Triethylene glycol monobutyl ether

HCID 8923CAS 143-22-6

基本情報

標準SMILES
CCCCOCCOCCOCCO
InChIKey
COBPKKZHLDDMTB-UHFFFAOYSA-N
分子式
C10H22O4
平均分子量
206.28 g/mol
単同位体質量
206.15180918

概要

Triethylene glycol monobutyl ether is a poly(ethylene glycol).

名称と識別子

優先名称
Triethylene glycol monobutyl ether
IUPAC
2-[2-(2-butoxyethoxy)ethoxy]ethanol
英語名
Butoxytriethylene glycol
分子式
C10H22O4
分子量
206.28

名称と別名

TRIETHYLENE GLYCOL MONOBUTYL ETHER143-22-6Butoxytriglycol2-[2-(2-Butoxyethoxy)ethoxy]ethanolButyltriglycolEthanol, 2-[2-(2-butoxyethoxy)ethoxy]-2-(2-(2-Butoxyethoxy)ethoxy)ethanolDTXSID7021520HSDB 5645EINECS 205-592-6UNII-OC116GRO69BRN 1750600
名称をさらに表示
OC116GRO69Ethanol, 2-(2-(2-butoxyethoxy)ethoxy)-AI3-30236BUTETH-3PEG-3 BUTYL ETHERNSC-164915DTXCID701520EC 205-592-6

データベース識別子

CAS
143-22-6
PubChem CID
8923
DTXSID
DTXSID7021520
ChEMBL
CHEMBL3184092
ChEBI
CHEBI:231291
UNII
OC116GRO69
EC Number
205-592-6
Nikkaji
J52.422K

物性

構造計算による物性

XLogP
0.4
極性表面積
47.9 Ų
水素結合供与体数
1
水素結合受容体数
4
回転可能結合数
11
重原子数
14

実験および物理化学的性質

SolventsSolvents -> Glycol Ethers (E Series)
CosmeticsCosmetic ingredients (Buteth-3) -> CIR (Cosmetic Ingredient Review)
SpringerMaterials PropertiesDielectric constant
PesticidesPesticide -> EPA IRIS
SurfactantsSurfactant
LogP0.02

物理化学的性質

融点
-35 °C · -35 °C
沸点
278 °C · 278 °C
比重(密度)
0.989 g/cm3 · 0.9890 g/cm3
酸解離定数(Pka)
14.36 · 14.36±0.10(Predicted)

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H318: Causes serious eye damage [Danger Serious eye damage/eye irritation]

P264+P265, P280, P305+P354+P338, and P317 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (2 of 3582) of reports.

Danger

H318 (> 99.9%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

危険有害性情報

Regulatory Information · 4 件

Chemical: Ethanol, 2-[2-(2-butoxyethoxy)ethoxy]-

Ethanol, 2-[2-(2-butoxyethoxy)ethoxy]- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanol, 2-[2-(2-butoxyethoxy)ethoxy]- 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: 21-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14102

Ethanol, 2-[2-(2-butoxyethoxy)ethoxy]-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationIMAP assessments - Ethanol, 2-[2-(2-butoxyethoxy)ethoxy]-: Human health tier II assessment
Fire HazardsCombustible.
Fire PotentialCombustible
Hazards Summary · 1 件

High-dose animal studies: Not genotoxic; Doses >1000 mg/kg/day cause liver injury; Repeated oral doses >4000 mg/kg/day cause testicular injury; Not a developmental toxin at doses <1000 mg/kg/day; No deaths after inhalation of saturated solution for 8 hours; [OECD SIDS: High Boiling Ethylene Glycol Ethers - 2002] An eye and mild skin irritant; [ICSC] In lethal-dose animal studies after oral administration, causes flaccid paralysis; [RTECS] A strong eye irritant, based on animal studies; [HSDB] A mild to moderate skin irritant; Very irritating to eyes; [eChemPortal: SIDSUNEP] May cause serious eye injury; [eChemPortal: ESIS] See GLYCOL ETHERS.

EC ClassificationSymbol: Xi; R: 41; S: (2)-26-39-46

安全と保護具

Fire FightingUse water spray, powder, alcohol-resistant foam, carbon dioxide.
First Aid Measures · 4 件

Fresh air, rest.

Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth.

Disposal Methods · 1 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. 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 soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Spillage Disposal · 1 件

Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Ventilation. Collect leaking and spilled liquid in sealable containers as far as possible. Wash away remainder with plenty of water.

Preventive Measures · 1 件

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Eye PreventionWear safety goggles.

毒性情報

Ecotoxicity Values · 4 件

LC50 Leuciscus idus /(Ide)/ >2150 and <4640 mg/L; 96hr; static bioassay (purity of test compound 87.2%)

LC50 Pimephales promelas /(Fathead minnow)/ 2400 mg/L/96 hr; static bioassay (also 24 hr and 48 hr)

LC50 Poecilia reticulata /(Guppy)/ 197 mg/L/7 days; semi-static bioassay

LC50 Daphnia magna (Water flea) 2210 mg/L/48 hr; static bioassay

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that triethylene glycol monobutyl ether is expected to have very high mobility in soil(SRC). Volatilization of triethylene glycol monobutyl ether from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 9.5X10-14 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Triethylene glycol monobutyl ether is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 2.5X10-3 mm Hg(4). The theoretical BODs for triethylene glycol monobutyl ether are 0, 5, and 24% for 5, 10 and 20 days, respectively(5), suggesting that triethylene glycol monobutyl ether is expected to biodegrade slowly in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that triethylene glycol monobutyl ether 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 9.5X10-14 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 3(SRC), from an estimated log Kow of 0.02(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). The theoretical BODs for triethylene glycol monobutyl ether are 0, 5 and 24% for 5, 10 and 20 days, respectively(8), triethylene glycol monobutyl ether is expected to biodegrade slowly in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), triethylene glycol monobutyl ether, which has a vapor pressure of 2.5X10-3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase triethylene glycol monobutyl ether 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 7.5 hours(SRC), calculated from its rate constant of 5.2X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Alcohols and ethers do not contain chromophores that absorb at wavelengths >290 nm and therefore triethylene glycol monobutyl ether is not expected to be susceptible to direct photolysis by sunlight(4).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure RoutesThe substance can be absorbed into the body by inhalation of its aerosol.
Toxicity Summary · 2 件

The CIR Expert Panel concluded that the following butyl polyoxyalkylene ethers safe in the present practices of use and concentration in cosmetics when formulated to be non-irritating...Buteth-3...

Safe for use in cosmetics, with qualifications

Signs and Symptoms · 2 件

Redness. Dry skin.

Redness. Pain.

法規制情報

TSCA Requirements · 2 件

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Triethylene glycol monobutyl ether is included on this list.

A testing consent order is in effect for triethylene glycol monobutyl ether for health effects testing. FR citation: January 9, 1989.

化学と産業

薬理情報

Absorption, Distribution and Excretion · 1 件

Human abdominal whole skin (2.54 cm sq) was mounted in a glass diffusion apparatus (at 30 +/- 1 degree C) and the diffusion of triethylene glycol monobutyl ether was monitored during a 12-hr period using gas chromatography (n=6). The integrity of the epidermal membranes was first assessed by measuring permeability of membranes to tritiated water. Epidermal membranes displaying permeability constants greater than 1.5 x 10E-3 cm/hr were deemed to have been damaged during preparation and were rejected. The mean steady state of absorption for triethylene glycol monobutyl ether was 22.2 ug/cm sq/hr (SD +/- 8.59), which was 100-fold less than that of ethylene glycol monomethyl ether. Test material did not increase permeability of the membrane (damage ratio of 1.26).

用途と製造

Uses · 6 件

CIR ingredient: Buteth-3

Used as plasticizer, intermediate, and solvent (resins, paints, metal cleansing agents, pharmaceuticals, cosmetics, greases, and oils) ; Also used in wood preservatives, cutting and hydraulic oils, inks, and in the leather, textile, and transportation industries; [HSDB] Used mainly in automotive hydraulic brake fluids; Also used as a solvent and intermediate; [eChemPortal: SIDSUNEP]

Metal Degreasing [Category: Clean]

Plasticizer, intermediate

CHEM INT FOR REACTION PRODUCTS WITH ALUMINUM ISOPROPOXIDE

Solvent for cellulose nitrate, cellulose ethers, chlorinated rubber, poly(vinyl acetate), colophony, many other natural and synthetic resins, stoving chemicals, wood paints, pharmaceutical and cosmetic preparations, as well as drying greases and oils, as a solubilizer for mutually incompatible liquids, in the production of household and metal cleansing agents as well as for wood preservation, in cutting and hydraulic oils, production of Indian inks, writing inks, and ballpoint pen pastes, as a leveling agent, and in the leather auxiliaries industry.

U.S. Exports · 2 件

(1979) No Data

(1981) No Data

U.S. Imports · 2 件

(1979) No Data

(1981) No Data

U.S. Production · 6 件

2023: 40,000,000 - <55,000,000 lb

(1979) 4.52X10+9 GRAMS

(1981) 3.56X10+9 GRAMS

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5480]

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

This chemical is listed as a High Production Volume (HPV) (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Consumer UsesHydraulic fluids
Industry UsesOther

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関連反応

12 件

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