HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Compound

1,2-Dimethoxyethane

HCID 8071
New noteNew reactionRequest quotes
Print preview
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
110-71-4
Standard SMILES
COCCOC
InChIKey
XTHFKEDIFFGKHM-UHFFFAOYSA-N
Molecular formula
C4H10O2
Average molar mass
90.12 g/mol
Monoisotopic mass
90.06807956

Overview

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.

Names & identifiers

Preferred name
1,2-Dimethoxyethane
IUPAC
1,2-dimethoxyethane
English name
1,2-Dimethoxyethane
Molecular formula
C4H10O2
Molecular weight
90.12

Names & synonyms

1,2-DIMETHOXYETHANE110-71-4MonoglymeEthylene glycol dimethyl etherGlymeDimethyl CellosolveDimethoxyethaneEgdme2,5-DioxahexaneEthane, 1,2-dimethoxy-Glycol dimethyl etherDimethylcellosolve
Show more names
DMEGDME1,2-dimethoxy-ethan
Hisolve MMMEthylene dimethyl etherAnsul ether 121DME (glycol ether)Monoethylene glycol dimethyl etherDTXSID0025286alpha,beta-DimethoxyethaneGXS24JF5IW

Database identifiers

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

Properties

Computed structural properties

XLogP
-0.2
Topological polar surface area
18.5 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
3
Heavy atoms
6
Formal charge
0
Complexity
17.5

Experimental & physicochemical properties

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

Log Kow = -0.21

-0.21

-0.21

Odor · 2 items

SHARP ETHEREAL ODOR

Mild odor

Density · 4 items

0.868 at 68 °F (USCG, 1999) - Less dense than water; will float

0.86285 @ 20 °C/4 °C

Relative density (water = 1): 0.86

0.86877 @25 °C

Color/Form · 2 items

WATER-WHITE LIQUID

COLORLESS LIQUID

Solubility · 5 items

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

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]

Hazard information

Regulatory Information · 6 items

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.

REACH registered substance: 1,2-dimethoxyethane (EC: 203-794-9)

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 items

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 items

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

Chemistry & industry

Uses & manufacturing

Uses · 4 items

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 items

(1972) NEGLIGIBLE

(1976) NEGLIGIBLE

U.S. Production · 3 items

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 items

...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)

Formulations/PreparationsGRADES: COMMERCIAL
Household ProductsInformation on 1 consumer products that contain 1,2-Dimethoxyethane in the following categories is provided:
General Manufacturing Information · 3 items

All Other Basic Organic Chemical Manufacturing

Ethane, 1,2-dimethoxy-: ACTIVE

USED IN DDVP & DTOP PESTICIDE MIXT TO INCR STABILITY IN HIGHLY CONCN FORM UNDER LOW TEMP

Related reactions

18,896 records
New reaction record
HRID 10 reaction equation
HRID 10As solvent750 AstraZeneca ELN dataset
HRID 11 reaction equation
HRID 11As solvent750 AstraZeneca ELN dataset
HRID 12 reaction equation
HRID 12As solvent750 AstraZeneca ELN dataset
HRID 36 reaction equation
HRID 36As solvent750 AstraZeneca ELN dataset
HRID 37 reaction equation
HRID 37As solvent750 AstraZeneca ELN dataset
HRID 38 reaction equation
HRID 38As solvent750 AstraZeneca ELN dataset
HRID 59 reaction equation
HRID 59As solvent750 AstraZeneca ELN dataset
HRID 61 reaction equation
HRID 61As solvent750 AstraZeneca ELN dataset
Page 1 of 500

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
More actions
New noteNew reactionRequest quotes

greater than or equal to 100 mg/mL at 72 °F (NTP, 1992)

MISCIBLE WITH WATER, ALCOHOL; SOL IN HYDROCARBON SOLVENTS

SOL IN CHLOROFORM, ETHER, ACETONE, BENZENE

water solubility = 1.00X10+6 mg/l @ 25 °C

Solubility in water: miscible

Flash Point · 4 items

32 °F (NTP, 1992)

-2 °C

29 °F(-2 °C) (CLOSED CUP)

-2 °C c.c.

Boiling Point · 3 items

185 °F at 760 mmHg (NTP, 1992)

82-83 °C @ 760 MM HG

82-83 °C

Physicochemical properties

Melting point
-69 °C · -69 °C
Boiling point
85 °C · 85 °C(lit.)
Density
0.867 g/mL · 0.867 g/mL at 25 °C(lit.)
vapor density
3.1 · 3.1 (20 °C, vs air)
vapor pressure
48 mm · 48 mm Hg ( 20 °C)
refractive index
20 · n20/D 1.379(lit.)
Flash point
32 °F · 32 °F
storage temp.
30 °C · Store below +30°C.
solubility
1000 g/l · 1000g/l soluble
form
Liquid
color
Clear
Odor
water-wh. liq., sharp ethereal odor
PH
7 · 7
explosive limit
10.4 % · 10.4%
Water Solubility
Miscible
Specific Heat Capacity
2.14 J/ · Cp(liquid): 2.14 J/(g·K), at 25℃
λmax
220 nm · λ: 220 nm Amax: 1.00λ: 250 nm Amax: 0.20λ: 300 nm Amax: 0.03λ: 350-400 nm Amax: 0.01
Sensitive
Air Sensitive
Merck
14 · 14,3224
BRN
1209237 · 1209237
Henry's Law Constant
1.3 · 1.3×100 mol/(m3Pa) at 25℃, Brockbank (2013)
Dielectric constant
7.2 · 7.2(25℃)
Stability
Stable, but explosive peroxides may form on exposure to air. Test for the presence of peroxides before heating. Avoid heat, light, air. Highly flammable. Store under inert gas.
Major Application
cleaning productscosmeticsenvironmentalfood and beveragespersonal care
InChI
1S/C4H10O2/c1-5-3-4-6-2/h3-4H2,1-2H3
InChIKey
XTHFKEDIFFGKHM-UHFFFAOYSA-N
SMILES
COCCOC
LogP
-0.21 at · -0.21 at 25℃
Surface tension
24.7 mN/m · 24.7mN/m at 293.15K
Substances of Very High Concern (SVHC) Candidate List
1 · 1, 2-dimethoxyethane; ethylene glycol dimethyl ether (EGDME) (110-71-4)
CAS DataBase Reference
110 · 110-71-4(CAS DataBase Reference)
EWG's Food Scores
2 · 2
FDA UNII
24 JF5IW · GXS24JF5IW
NIST Chemistry Reference
1 · Ethane, 1,2-dimethoxy-(110-71-4)
EPA Substance Registry System
Ethylene glycol dimethyl ether (110-71-4)
UNSPSC Code
41116107 · 41116107
NACRES
24 · NA.24
Symbol(GHS)
2 · GHS02,GHS07,GHS08
Signal word
Danger
Hazard statements
302 · H302-H360-H225
Precautionary statements
501 · P501-P270-P202-P240-P210-P233-P201-P243-P241-P242-P264-P280-P370+P378-P308+P313-P303+P361+P353-P301+P312+P330-P403+P235-P405
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes
F,T
Risk Statements
60 · 60-61-11-19-20-38
Safety Statements
53 · 53-45
RIDADR
2252 · UN 2252
WGK Germany
1 · 1
RTECS
1451000 · KI1451000
F
3 · 3-10-23
Autoignition Temperature
396 °F · 396 °F
TSCA
TSCA listed
HazardClass
3 · 3
PackingGroup
II
HS Code
29091900 · 29091900
Storage Class
3 · 3 - Flammable liquids
Hazard Classifications
4 InhalationFlam · Acute Tox. 4 InhalationFlam. Liq. 2Repr. 1BSkin Irrit. 2
Hazardous Substances Data
110 · 110-71-4(Hazardous Substances Data)
REACH Registrations
Active
Limited Quantities
1 L · 1.0 L (0.3 gallon) (liquid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

FLAMMABLE, DANGEROUS FIRE RISK

Health Hazards · 2 items

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

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

Hazards Summary · 1 item

TLV Basis is hematologic effect and male reproductive & embryo/fetal damage; [ACGIH] 2-Methoxyethanol is a major metaobolite; The potential health hazard of monoglyme is high based on the results of repeated-dose (blood, thymus, adrenal gland, and testicular degeneration) and developmental (increased fetal death and skeletal effects and decreased fetal body weight) toxicity studies at relatively low doses in animal studies. [EPA: Initial Risk-Based Prioritization of HPV Chemicals: Monoglyme] Reproductive toxin in animal tests; [ICSC] Labeled as May impair fertility and May cause harm to the unborn child by EU regulations; [Glycol Ethers Online] Inhalation of vapor may cause dizziness or difficulty breathing; [HSDB] A severe skin and eye irritant; [CAMEO] Reproductive toxin and highly flammable; [MSDSonline] See GLYCOL ETHERS. See 2-Methoxyethanol.

DOT ID and Guide2252 127
Reactive GroupEthers
EC ClassificationSymbol: F, T; R: 60-61-11-19-20; S: 53-45
UN ClassificationUN Hazard Class: 3; UN Pack Group: II
Reactivity AlertsHighly Flammable

Safety & protection

Fire Fighting · 2 items

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 items

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 items

· 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 items

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).
Fire Fighting Procedures · 2 items

EXTINGUISH WITH CHEMICAL, ALCOHOL FOAM, OR CARBON DIOXIDE. COOL EXPOSED CONTAINERS WITH WATER. CONTAINERS MAY EXPLODE IN FIRE.

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped or safely confined. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Use "alcohol" foam, dry chemical or carbon dioxide. Keep run-off water out of sewers and water sources.

Nonfire Spill ResponseExcerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:
Disposal Methods · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Spillage Disposal · 1 item

Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Remove all ignition sources. Ventilation. Collect leaking and spilled liquid in sealable containers as far as possible.

Preventive Measures · 2 items

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. Use water spray to knock-down vapors.

Personnel protection: Avoid breathing vapors. Keep upwind. ... Do not handle broken packages unless wearing appropriate personal protective equipment. If contact with the material anticipated, wear appropriate chemical protective clothing.

Isolation and Evacuation · 2 items

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

Immediate precautionary measure

Toxicology

Environmental Fate · 3 items

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 items

MAY BE ABSORBED!

Redness.

Nausea.

Soil Adsorption/Mobility · 1 item

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 items

...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.

Artificial Pollution Sources1,2-Dimethoxyethane's production and use as a solvent and solubilizer(1) may result in its release to the environment through various waste streams(SRC).
Environmental BiodegradationFour pure cultures of bacteria, isolated from either soil or activated sludge, were unable to utilize 1,2-dimethoxyethane as a carbon source(1).
Environmental Bioconcentration · 1 item

An estimated BCF value of 0.4 was calculated for 1,2-dimethoxyethane(SRC), using a measured log Kow of -0.21(1) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms will be low(SRC).

Volatilization from Water/Soil · 1 item

The Henry's Law constant for 1,2-dimethoxyethane is estimated as 1.1X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that 1,2-dimethoxyethane will volatilize from slowly moving water surfaces(2,SRC). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec) is estimated as approximately 33 days(2,SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is estimated as approximately 240 days(2,SRC). Volatilization from dry soil surfaces is expected based on an experimental vapor pressure of 48 mm Hg(3). However, volatilization from moist soil surfaces should not be important based on its estimated Henry's Law constant(1,SRC).

Non-Human Toxicity Excerpts · 5 items

/IN FEMALE RATS/...A SINGLE EXPOSURE TO 8000 PPM CAUSED SIGNIFICANT DECR IN AVOIDANCE RESPONSE; HOWEVER...NO EFFECT ON ESCAPE RESPONSE. FURTHER EXPOSURES DECR BOTH RESPONSES, & AFTER 5 DAILY 4 HR EXPOSURES HALF...DIED. ...MASSIVE HEMORRHAGE OF LUNG & GI TRACT. /SEVERAL RATS DIED AFTER 4 HR/4000 PPM/10 EXPOSURES/.

/IN FEMALE RATS, EXPOSED AT 1000 & 2000 PPM 4 HR/DAY, 5 DAYS/WK/...ALL SURVIVED BUT...SHOWED SIGNIFICANT...AVOIDANCE RESPONSE BUT NO ESCAPE RESPONSE. COMPLETE RECOVERY FROM BEHAVIORAL EFFECTS OCCURRED WITHIN A FEW DAYS AFTER CESSATION OF EXPOSURE. ...THERE WAS A DEFINITE REDUCTION IN GROWTH DEPENDING ON CONCN.

1,2-DIMETHOXYETHANE WAS ADMIN TO PREGNANT MICE ON THE 7TH, 8TH, 9TH, & 10TH DAYS OF PREGNANCY. 490 MG/KG WAS ADMIN TO 28 MICE (GROUP A), 350 MG/KG TO 23 MICE (GROUP B) & 250 MG/KG TO 23 MICE (GROUP C). GROUP FETAL MORTALITY RATES: 20% (A), 13.1% (B), & 12.6% (C).

ADMIN ON 7TH, 8TH, 9TH & 10TH DAYS OF PREGNANCY: 490 MG/KG/28 MICE (GROUP A), 350 MG/KG/23 MICE (B) & 250 MG/KG/23 MICE (C). SURFACE DEFORMITY RATES: 19.2% (A), 5.1% (B) & 0.3% (C). EXTERNAL BRAIN, PALPEBRAL PATENCY, CAUDAL DEFECT, PERITONEAL HERNIA, & CLEFT PALATE NOTED.

ADMIN ON 7TH, 8TH, 9TH, & 10TH DAYS OF PREGNANCY: 490 MG/KG/28 MICE (GROUP A), 350 MG/KG/23 MICE (GROUP B), & 250 MG/KG/23 MICE (GROUP C). FETAL CERVICAL VERTEBRAE ABNORMALITIES, SPINAL FUSION, & COSTAL FUSION DEFORMITY RATES INCREASED WITH INCREASING DOSAGE.

Environmental Abiotic Degradation · 1 item

The rate constant for the vapor-phase reaction of 1,2-dimethoxyethane with photochemically produced hydroxyl radicals has been estimated as 1.6X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 25 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC).

Safety data

F
3-10-23
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed
rtecs
KI1451000
ridadr
UN 2252
hs_code
29091900
risk_code
60-61-11-19-20-38
Signal word
Danger
Symbol(GHS)
GHS02,GHS07,GHS08
hazard_code
F,T
safety_code
53-45
hazard_class
3
Storage Class
3 - Flammable liquids
packing_group
II
Hazard statements
H302-H360-H225
Limited Quantities
1.0 L (0.3 gallon) (liquid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
REACH Registrations
Active
Hazard Classifications
Acute Tox. 4 InhalationFlam. Liq. 2Repr. 1BSkin Irrit. 2
Autoignition Temperature
396 °F
Precautionary statements
P501-P270-P202-P240-P210-P233-P201-P243-P241-P242-P264-P280-P370+P378-P308+P313-P303+P361+P353-P301+P312+P330-P403+P235-P405
Hazardous Substances Data
110-71-4(Hazardous Substances Data)
Applications · 3 items

Description1,2-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].

Uses1,2-Dimethoxyethane is widely used as a solvent for electrolyte of lithium batteries, polysilicones, oligo- and polysaccharides. It plays an important role in Grignard reactions, Suzuki reactions and Stille couplings in organometallic chemistry and in pharmaceutical synthesis. It is a higher boiling point solvent and is used as an alternative to diethyl ether and tetrahydrofuran. It is used for the etching of synthetic polymers like polytetrafluoroethylene and other fluoropolymers with alkali metal dispersions.

General DescriptionA 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.

Upstream & downstream products

Upstream raw materials

2-MethoxyethanolSodium hydroxide

Downstream products

Tetrahydrocurcumin2-Aminoquinoline3-Aminobiphenyl5-Chloro-2'-deoxyuridinetert-Butyl 4-(4-formyl-1,3-thiazol-2-yl)tetrahydro-1(2H)-pyridinecarboxylate2-Bromo-5-hydroxypyridine radical ion(1+)4-Benzyl-morpholine-2-carboxylic acid1-Methyl-1H-indole-5-boronic acid 2,2-dimethyl propane diol-1,3-cyclic esterEuropium D-3-trifluoroacetylcamphorate2-Chloro-5-cyano-3-methylpyridineQuinacridone4-Chloro-1,3-dimethylpyrazolo[3,4-b]pyridine-5-carboxylic acid3-N-Boc-amino-azetidine4-Chloro-7-methylthieno[3,2-d]pyrimidine3-Trifluoroacetyl-D-camphorTEMAFLOXACINAzetidineN,N-DiphenylquinacridonePigment Red 1224-Thiazolecarboxylic acid2-Chloro-5-iodo-3-methylpyridine7-Methylthieno[3,2-d]pyrimidin-4(3H)-oneEthyl 4-methoxy-3-oxo-butanoateSarafloxacin10-Undecynoic acid3,4-Dichloro-N-methylanilineN,N'-DimethylquinacridoneThiophene-2,5-dicarboxylic acid monomethyl ester4-(Dicyanomethylene)-2-tert-butyl-6-(1,1,7,7-tetramethyljulolidin-4-yl-vinyl)-4H-pyrantert-Butyl 4-(5-formyl-4-methyl-1,3-thiazol-2-yl)piperidine-1-carboxylatetert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-2-carboxylateBeraprost1,1,1-Trichloroacetone2,3,5,6-Tetrafluorobenzyl alcohol2-Phenylmalonamide5-Formyl-2-thiophenecarboxylic acid4'-Bromo-3'-fluoroacetanilide2,3,5,6-Tetrafluoro-4-methylbenzyl alcohol

Additional notes

DefinitionChEBI: 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.