026922Ethanol, 2,2'-[oxybis(2,1-ethanediyloxy)]bis-Ethanol, 2,2'-(oxybis(ethyleneoxy))di-AI3-018382,2'-[oxybis(2,1-ethanediyloxy)]diethanolEthanol, 2,2'-(oxybis(2,1-ethanediyloxy))bis-
이름 더 보기
테트라에틸렌글리콜테트라에틸렌글라이콜피이지-4테트라에틸렌글리콜테트라에틸렌 글리콜1,11-다이하이드록시-3,6,9-트라이옥사운데케인2,2'-(옥시비스(에틸렌옥시))다이에탄올2,2'-[옥시비스(2,1-에테인다이일옥시)]비스에탄올2-[2-[2-(2-하이드록시에톡시)에톡시]에톡시]에탄올3,6,9-트라이옥사운데케인-1,11-다이올테트라에틸렌 글라이콜2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethan-1-ol)TETRAGLYCOLtetragolOH-PEG4-OHTetraethylene glycoTetraethylene glycol, 99.5%BIS[2-(2-HYDROXYETHOXY)ETHYL]ETHER2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol
2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethan-1-olDTXCID8069222,2'-[oxybis(ethane-2,1-diyloxy)]diethanolCHEBI:44920R95B8J264J2,2'-[oxybis(2,1-ethanediyloxy)]bisethanol2,2'-(Oxybis(2,1-ethanediyloxy))diethanol2,2'-(oxybis(ethane-2,1-diyloxy))diethanol

데이터베이스 식별자

CAS
112-60-7、157299-02-0
PubChem CID
8200
DTXSID
DTXSID9026922
ChEMBL
CHEMBL1235254
ChEBI
CHEBI:44920
EC Number
203-989-9
Nikkaji
J43.377B

물성

구조 계산 물성

XLogP
-1.6
극성 표면적
68.2 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
5
회전 가능 결합 수
10
무거운 원자 수
13

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Ethylene Glycols
Cosmetics · 2건

Cosmetic ingredients (PEG-4) -> CIR (Cosmetic Ingredient Review)

Solvent; Humectant

SpringerMaterials PropertiesBoiling point
SurfactantsSurfactant
LogP-1.38
OdorMild odor

물리화학적 성질

녹는점
-5.6 °C · -5.6 °C (lit.)
끓는 점
314 °C · 314 °C (lit.)
밀도
1.125 g/mL · 1.125 g/mL at 25 °C (lit.)
증기 밀도
6.7 · 6.7 (vs air)
증기압
0.01 mm · <0.01 mm Hg
굴절률
20 · n20/D 1.459(lit.)
화학적 성질 · 1건

Tetraethylene glycol is a high-boiling, clear liquid of low volatility. hygroscopic. It is completely miscible with water and a wide variety of organic solvents. insoluble in benzene, toluene, or gasoline. Combustible. For certain aliphatic hydrocarbons, it has a very slight affinity. Tetraethylene glycol is used as a coupling agent for blending water-soluble and water-insoluble compounds in such formulations as lubricants, glues, cork and textile products, etc.

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 83% (293 of 353) of all reports.

Warning

H319 (17%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 353 reports by companies from 6 notifications to the ECHA C&L Inventory.

유해성 정보

Regulatory Information · 5건

Chemical: Benzene, 1,3-bis(1-isocyanato-1-methylethyl)-, homopolymer

Chemical: Ethanol, 2,2'-[oxybis(2,1-ethanediyloxy)]bis-

Ethanol, 2,2'-[oxybis(2,1-ethanediyloxy)]bis- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanol, 2,2'-[oxybis(2,1-ethanediyloxy)]bis- 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)

Status: Active Update: 21-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/5383

Ethanol, 2,2'-[oxybis(2,1-ethanediyloxy)]bis-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Ethanol, 2,2'-[oxybis(2,1-ethanediyloxy)]bis-: Human health tier I assessment
Fire PotentialCombustible
Health HazardsCompound is nonirritating. No symptoms observed by any exposure route. (USCG, 1999)
Hazards Summary · 1건

In rat studies, testicular abnormalities and congenital anomalies have been reported. [REPROTOX] In oral lethal dose studies, rats exhibited heavy breathing, tremors, and sluggishness; [Reference #1] An irritant; [MSDSonline] See Ethylene glycol.

Reactive GroupAlcohols and Polyols

안전 및 보호

Fire FightingFire Extinguishing Agents Not to Be Used: Water or foam may cause frothing.
First AidINGESTION: if large amounts are swallowed, induce vomiting; treat symptomatically.
Fire Fighting Procedures · 2건

Wear self-contained breathing apparatus for firefighting if necessary.

Alcohol foam, dry chemical or carbon dioxide.

Storage Conditions · 2건

Stable under recommended storage conditions.

Keep container tightly closed in a dry and well-ventilated place. Store under inert gas. Storage class (TRGS 510): Combustible liquids.

Cleanup Methods · 2건

Avoid breathing vapors, mist or gas.

Keep in suitable, closed containers for disposal.

Disposal Methods · 2건

SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.

Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Contaminated Packaging: Dispose of as unused product.

독성 정보

Ecotoxicity ValuesLC50; Species: Artemia salina nauplii (Brine Shrimp); Conditions: saltwater, static, 24 °C; Concentration: 10000000 ug/L for 24 hr /formulation/
Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that tetraethylene glycol is expected to have very high mobility in soil(SRC). Volatilization of tetraethylene glycol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.2X10-11 atm-cu m/mole(SRC), based upon its vapor pressure, 4.65X10-5 mm Hg(3), and an assigned value for water solubility of 1X10+6 mg/L (miscible)(4). Tetraethylene glycol is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). Tetraethylene glycol is expected to biodegrade in soil based upon a 4% degradation in 5 days under unacclimated conditions to an 88% degradation in 20 days after acclimation, both using a wastewater inoculum(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that tetraethylene glycol is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.2X10-11 atm-cu m/mole(SRC), derived from its vapor pressure, 4.65X10-5 mm Hg(4), and an assigned value for water solubility of 1X10+6 mg/L (miscible)(5). Tetraethylene glycol is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). According to a classification scheme(6), an estimated BCF of 3(SRC), from an estimated log Kow of -2.02(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Tetraethylene glycol is expected to biodegrade in water based upon a 4% degradation in 5 days under unacclimated conditions to an 88% degradation in 20 days after acclimation, both using a wastewater inoculum(7).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), tetraethylene glycol, which has a vapor pressure of 4.65X10-5 mm Hg at 26 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase tetraethylene glycol is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 7.6 hours(SRC), calculated from its rate constant of 5.0X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase tetraethylene glycol may be removed from the air by wet and dry deposition(SRC). Tetraethylene glycol does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Toxicity Summary · 2건

Safe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

IDENTIFICATION AND USE: Tetraethylene Glycol (TetraEG) is colorless or straw-colored liquid with a mild odor. It is used as a solvent for nitrocellulose, plasticizer, lacquers, coating compositions. It is also used in ceramic paste/printing ink binder; as a lubricant (metalworking fluids/textile spin finishes), softening agent (paper tissue), and fragrance ingredient and viscosity decreasing agent in cosmetic formulations. HUMAN EXPOSURE AND TOXICITY: TetraEG caused minimal skin irritation and was not a skin sensitizer when tested in humans. ANIMAL STUDIES: TetraEG did not cause any adverse events when rats were exposed to vapors of this material for 8 hrs. Instillation of 0.1 mL of sample into rabbit eyes produced minor, transient irritation which did not involve the cornea. TetraEG exhibited no potential to produce dermal sensitization in the guinea pig. No treatment-related effects of toxicological significance were noted in rats administered TetraEG in the drinking water to provide up to 2000 mg/kg/d for 4 weeks. TetraEG did not produce significant mutagenic effect in the CHO gene mutation assay in the tests with and without metabolic activation and was negative in Ames (Salmonella) gene mutation test. However, it produced statistically significant increases of SCEs in tests with and without metabolic activation, but the increases did not occur with a dose-related trend characteristic of genotoxic agents. ECOTOXICITY STUDIES: For fish, snail, copepod, protozoan and fungi LC50 values of DMSO, ethlyene glycol, triethylene glycolmonomethyl ether and tetraethylene glycol were more than 30000 ppm. These solvents exhibit the lowest toxicity compared to other surfactants and their acceptable concentration was estimated at about 300 ppm.

Ecotoxicity Excerpts · 1건

/AQUATIC SPECIES/ ...Many kinds of surfactants have higher toxicity for phytoplankton than organic solvents. The least toxic surfactants for phytoplankton were the Tween (polyoxyethylene(20) sorbitan) series and polyoxyethylene(20)octyl ether and their acceptable concentration was estimated from 10 to 100 ppm. For the other organisms (fish, snail, copepod, protozoan and fungi), LC50 values of DMSO, ethlyene glycol, triethylene glycolmonomethyl ether and tetraethylene glycol were more than 30000 ppm, and these solvents exhibit the lowest toxicity and their acceptable concentration was estimated at about 300 ppm.

Ongoing Test Status · 1건

EPA has released the first beta version (version 0.5) of the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The beta version of the iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assays; Click on the "Chemical Explorer" button on the tool bar to see the data./[USEPA; ICSS Dashboard Application; Available from, as of April 22, 2015: http://actor.epa.gov/dashboard/]

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
XC2100000
독성
LD50 orally in Rabbit: > 18056 mg/kg LD50 dermal Rabbit > 18056 mg/kg
HS 번호
29094919
risk_code
36/37/38

화학 및 산업

용도 및 제조

Uses · 6건

CIR ingredient: PEG-4

Used as a solvent (nitrocellulose, coatings, adhesives, inks, lacquers, lubricants, metalworking fluids, and textile finishes); Also used to extract other solvents, to soften paper tissue, and to make other chemicals; [HSDB] Used as a solvent, extractant, plasticizer, humectant (natural gas), and lubricant (textiles); Also used in cement grinding and brake fluid manufacturing; [Reference #1]

Metal Machining [Category: Heat or Machine]

Solvent for nitrocellulose, plasticizer, lacquers, coating compositions.

Plasticizer and solvent where a high boiling point and low volatility are important. ... Effective coupling agent in formulating water-soluble and water insoluble materials.

Ceramic paste/printing ink binder; lubricant (metalworking fluids/textile spin finishes); softening agent (paper tissue)

U.S. Production · 6건

2023: 100,000,000 - <500,000,000 lb

(1972) 5.36X10+9 GRAMS

(1975) 6.81X10+9 GRAMS

(1984) 9.80X10+9 g

(2006) 1,612 million lb annual capacity /Glycol ethers/

For more U.S. Production (Complete) data for TETRAETHYLENE GLYCOL (7 total), please visit the HSDB record page.

Consumer UsesHeat transferring agent
Industry UsesMonomers
Methods of Manufacturing · 3건

Produced as a coproduct of diethylene glycol manufacture

Tetraethylene glycol is prepared commercially by adding ethylene oxide to ethylene glycol, diethylene glycol, or water in the presence of a suitable catalyst.

Diethylene glycol + ethylene oxide (epoxidation)

Household ProductsInformation on 15 consumer products that contain Tetraethylene glycol in the following categories is provided:

응용 분야

용도Solvent for nitrocellulose, plasticizer, lacquers, coating compositions.

일반 설명Colorless to straw-colored liquid with a mild odor. Sinks and mixes with water.

제조 방법

생산 방법Tetraethylene glycol is prepared commercially by adding ethylene oxide to ethylene glycol, diethylene glycol, or water in the presence of a suitable catalyst.

관련 반응

108건

연결된 노트

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