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2-Methoxyethanol Manufacturer/High quality/Best price/In stock
Cas No: 109-86-4
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-1000 Metric Ton/Year Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
Top purity 2-Methoxyethanol with high quality and best price cas:109-86-4
Cas No: 109-86-4
USD $ 3.0-10.0 / Kilogram 1 Kilogram 99999 Kilogram/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
High quality ethylene glycol monomethyl ether supplier in China
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No Data 1 Kilogram 30 Metric Ton/Month Simagchem Corporation Contact Supplier
2-Methoxyethanol
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USD $ 12.0-12.0 / Kilogram 1 Kilogram 1000 Metric Ton/Year Jinan Finer Chemical Co., Ltd Contact Supplier
Factory Supply ethylene glycol monomethyl ether
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Ethyleneglycol monomethyl ether
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2-Methoxyethanol CAS: 109-86-4
Cas No: 109-86-4
USD $ 1.0-2.0 / Metric Ton 5 Metric Ton 1000 Metric Ton/Year Henan Sinotech Import&Export Corporation Contact Supplier
2-Methoxyethanol
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USD $ 500.0-580.0 / Metric Ton 5 Metric Ton 10 Metric Ton/Month Hebei yanxi chemical co.,LTD. Contact Supplier
TIANFU-CHEM 2-Methoxyethanol
Cas No: 109-86-4
No Data 1 Kilogram 1 Metric Ton/Week Henan Tianfu Chemical Co., Ltd. Contact Supplier
Nice Quality 2-Methoxyethanol Manufacturer/High quality/Best price/In stock Cas No: 109-86-4
Cas No: 109-86-4
USD $ 1.0-3.0 / Gram 10 Gram 1000 Kilogram/Month Wuhan Monad Medicine Tech Co.,LTD Contact Supplier

109-86-4 Usage

Carcinogenicity

There are no experimental carcinogenicity or cancer epidemiology data relating to this chemical , but some short-term test data are available and are summarized in the section on genetic and related cellular effects.

Hazard

Toxic by ingestion and inhalation. Moderate fire risk. Toxic by skin absorption. Questionable carcinogen.

Uses

Solvent for low-viscosity cellulose acetate, natural resins, some synthetic resins and some alcohol-soluble dyes; in dyeing leather, sealing moistureproof cellophane; in nail polishes, quick-drying varnishes and enamels, wood stains. In modified Karl Fischer reagent: Peters, Jungnickel, Anal. Chem. 27, 450 (1955).

Health Hazard

2-Methoxyethanol is a teratogen and a chronic inhalation toxicant. The target organs are blood, kidney,and the central nervous system. In addi tion to inhalation, the other routes of expo sure are absorption through the skin, and ingestion. Animal studies indicated that over-exposure to this compound produced anemia, hematuria, and damage to the testes.In humans, inhalation of EGME vapors cancause headache, drowsiness, weakness, irrita tion of the eyes, ataxia, and tremor. The acuteinhalation toxicity, however, is low and anytoxic effect may be felt at a concentration ofabout 25–30 ppm in air The oral and dermal toxicities of thiscompound in test animals were found to belower than the inhalation toxicity. Ingestioncan produce an anesthetic effect and in alarge dosage can be fatal. An oral intake ofabout 200 mL may cause death to humans. LC50 value (mice): 1480 ppm/7 h, LD50 value (rabbits): 890 mg/kg EGME is a teratogen exhibiting fetotoxi city, affecting the fertility and the litter size,and causing developmental abnormalities inthe urogenital and musculoskeletal systemsin test animals.

Reactivity Profile

2-Methoxyethanol is incompatible with oxygen and strong oxidizing agents. Contact with bases may result in decomposition. Incompatible with acid chlorides and acid anhydrides. . 2-Methoxyethanol forms explosive peroxides.

Shipping

UN1188 Ethylene glycol monomethyl ether, Hazard Class: 3; Labels: 3-Flammable liquid

Definition

ChEBI: A hydroxyether that is ethanol substituted by a methoxy group at position 2.

Air & Water Reactions

Flammable. Water soluble.

Chemical Properties

2-Methoxyethanol is a colorless liquid with a slight ethereal odor. The Odor Threshold is 0.92.3 ppm. It is miscible with water and with aliphatic and aromatic hydrocarbons. It is a solvent for essential oils, lignin, dammar, Elemi Essential Oil, ester gum, kauri, mastic, rosin, sandarac resin, shellac, Zanzibar, nitrocellulose, cellulose acetate, alcohol-soluble dyes and many synthetic resins. Its solvency far cellulose esters is augmented when a ketone or a halogenated hydrocarbon i s added. The uses for 2-Methoxyethanol are as a solvent in quick-drying varnishes and enamels, in conjunction with aliphatic, aromatic and halogenated hydrocarbons, alcohols and ketones; in solvent mixtures and thinners for lacquers and dopes; in the manufacture of synthetic resin plasticizers and as a penetrating and leveling agent in dyeing processes, especially in the dyeing of leather, animal and vegetable fibers. Other uses are as o fixative in perfumes and as a solvent in odorless nail-polish lacquers. 2-Methoxyethanol should not be added to nitrocellulose lacquers containing coumarone resins or ester gum because it will cause incompatibility between these substances.

Uses

2-Methoxyethanol is considered a non-comedogenic raw material. It is used as a solvent in nail products and as a stabilizer in cosmetic emulsions. It is able to penetrate the skin and may cause skin irritation.

Fire Hazard

HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Physical properties

Colorless liquid with a mild, ether-like odor. Experimentally determined detection and recognition odor threshold concentrations were <300 μg/m3 (<96 ppbv) and 700 μg/m3 (220 ppbv), respectively (Hellman and Small, 1974).

Incompatibilities

Vapors may form explosive mixture with air. Heat or oxidizers may cause the formation of unstable peroxides. Attacks many metals. Strong oxidizers may cause fire and explosions. Strong bases cause decomposition and the formation of toxic gas. Attacks some plastics, rubber and coatings. May accumulate static electrical charges, and may cause ignition of its vapors.

Waste Disposal

Concentrated waste containing no peroxides: discharge liquid at a controlled rate near a pilot flame. Concentrated waste containing peroxides: perforation of a container of the waste from a safe distance followed by open burning.

Uses

Solvent; jet fuel anti-icing additive; in the semiconductor industry in manufacture of printed circuit boards.

Potential Exposure

2-Methoxyethanol is used as a jet fuel additive; solvent for protective coating; and in chemical synthesis. Ethylene glycol ethers are used as solvents for resins used in the electronics industry, lacquers, paints, varnishes, gum, perfume; dyes and inks; and as a constituent of painting pastes, cleaning compounds; liquid soaps; cosmetics, nitrocellulose, and hydraulic fluids.

Environmental fate

Photolytic. Grosjean (1997) reported an atmospheric rate constant of 1.25 x 10-11 cm3/molecule?sec at 298 K for the reaction of methyl cellosolve and OH radicals. Based on an atmospheric OH concentration of 1.0 x 106 molecule/cm3, the reported half-life of methyl cellosolve is 0.64 d (Grosjean, 1997). Chemical/Physical. At an influent concentration of 1,000 mg/L, treatment with GAC resulted in an effluent concentration of 342 mg/L. The adsorbability of the carbon used was 132 mg/g carbon (Guisti et al., 1974).

Purification Methods

Peroxides can be removed by refluxing with stannous chloride or by filtration under slight pressure through a column of activated alumina. 2-Methoxyethanol can be dried with K2CO3, CaSO4, MgSO4 or silica gel, then distilled from sodium. Aliphatic ketones (and water) can be removed by making the solvent 0.1% in 2,4-dinitrophenylhydrazine and allowing to stand overnight with silica gel before fractionally distilling. [Beilstein 1 IV 2375.]

Uses

The primary use of 2-methoxyethanol is as asolvent for cellulose acetate, certain syntheticand natural resins, and dyes. Other applications are in jet fuel deicing, sealing moisture-proof cellophane, dyeing leather, and use innail polishes, varnishes, and enamels.

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Safety Profile

Moderately toxic to humans by ingestion. Moderately toxic experimentally by ingestion, inhalation, shin contact, intraperitoneal, and intravenous routes. Human systemic effects by inhalation: change in motor activity, tremors, and convulsions. Experimental teratogenic and reproductive effects. A skin and eye irritant. Mutation data reported. When used under conditions that do not require the application of heat, thts material probably presents little hazard to health. However, in the manufacture of fused collars which require pressing with a hot iron, cases have been reported showing disturbance of the hemopoietic system with or without neurologcal signs and symptoms. The blood picture may resemble that produced by exposure to benzene. Two cases reported had severe aplastic anemia with tremors and marked mental dullness. The persons affected had been exposed to vapors of methyl "Cellosolve," ethanol, methanol, ethyl acetate, and petroleum naphtha. flame. A moderate explosion hazard. Can react with oxidizing materials to form explosive peroxides. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also GLYCOL ETHERS. Flammable liquid when exposed to heat or

General Description

A clear colorless liquid. Flash point of 110°F. Less dense than water. Vapors are heavier than air.
InChI:InChI=1/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3

109-86-4 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (31733)  2-Methoxyethanol, ACS, 99.3+%    109-86-4 250ml 225.0CNY Detail
Alfa Aesar (31733)  2-Methoxyethanol, ACS, 99.3+%    109-86-4 1L 625.0CNY Detail
Alfa Aesar (31733)  2-Methoxyethanol, ACS, 99.3+%    109-86-4 4L 1524.0CNY Detail
Alfa Aesar (31733)  2-Methoxyethanol, ACS, 99.3+%    109-86-4 *4x4L 5267.0CNY Detail
Alfa Aesar (32444)  2-Methoxyethanol, Spectrophotometric Grade, 99% min    109-86-4 1L 310.0CNY Detail
Alfa Aesar (32444)  2-Methoxyethanol, Spectrophotometric Grade, 99% min    109-86-4 4L 906.0CNY Detail
Alfa Aesar (32444)  2-Methoxyethanol, Spectrophotometric Grade, 99% min    109-86-4 *4x1L 1106.0CNY Detail
Alfa Aesar (A17459)  2-Methoxyethanol, 99%    109-86-4 500ml 120.0CNY Detail
Alfa Aesar (A17459)  2-Methoxyethanol, 99%    109-86-4 2500ml 355.0CNY Detail
Alfa Aesar (A17459)  2-Methoxyethanol, 99%    109-86-4 10000ml 996.0CNY Detail
Sigma-Aldrich (88907)  2-Methoxyethanol  analytical standard 109-86-4 88907-1ML-F 356.85CNY Detail
Sigma-Aldrich (88907)  2-Methoxyethanol  analytical standard 109-86-4 88907-5ML-F 1,382.94CNY Detail

109-86-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-methoxyethanol

1.2 Other means of identification

Product number -
Other names Ethylene glycol monomethyl ether,Methyl glycol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Adsorbents and absorbents,Intermediates,Solvents (which become part of product formulation or mixture)
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:109-86-4 SDS

109-86-4Synthetic route

4-benzyloxycarbonylaminobutyric acid 2-methoxyethyl ester
1245613-17-5

4-benzyloxycarbonylaminobutyric acid 2-methoxyethyl ester

A

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

B

4-(benzyloxycarbonylamino)butyric acid
5105-78-2

4-(benzyloxycarbonylamino)butyric acid

Conditions
ConditionsYield
With methanol; Bacillus subtilis esterase In hexane at 37℃; for 0.5h; pH=7.4; Kinetics; Reagent/catalyst; Time; aq. phosphate buffer; Enzymatic reaction;A n/a
B 100%
methyl methoxyacetate
6290-49-9

methyl methoxyacetate

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
With trans-RuCl2(PPh3)[PyCH2NH(CH2)2PPh2]; potassium tert-butylate; hydrogen In tetrahydrofuran at 40℃; under 37503.8 Torr; for 16h;100%
With hydrogen; sodium methylate; [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II) In methanol at 80℃; under 37503.8 Torr; for 8h;
With ruthenium(bis[2‐(ethylsulfanyl)ethyl]amine)(dichloro)(triphenylphosphine); potassium methanolate; hydrogen In tetrahydrofuran at 60℃; under 37503.8 Torr; for 16h; Glovebox; Inert atmosphere;
With C24H38Cl2N3PRu; hydrogen; sodium methylate In isopropyl alcohol at 25℃; under 38002.6 Torr; for 4h; Autoclave;99 %Chromat.
With C24H38Cl2N3PRu; hydrogen; sodium methylate In isopropyl alcohol at 25℃; under 37503.8 Torr; for 4h;99 %Spectr.
oxirane
75-21-8

oxirane

methanol
67-56-1

methanol

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
With bentonite clay at 50℃; for 18h; Product distribution; other oxides and reactions partners; var. temperatures and amounts of reaction partners;98.1%
With sulfuric acid
With boron trifluoride diethyl etherate at -10℃;
2-(2-methoxy-ethoxy)-tetrahydro-pyran
4819-82-3

2-(2-methoxy-ethoxy)-tetrahydro-pyran

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
With methanol at 20℃; for 0.5h;97%
benzyl alcohol
100-51-6

benzyl alcohol

methyl iodide
74-88-4

methyl iodide

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
With iron(III) perchlorate at 20℃; for 1.5h; neat (no solvent);88%
oxirane
75-21-8

oxirane

Tetraethylene glycol dimethyl ether
143-24-8

Tetraethylene glycol dimethyl ether

carbon monoxide
201230-82-2

carbon monoxide

A

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

B

methyl ester (3-hydroxy) propionic acid
6149-41-3

methyl ester (3-hydroxy) propionic acid

C

methyl β-(β-hydroxypropionyloxy)propionate
27313-49-1

methyl β-(β-hydroxypropionyloxy)propionate

D

acetaldehyde
75-07-0

acetaldehyde

Conditions
ConditionsYield
3-HYDROXYPYRIDINE; dicobalt octacarbonyl at 75℃; under 45004.5 Torr; for 4h; Heating / reflux;A n/a
B 81.08%
C n/a
D n/a
2-methoxyacetic acid
625-45-6

2-methoxyacetic acid

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
With ruthenium-carbon composite; hydrogen In water at 119.84℃; under 7500.75 - 60006 Torr; for 2h; Catalytic behavior; Autoclave; Sealed tube;81%
2-methoxyethyl trifluoroacetate
41017-81-6

2-methoxyethyl trifluoroacetate

A

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

B

2,2,2-trifluoroethanol
75-89-8

2,2,2-trifluoroethanol

Conditions
ConditionsYield
With trans-[(2,6-bis(di-tert-butylphosphinomethyl)pyridine)Fe(H)2(CO)]; hydrogen; sodium methylate In 1,4-dioxane at 40℃; under 18751.9 Torr; for 16h; Glovebox; Inert atmosphere;A n/a
B 80%
methanol
67-56-1

methanol

2-chloro-ethanol
107-07-3

2-chloro-ethanol

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
With sodium ethanolate at 78℃; for 1h;78%
[(2-methoxyethoxy)methyl] benzene
31600-56-3

[(2-methoxyethoxy)methyl] benzene

A

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

B

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With bis(acetylacetonate)oxovanadium; methyl 3,5-bis((1H-1,2,4-triazol-1-yl)methyl)benzoate; oxygen; sodium acetate at 120℃; for 48h;A 76%
B 78%
2-(2-methoxyethoxy)ethyl alcohol
111-77-3

2-(2-methoxyethoxy)ethyl alcohol

A

1,2-dimethoxyethane
110-71-4

1,2-dimethoxyethane

B

Triethylene glycol dimethyl ether
112-49-2

Triethylene glycol dimethyl ether

C

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

D

diethylene glycol dimethyl ether
111-96-6

diethylene glycol dimethyl ether

Conditions
ConditionsYield
5%-palladium/activated carbon; nickel at 220℃; under 2250.23 Torr; for 10h;A 75%
B 2%
C 10%
D 11%
2-methoxyacetic acid
625-45-6

2-methoxyacetic acid

A

methanol
67-56-1

methanol

B

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
With hydrogen In water at 119.84℃; under 7500.75 - 60006 Torr; for 2h; Catalytic behavior; Reagent/catalyst; Autoclave; Sealed tube;A 12%
B 74%
1-Methoxy-4-(2-methoxy-ethoxymethyl)-benzene

1-Methoxy-4-(2-methoxy-ethoxymethyl)-benzene

A

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

B

ethyl p-methoxybenzyl sulfide
83318-92-7

ethyl p-methoxybenzyl sulfide

Conditions
ConditionsYield
With aluminium trichloride; ethanethiol In dichloromethane for 3h; Ambient temperature;A 73%
B n/a
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

methanol
67-56-1

methanol

A

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

B

ethylene glycol
107-21-1

ethylene glycol

C

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

D

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
at 76.7 - 79.6℃; under 757.576 Torr; Product distribution / selectivity; Industry scale;A n/a
B 72%
C 72%
D n/a
2-methoxyethylamine
109-85-3

2-methoxyethylamine

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
With carbonylchloro[4,5-bis(diisopropylphosphinomethyl)acridine]hydridoruthenium(II); water In 1,4-dioxane at 135℃; for 48h; Pressure; Schlenk technique; Inert atmosphere;66%
ethylene glycol
107-21-1

ethylene glycol

A

morpholine
110-91-8

morpholine

B

4-methyl-morpholine
109-02-4

4-methyl-morpholine

C

N-ethylmorpholine;
100-74-3

N-ethylmorpholine;

D

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

E

2-methoxyethylamine
109-85-3

2-methoxyethylamine

Conditions
ConditionsYield
With ammonia; hydrogen at 200℃; for 0.00175h; Product distribution; 190 - 260 deg C;A 46%
B 2.1 % Chromat.
C 1.4 % Chromat.
D 0.7 % Chromat.
E 0.6 % Chromat.
oxirane
75-21-8

oxirane

methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

A

1,1-dimethoxyethane
534-15-6

1,1-dimethoxyethane

B

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

C

methyl ester (3-hydroxy) propionic acid
6149-41-3

methyl ester (3-hydroxy) propionic acid

D

methyl β-(β-hydroxypropionyloxy)propionate
27313-49-1

methyl β-(β-hydroxypropionyloxy)propionate

E

acetaldehyde
75-07-0

acetaldehyde

Conditions
ConditionsYield
1H-imidazole; dicobalt octacarbonyl at 60 - 80℃; under 25502.6 - 60006 Torr; for 3 - 4h; Heating / reflux;A n/a
B n/a
C 40.2%
D n/a
E n/a
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

triisobutylaluminum
100-99-2

triisobutylaluminum

A

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

B

2-(3-methylbutoxy)-ethanol
7521-79-1

2-(3-methylbutoxy)-ethanol

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃;A 31%
B 13%
tributyltin methoxide
1067-52-3

tributyltin methoxide

2-chloro-ethanol
107-07-3

2-chloro-ethanol

A

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

B

tributyltin chloride
1461-22-9

tributyltin chloride

C

(C4H9)3SnOCH2CH2Cl
35952-59-1

(C4H9)3SnOCH2CH2Cl

Conditions
ConditionsYield
byproducts: (CH2CH2O)2;A 11%
B n/a
C n/a
oxirane
75-21-8

oxirane

methanol
67-56-1

methanol

naphthalene-2-sulfonate
120-18-3

naphthalene-2-sulfonate

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

oxirane
75-21-8

oxirane

methanol
67-56-1

methanol

trifluoroborane diethyl ether
109-63-7

trifluoroborane diethyl ether

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
at -10℃;
oxirane
75-21-8

oxirane

sodium methylate
124-41-4

sodium methylate

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

trimethyl phosphite
512-56-1

trimethyl phosphite

ethylene glycol
107-21-1

ethylene glycol

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

ethylene glycol
107-21-1

ethylene glycol

methyl iodide
74-88-4

methyl iodide

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
With sodium
sodium methylate
124-41-4

sodium methylate

2-chloro-ethanol
107-07-3

2-chloro-ethanol

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

oxirane
75-21-8

oxirane

Methyl fluoride
593-53-3

Methyl fluoride

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
With water; oxygen at 37.5℃; Mechanism; Product distribution; Thermodynamic data; Irradiation; ΔH0;
trimethylene oxide
503-30-0

trimethylene oxide

A

oxirane
75-21-8

oxirane

B

methoxyethene
107-25-5

methoxyethene

C

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
With methane; water; oxygen at 37.5℃; Mechanism; Product distribution; Thermodynamic data; Irradiation; ΔH0;
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; boron trichloride 1.) CH2Cl2, 0.2 h, 2.) Et2O, 30 min; Yield given. Multistep reaction;
2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

2-methoxyethyl methanesulfonate
16427-44-4

2-methoxyethyl methanesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 25℃;100%
With triethylamine In dichloromethane at 0 - 25℃;100%
With triethylamine In 1,2-dichloro-ethane at 0 - 20℃; for 12h; Inert atmosphere;100%
2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

2-methoxy-ethyl p-toluenesulfonyloxy ester
17178-10-8

2-methoxy-ethyl p-toluenesulfonyloxy ester

Conditions
ConditionsYield
In pyridine at 0℃; for 3.5h;100%
With triethylamine In dichloromethane at 25℃; for 12h;97.1%
With triethylamine In toluene at 5 - 30℃;95%
2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

pivaloyl chloride
3282-30-2

pivaloyl chloride

2-methoxyethyl pivalate
36584-85-7

2-methoxyethyl pivalate

Conditions
ConditionsYield
at 20℃; for 0.0833333h; Neat (no solvent);100%
With lanthanum(III) nitrate at 20℃; for 0.25h;93%
In pyridine; benzene for 2h; Heating;
With pyridine In diethyl ether Heating;
2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

N-(2,6-dimethylphenyl)alanine
67617-64-5

N-(2,6-dimethylphenyl)alanine

2-methoxyethyl N-(2,6-dimethylphenyl)alaninate
67617-65-6

2-methoxyethyl N-(2,6-dimethylphenyl)alaninate

Conditions
ConditionsYield
With thionyl chloride100%
isocyanate de chlorosulfonyle
1189-71-5

isocyanate de chlorosulfonyle

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

C4H8ClNO5S

C4H8ClNO5S

Conditions
ConditionsYield
In dichloromethane for 1h;100%
Methyl 3-((6-amino-2-chloro-9H-purin-9-yl)methyl)benzoate
1001253-33-3

Methyl 3-((6-amino-2-chloro-9H-purin-9-yl)methyl)benzoate

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

C16H17N5O4
1001253-34-4

C16H17N5O4

Conditions
ConditionsYield
Stage #1: Methyl 3-((6-amino-2-chloro-9H-purin-9-yl)methyl)benzoate; 2-methoxy-ethanol With sodium hydride for 1.5h; Heating / reflux;
Stage #2: With hydrogenchloride In water
100%
2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

2-methoxyethyl trifluoromethanesulphonate
112981-50-7

2-methoxyethyl trifluoromethanesulphonate

Conditions
ConditionsYield
With 2,6-dimethylpyridine In dichloromethane at 0℃; for 0.25h; Inert atmosphere;100%
With triethylamine In diethyl ether at -78℃; for 0.75h; Inert atmosphere;82%
With pyridine In dichloromethane at -70 - 20℃;66.8%
C17H13ClF2N2O2
868552-03-8

C17H13ClF2N2O2

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

methyl 1-(4-fluorobenzyl)-3-[(2-methoxyethoxy)methyl]-1H-pyrrolo[2,3-c]pyridine-5-carboxylate
868551-75-1

methyl 1-(4-fluorobenzyl)-3-[(2-methoxyethoxy)methyl]-1H-pyrrolo[2,3-c]pyridine-5-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide) at 40℃; for 24h;100%
2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

sulfur trioxide pyridine complex
26412-87-3

sulfur trioxide pyridine complex

pyridinium methoxyethylsulfate
630393-28-1

pyridinium methoxyethylsulfate

Conditions
ConditionsYield
at 20℃; for 4h;100%
ethyl (E)-3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-hydroxy-1H-pyrazol-5-yl}propenoate
926296-21-1

ethyl (E)-3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-hydroxy-1H-pyrazol-5-yl}propenoate

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

ethyl (E)-3-[1-[2-chloro-4-(trifluoromethyl)benzyl]-3-(2-methoxyethoxy)-1H-pyrazol-5-yl]propenoate
926299-37-8

ethyl (E)-3-[1-[2-chloro-4-(trifluoromethyl)benzyl]-3-(2-methoxyethoxy)-1H-pyrazol-5-yl]propenoate

Conditions
ConditionsYield
With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine In tetrahydrofuran at 20℃; Mitsunobu reaction;100%
With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine In tetrahydrofuran at 50℃; for 1h;
3-Fluoro-4-(2-iodothieno[3,2-b]pyridin-7-yloxy)aniline
918643-41-1

3-Fluoro-4-(2-iodothieno[3,2-b]pyridin-7-yloxy)aniline

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

4-methoxycarbonylphenylboronic acid
99768-12-4

4-methoxycarbonylphenylboronic acid

4-(7-(4-amino-2-fluorophenoxy)thieno[3,2-b]pyridin-2-yl)benzoic acid

4-(7-(4-amino-2-fluorophenoxy)thieno[3,2-b]pyridin-2-yl)benzoic acid

Conditions
ConditionsYield
Stage #1: 3-Fluoro-4-(2-iodothieno[3,2-b]pyridin-7-yloxy)aniline; 2-methoxy-ethanol; 4-methoxycarbonylphenylboronic acid With caesium carbonate; tetrakis(triphenylphosphine) palladium(0) at 90℃; for 48h; Suzuki Coupling;
Stage #2: With sodium hydroxide; water for 2h;
Stage #3: With hydrogenchloride In water; ethyl acetate
100%
(R)-methyl 2-((tert-butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetate
143323-49-3

(R)-methyl 2-((tert-butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetate

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

methyl ({[(1,1-dimethylethyl)oxy]carbonyl}amino)(4-{[2-(methyloxy)ethyl]oxy}phenyl)ethanoate
950651-24-8

methyl ({[(1,1-dimethylethyl)oxy]carbonyl}amino)(4-{[2-(methyloxy)ethyl]oxy}phenyl)ethanoate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 5 - 20℃; for 16.25h;100%
tantalum pentaisopropoxide

tantalum pentaisopropoxide

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

Ta(OCH2CH2OCH3)5
199010-11-2

Ta(OCH2CH2OCH3)5

Conditions
ConditionsYield
In 2-methoxy-ethanol (Ar); refluxing (2h); solvent removal (vac.); elem. anal.;100%
2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

6-aminonaphthalen-1-ol
23894-12-4

6-aminonaphthalen-1-ol

5-(2-methoxyethoxy)naphthalen-2-ylamine
924909-28-4

5-(2-methoxyethoxy)naphthalen-2-ylamine

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 4h;100%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

2-chloro-4-(2-methoxyethoxy)pyridine
1067914-32-2

2-chloro-4-(2-methoxyethoxy)pyridine

Conditions
ConditionsYield
With potassium tert-butylate at 0 - 20℃; for 16.5h;100%
With sodium hydride In tetrahydrofuran at 0 - 25℃; for 10h;98%
With potassium tert-butylate at 0 - 20℃; for 2h;97%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

dimethyl sulfate
77-78-1

dimethyl sulfate

1,3-dimethylimidazolium 2-methoxyethylsulfate

1,3-dimethylimidazolium 2-methoxyethylsulfate

Conditions
ConditionsYield
Stage #1: 1-methyl-1H-imidazole; dimethyl sulfate at 0 - 20℃;
Stage #2: 2-methoxy-ethanol at 130℃; for 48h;
100%
N-{3-[4-(6-chloropyridin-3-yl)-pyrimidin-2-ylamino]-4-methylphenyl}-3-trifluoromethylbenzamide
812699-95-9

N-{3-[4-(6-chloropyridin-3-yl)-pyrimidin-2-ylamino]-4-methylphenyl}-3-trifluoromethylbenzamide

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

N-{3-[4-(6-(2-methoxyethoxy)-pyridin-3-yl)-pyrimidin-2-ylamino]-4-methylphenyl}-3-trifluoromethylbenzamide

N-{3-[4-(6-(2-methoxyethoxy)-pyridin-3-yl)-pyrimidin-2-ylamino]-4-methylphenyl}-3-trifluoromethylbenzamide

Conditions
ConditionsYield
Stage #1: 2-methoxy-ethanol With sodium hydride at 20℃; for 0.5h;
Stage #2: N-{3-[4-(6-chloropyridin-3-yl)-pyrimidin-2-ylamino]-4-methylphenyl}-3-trifluoromethylbenzamide at 20℃; for 4h;
100%
6-bromo-N2-(2-ethyl-6-methyl-benzyl)-N4-methyl-3-nitro-pyridine-2,4-diamine
848470-11-1

6-bromo-N2-(2-ethyl-6-methyl-benzyl)-N4-methyl-3-nitro-pyridine-2,4-diamine

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

N2-(2-ethyl-6-methyl-benzyl)-6-(2-methoxy-ethoxy)-N4-methyl-3-nitro-pyridine-2,4-diamine

N2-(2-ethyl-6-methyl-benzyl)-6-(2-methoxy-ethoxy)-N4-methyl-3-nitro-pyridine-2,4-diamine

Conditions
ConditionsYield
Stage #1: 2-methoxy-ethanol With sodium hydride at 0℃; for 0.75h;
Stage #2: 6-bromo-N2-(2-ethyl-6-methyl-benzyl)-N4-methyl-3-nitro-pyridine-2,4-diamine for 1.5h; Heating / reflux;
100%
2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

C24H20N2O6S2
1258169-42-4

C24H20N2O6S2

C28H28N2O4
1258169-46-8

C28H28N2O4

Conditions
ConditionsYield
Stage #1: 2-methoxy-ethanol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Inert atmosphere;
Stage #2: C24H20N2O6S2 In tetrahydrofuran; mineral oil at 0 - 20℃; Inert atmosphere;
100%
2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

N-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitroquinazolin-4-amine
162012-67-1

N-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitroquinazolin-4-amine

N-(3-chloro-4-fluorophenyl)-7-(2-methoxyethoxy)-6-nitroquinazoline-4-amine
402855-06-5

N-(3-chloro-4-fluorophenyl)-7-(2-methoxyethoxy)-6-nitroquinazoline-4-amine

Conditions
ConditionsYield
Stage #1: 2-methoxy-ethanol With sodium hydride In dimethyl sulfoxide at 40℃; for 2h; Cooling with ice;
Stage #2: N-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitroquinazolin-4-amine In dimethyl sulfoxide at 40 - 50℃; for 16h;
100%
Stage #1: 2-methoxy-ethanol With sodium hydride In dimethyl sulfoxide; mineral oil at 40℃; for 2h; Cooling with ice; Inert atmosphere;
Stage #2: N-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitroquinazolin-4-amine In dimethyl sulfoxide; mineral oil at 40 - 50℃; for 16h; Inert atmosphere;
100%
Stage #1: 2-methoxy-ethanol With sodium hydride In mineral oil at 0 - 30℃;
Stage #2: N-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitroquinazolin-4-amine In mineral oil at 30℃; for 7h;
70.2%
Stage #1: 2-methoxy-ethanol With sodium hydride In tetrahydrofuran at 0 - 20℃;
Stage #2: N-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitroquinazolin-4-amine In tetrahydrofuran at 0 - 20℃;
With potassium tert-butylate In dimethyl sulfoxide at 25℃; for 0.5h;
2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

2,5-dichloropyrido[3,4-b]pyrazine
1600511-80-5

2,5-dichloropyrido[3,4-b]pyrazine

5-chloro-2-(2-methoxyethoxy)pyrido[3,4-b]pyrazine
1620981-35-2

5-chloro-2-(2-methoxyethoxy)pyrido[3,4-b]pyrazine

Conditions
ConditionsYield
Stage #1: 2-methoxy-ethanol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.25h;
Stage #2: 2,5-dichloropyrido[3,4-b]pyrazine In tetrahydrofuran; mineral oil at 0℃; for 0.333333h;
100%
2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

3-fluoro-4-nitroaniline
2369-13-3

3-fluoro-4-nitroaniline

3-(2-methoxyethoxy)-4-nitroaniline
880083-47-6

3-(2-methoxyethoxy)-4-nitroaniline

Conditions
ConditionsYield
Stage #1: 2-methoxy-ethanol With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 1h;
Stage #2: 3-fluoro-4-nitroaniline In tetrahydrofuran; mineral oil at 20℃;
100%
2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

1-bromo-4-methoxy-10-methyl-6H-benzo[c]chromen-6-one

1-bromo-4-methoxy-10-methyl-6H-benzo[c]chromen-6-one

2-methoxyethyl (R)-6'-bromo-2'-hydroxy-3'-methoxy-6-methyl-[1,1'-biphenyl]-2-carboxylate

2-methoxyethyl (R)-6'-bromo-2'-hydroxy-3'-methoxy-6-methyl-[1,1'-biphenyl]-2-carboxylate

Conditions
ConditionsYield
With C29H28F6N4OS at 20℃; for 6h; enantioselective reaction;100%
2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

diethyl 4-((6-amino-2-chloro-9H-purin-9-yl)methyl)benzylphosphonate

diethyl 4-((6-amino-2-chloro-9H-purin-9-yl)methyl)benzylphosphonate

diethyl 4-((6-amino-2-(2-methoxyethoxy)-9H-purin-9-yl)methyl)benzylphosphonate

diethyl 4-((6-amino-2-(2-methoxyethoxy)-9H-purin-9-yl)methyl)benzylphosphonate

Conditions
ConditionsYield
With sodium hydride In mineral oil at 120℃; for 18h;100%
2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

5-(4-bromophenoxymethyl)-2-chloropyridine

5-(4-bromophenoxymethyl)-2-chloropyridine

5-(4-bromophenoxymethyl)-2-(2-methoxyethoxy)pyridine

5-(4-bromophenoxymethyl)-2-(2-methoxyethoxy)pyridine

Conditions
ConditionsYield
Stage #1: 2-methoxy-ethanol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.416667h;
Stage #2: 5-(4-bromophenoxymethyl)-2-chloropyridine In tetrahydrofuran; mineral oil at 70℃; for 18h;
100%
2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

2-fluoro-5-chloronitrobenzene
345-18-6

2-fluoro-5-chloronitrobenzene

1-(4-chloro-2-nitro-phenoxy)-2-methoxy-ethane
23987-20-4

1-(4-chloro-2-nitro-phenoxy)-2-methoxy-ethane

Conditions
ConditionsYield
With potassium hexamethylsilazane In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere;100%
2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

8-chloro-2-fluoro-3-methyl-1,5-naphthyridine

8-chloro-2-fluoro-3-methyl-1,5-naphthyridine

8-chloro-2-(2-methoxyethoxy)-3-methyl-1,5-naphthyridine

8-chloro-2-(2-methoxyethoxy)-3-methyl-1,5-naphthyridine

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.166667h;100%
(vinyl)trimethoxylsilane
2768-02-7

(vinyl)trimethoxylsilane

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

tris(2-methoxy ethoxy)-vinyl silane
1067-53-4

tris(2-methoxy ethoxy)-vinyl silane

Conditions
ConditionsYield
With potassium aluminum sulfate at 70 - 80℃; for 2h; Reagent/catalyst;99.5%

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