ポリエチレングリコールジメチルエーテル (Mw.=約240)

1,2-Dimethoxyethane

HCID 8071CAS 110-71-4

基本情報

標準SMILES
COCCOC
InChIKey
XTHFKEDIFFGKHM-UHFFFAOYSA-N
分子式
C4H10O2
平均分子量
90.12 g/mol

概要

1,2-dimethoxyethane appears as a liquid with a sharp odor. Less dense than water. Flash point 34 °F. Mildly toxic by ingestion and inhalation. Severely irritates skin and eyes. Vapors heavier than air. Used to make other chemicals.

名称と識別子

優先名称
1,2-Dimethoxyethane
IUPAC
1,2-dimethoxyethane
現地名
1,2-ジメトキシエタン
英語名
1,2-Dimethoxyethane
分子式
C4H10O2
分子量
90.12

名称と別名

1,2-DIMETHOXYETHANE110-71-4MonoglymeEthylene glycol dimethyl etherGlymeDimethyl CellosolveDimethoxyethaneEgdme2,5-DioxahexaneEthane, 1,2-dimethoxy-Glycol dimethyl etherDimethylcellosolve
名称をさらに表示
1,2-ジメトキシエタンモノグリムグリムジメチルセロソルブジメチルグリコールグライム2,5-ジオキサヘキサン2-メトキシエチルメチルエーテルモノグライムメチル(2-メトキシエチル)エーテルエチレングリコールジメチルエーテルエチレングリコルジメチルエテルエチレングリコ-ルジメチルエ-テル1,2-ジメトキシエタン(脱水)エチレングリコールジメチルエーテル(脱水)ジメチルセロソルブ(脱水)ジメチルセロソルブ(エチレングリコールジメチルエーテル)エチレングリコールジメチルエーテル(脱水) ‐SUPER‐1,2-ジメトキシエタン REAGENTPLUS,≥99%,INHIBITOR-FREE1,2-ジメトキシエタン クロマソルブ,FOR HPLC,99.9%,INHIBITOR-FREEDMEGDME1,2-dimethoxy-ethan
Hisolve MMMEthylene dimethyl etherAnsul ether 121DME (glycol ether)Monoethylene glycol dimethyl etherDTXSID0025286alpha,beta-DimethoxyethaneGXS24JF5IW

データベース識別子

CAS
110-71-4、24991-55-7
PubChem CID
8071
DTXSID
DTXSID0025286
ChEMBL
CHEMBL1232411
ChEBI
CHEBI:42263
UNII
GXS24JF5IW
EC Number
203-794-9、607-475-9
Nikkaji
J5.099G

物性

構造計算による物性

XLogP
-0.2
極性表面積
18.5 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
3
重原子数
6

実験および物理化学的性質

Chemical ClassesFlammable agents - 3rd degree
DrugsPharmaceuticals -> Listed in ZINC15
SolventsSolvents -> Glycol Ethers (Glymes)
pH8.2
SpringerMaterials PropertiesSchoenflies notation
LogP · 3 件

Log Kow = -0.21

-0.21

-0.21

物理化学的性質

融点
-69 °C · -69 °C
沸点
85 °C · 85 °C(lit.)
比重(密度)
0.867 g/mL · 0.867 g/mL at 25 °C(lit.)
蒸気密度
3.1 · 3.1 (20 °C, vs air)
蒸気圧
48 mm · 48 mm Hg ( 20 °C)
屈折率
20 · n20/D 1.379(lit.)
化学的性質 · 1 件

化学的特性Ethylene glycol dimethyl ether, also called 1,2-Dimethoxyethane, is a colorless liquid with a strong smell similar to ether. It is stable and does not easily react. It can dissolve different resins and cellulose, and can be mixed with water and various organic solvents like alcohols, ketones, and esters in any amount. Its solubility can be changed by diluting it with water or specific solvents.

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

P203, P210, P233, P240, P241, P242, P243, P261, P271, P280, P303+P361+P353, P304+P340, P317, P318, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.2% (1 of 640) of reports.

Danger

H225 (99.8%): Highly Flammable liquid and vapor [Danger Flammable liquids]

危険有害性情報

Regulatory Information · 6 件

Chemical: Ethane, 1,2-dimethoxy-

Hazard Traits - Reproductive Toxicity

Ethane, 1,2-dimethoxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethane, 1,2-dimethoxy- 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)

S - indicates a substance that is identified in a final Significant New Use Rule.

Status: Active Update: 21-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14829

Substance: 1, 2-dimethoxyethane; ethylene glycol dimethyl ether (EGDME)

Other Safety InformationIMAP assessments - Ethane, 1,2-dimethoxy-: Environment tier I assessment
DOT LabelFlammable Liquid
Fire Hazards · 3 件

Behavior in Fire: Containers may explode in fires. (USCG, 1999)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Highly flammable. Vapour/air mixtures are explosive.

Fire Potential · 2 件

DANGEROUS, WHEN EXPOSED TO HEAT OR FLAME; CAN REACT VIGOROUSLY WITH OXIDIZING MATERIALS

FLAMMABLE, DANGEROUS FIRE RISK

Health Hazards · 2 件

If ingested causes nausea, vomiting, cramps, weakness, coma. (USCG, 1999)

· Inhalation or contact with material may irritate or burn skin and eyes.

安全と保護具

Fire Fighting · 2 件

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

Use water spray, foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 件

Fresh air, rest.

Remove contaminated clothes. 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. Give one or two glasses of water to drink.

Accidental Release Measures · 2 件

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

General First Aid:

Safe StorageCool. Fireproof. Separated from strong oxidants.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 18(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(3), indicates that 1,2-dimethoxyethane will have very high mobility in soil(SRC). Limited data, based on pure culture studies(4), suggest that this compound may be resistant to biodegradation(SRC). Volatilization of 1,2-dimethoxyethane may be important from dry soil surfaces(SRC) based on a measured vapor pressure of 48 mm Hg(5), but not from moist soil surfaces(SRC) given an estimated Henry's Law constant of 1.1X10-6 atm-cu m/mole(6,SRC).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 18(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(3), indicates that 1,2-dimethoxyethane should not adsorb to suspended solids and sediment(SRC) in the water. Limited data, from pure culture studies(4), suggest that this compound may be resistant to biodegradation(SRC). 1,2-Dimethoxyethane may volatilize slowly from water surfaces based on an estimated Henry's Law constant of 1.1X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). Estimated half-lives for a model river and model lake are 33 and 240 days, respectively(3,SRC). According to a recommended classification scheme(6), an estimated BCF value of 0.4(3,SRC), from a measured log Kow(2), suggests that bioconcentration of 1,2-dimethoxyethane will be low in aquatic organisms(SRC).

ATMOSPHERIC FATE: According to a suggested classification scheme(1), a measured vapor pressure of 48 mm Hg at 20 °C(2) indicates that 1,2-dimethoxyethane will mainly exist in the vapor phase in the ambient atmosphere. Vapor-phase 1,2-dimethoxyethane 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 about 25 hours(3,SRC).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure RoutesThe substance can be absorbed into the body by ingestion, by inhalation and through the skin.
Signs and Symptoms · 3 件

MAY BE ABSORBED!

Redness.

Nausea.

Soil Adsorption/Mobility · 1 件

The Koc of 1,2-dimethoxyethane is estimated as approximately 18(SRC), using a measured log Kow of -0.21(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that 1,2-dimethoxyethane has very high mobility in soil(SRC).

Human Toxicity Excerpts · 2 件

...TOXICITY OF ETHYLENE GLYCOL DIMETHYL ETHER MAY BE CONSIDERED TO BE LOW FROM LIMITED REPEATED SHORT EXPOSURES. CARE SHOULD BE EXERCISED, HOWEVER, TO AVOID PROLONGED OR REPEATED INHALATION OF HIGH CONCN OF THE VAPOR.

IF /VAPOR/ INHALED, WILL CAUSE DIZZINESS OR DIFFICULT BREATHING. LIQUID IS NOT IRRITATING TO SKIN. IF SWALLOWED, WILL CAUSE NAUSEA, VOMITING OR LOSS OF CONSCIOUSNESS.

安全データ

F
3-10-23
wgk
1
tsca
TSCA listed
rtecs
KI1451000
ridadr
UN 2252
hs_code
29091900

化学と産業

用途と製造

Uses · 4 件

Used as a specialty solvent and reagent; [Merck Index] Used in lithium batteries and industrial coatings; [EPA: Initial Risk-Based Prioritization of HPV Chemicals: Monoglyme]

Battery Manufacturing [Category: Industry]

SOLVENT TO FACILITATE FORMATION OF ALKALI METAL-HYDROCARBON ADDUCTS; IN REFORMATSKY REACTION WITH METHYL GAMMA-BROMOCROTONATE

Process solvent/solubilizer

U.S. Imports · 2 件

(1972) NEGLIGIBLE

(1976) NEGLIGIBLE

U.S. Production · 3 件

2023: 550,000 - <1,000,000 lb

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1975) PROBABLY GREATER THAN 4.5X10+5 GRAMS

Consumer UsesPropellants, non-motive (blowing agents)
Industry UsesSolvent
Methods of Manufacturing · 3 件

...FROM ETHYLENE GLYCOL MONOMETHYL ETHER, METHYL SULFATE AND METALLIC SODIUM; FROM CHLOROMETHYL METHYL ETHER IN THE PRESENCE OF SODIUM BY WURTZ REACTIONS.

...FROM ETHYLENE GLYCOL MONOMETHYL ETHER, METHYL CHLORIDE AND SODIUM.

Ethylene glycol monomethyl ether + dimethyl sulphate (ether formation)

応用分野 · 5 件

用途溶剤、冷凍機冷媒、吸収剤,(酸性)ガス洗浄剤

用途主に溶剤、加工助剤として産業用化学品の製造配合製剤

用途汎用溶剤。

説明1,2-Dimethoxyethane (DME) is a liquid ether used as an aprotic solvent. It is also known as glyme, monoglyme, dimethyl glycol, ethylene glycol, dimethyl ether, dimethyl cellosolve, and DME. It has the special ability to form chelates thanks to the high flexibility of its chains. Moreover, DME is the molecular model system for the poly(oxyethylene) chain. It is commonly used as a solvent in batteries and in organometallic reaction chemistry since it has higher boiling than diethyl ether and THF[1].

一般的な説明A liquid with a sharp odor. Less dense than water. Flash point 34°F. Mildly toxic by ingestion and inhalation. Severely irritates skin and eyes. Vapors heavier than air. Used to make other chemicals.

調製方法 · 1 件

純化方法Traces of water and acidic materials have been removed from it by refluxing with Na, K or CaH2, decanting and distilling from Na, K, CaH2 or LiAlH4. The reaction has been speeded up by using vigorous high-speed stirring with molten potassium. For virtually complete elimination of water, 1,2-dimethoxyethane has been dried with Na-K alloy until a characteristic blue colour is formed in the solvent at Dry-ice/cellosolve temperatures: the solvent is kept with the alloy until distilled for use [Ward J Am Chem Soc 83 1296 1961]. Alternatively, glyme, refluxed with benzophenone and Na-K, is dry enough if, on distillation, it gives a blue colour of the ketyl immediately on addition to benzophenone and sodium [Ayscough & Wilson J Chem Soc 5412 1963]. It has also been purified by distillation under N2 from sodium benzophenone ketyl (see above). [Beilstein 1 IV 2376.]

上流・下流製品情報

下流製品

テトラヒドロジフェルロイルメタン2-アミノキノリン3-アミノビフェニル2'-デオキシ-5-クロロウリジン4‐(4‐ホルミル‐1,3‐チアゾール‐2‐イル)テトラヒドロ‐1(2H)‐ピリジンカルボン酸TERT‐ブチル2-Bromo-5-hydroxypyridine radical ion(1+)4-ベンジルモルホリン-2-カルボン酸1-メチルインドール-5-ボロン酸トリス〔3-(トリフルオロメチルヒドロキシメチレン)-D-カンフォラト〕ユウロピウム(III)2-Chloro-5-cyano-3-methylpyridineキナクリドン4-クロロ-1,3-ジメチル-1H-ピラゾロ[3,4-B]ピリジン-5-カルボン酸

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補足説明

定義ChEBI: 1,2-dimethoxyethane is a diether that is the 1,2-dimethyl ether of ethane-1,2-diol. It has a role as a non-polar solvent. It is functionally related to an ethylene glycol.

関連反応

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