3121-61-7

Basic information

• Product Name: 2-Methoxyethyl acrylate
• Synonyms: 2-methoxy-ethanoacrylate;2-methoxyethanol,acrylate;2-propenoicacid,2-methoxyethylester;glycolmonomethyletheracrylate;methylcellosolveacrylate;sipomermca;ACRYLIC ACID 2-METHOXYETHYL ESTER;2-METHOXYETHYL ACRYLATE
• CAS NO: 3121-61-7
• Molecular Formula: C6H10O3
• Molecular Weight: 130.14
• EINECS: 221-499-3
• Product Categories: Acrylate;Acrylic Monomers;Building Blocks;C6 to C7;Carbonyl Compounds;Chemical Synthesis;Esters;Materials Science;Monomers;Organic Building Blocks;Polymer Science
• Mol File: 3121-61-7.mol

Chemical Properties

• Melting Point: -30°C
• Boiling Point: 56 °C12 mm Hg(lit.)
• Flash Point: 140 °F
• Appearance: Clear colorless to slightly yellow/Liquid
• Density: 1.012 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.62mmHg at 25°C
• Refractive Index: n20/D 1.427(lit.)
• Storage Temp.: 2-8°C(protect from light)
• Solubility: Soluble in water
• Water Solubility: 144g/L at 20℃
• BRN: 1754333
• CAS DataBase Reference: 2-Methoxyethyl acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methoxyethyl acrylate(3121-61-7)
• EPA Substance Registry System: 2-Methoxyethyl acrylate(3121-61-7)

Safety Data

• Hazard Codes: T,C
• Statements: 20/22-24-41-61-60-48/22-43-34
• Safety Statements: 16-26-36/37/39-45-53-27/28-23
• RIDADR: UN 1992 3/PG 3
• WGK Germany: 1
• RTECS: KL6000000
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 3121-61-7(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to slightly yellow liquid

General Description

Clear colorless liquid with a sharp musty odor.

Air & Water Reactions

Water soluble.

Reactivity Profile

2-Methoxyethyl acrylate is sensitive to heat and light. Incompatible with strong oxidizing agents and polymerization initiators .

Fire Hazard

2-Methoxyethyl acrylate is combustible.

Flammability and Explosibility

Flammable

Safety Profile

Poison by skin contact. Moderately toxic by ingestion and inhalation. Experimental reproductive effects. A skin irritant. Flammable when exposed to heat or flame; can react with oxidlzing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also GLYCOL ETHERS.

InChI:InChI=1/C6H10O3/c1-3-6(7)9-5-4-8-2/h3H,1,4-5H2,2H3

Synthetic route

2-methoxy-ethanol (109-86-4) + acrylic acid methyl ester (292638-85-8) → 2-methoxyethyl acrylate (3121-61-7)

Conditions	Yield
With 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; di(n-butyl)tin oxide In 2-Methylpentane; cyclohexane at 85 - 100℃; for 12h; Temperature; Solvent;	95%
With copper; toluene-4-sulfonic acid; hydroquinone Abdestillieren des entstandenen Methanols als Azeotrop mit Methylacrylat;

2-methoxy-ethanol (109-86-4) + ethyl acrylate (140-88-5) → 2-methoxyethyl acrylate (3121-61-7)

Conditions	Yield
With copper; toluene-4-sulfonic acid; hydroquinone Abdestillieren des entstandenen Aethanols als Azeotrop mit Aethylacrylat;

2-methoxy-ethanol (109-86-4) + acryloyl chloride (814-68-6) → 2-methoxyethyl acrylate (3121-61-7)

Conditions	Yield
With triethylamine In chloroform at 10℃; for 12h;
In dichloromethane

2-methoxyethyl acrylate (3121-61-7) + bis((methyldiethoxysilyl)propyl)amine (31020-47-0) → 2-methoxyethyl 3-(bis(3-diethoxymethylsilylpropyl)amino)propanoate

Conditions	Yield
In ethanol at 20℃; for 8h; Inert atmosphere;	98.327%

2-methoxyethyl acrylate (3121-61-7) + bis-(3-triethoxysilylpropyl)amine (13497-18-2) → 2-methoxyethyl 3-(bis(3-triethoxysilylpropyl)amino)propanoate

Conditions	Yield
In ethanol at 20℃; for 8h; Inert atmosphere;	97.3%

2-methoxyethyl acrylate (3121-61-7) + thiophenol (108-98-5) → 3-phenylsulfanyl-propionic acid butyl ester

Conditions	Yield
With scandium tris(trifluoromethanesulfonate) In neat (no solvent) at 20℃; for 2h; Green chemistry; regioselective reaction;	97%

(N-cyclohexylaminomethyl)triethoxysilane + 2-methoxyethyl acrylate (3121-61-7) → 2-methoxyethyl 3-(cyclohexyl((triethoxysilyl)methyl)amino)propanoate

Conditions	Yield
In ethanol at 20℃; for 8h; Inert atmosphere;	96.7%

2-methoxyethyl acrylate (3121-61-7) + 1-Methyl-1-phenylhydrazine (618-40-6) → (E)-2-methoxyethyl 3-(2-(methylamino)phenyl)acrylate

Conditions	Yield
With [RhCl2(p-cymene)]2; potassium acetate In methanol at 70℃; Sealed tube;	96%
With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; acetic acid In methanol at 25℃; for 6h;	91%

ethanol (64-17-5) + 2-methoxyethyl acrylate (3121-61-7) + 1,3-diphenylpropanedione (120-46-7) → ethyl 4-benzoylbutanoate (73172-56-2)

Conditions	Yield
With potassium carbonate at 85℃; Sealed tube;	95%

2-methoxyethyl acrylate (3121-61-7) + 1-iodosinomenine (945761-25-1) → C25H31NO7

Conditions	Yield
With palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 85℃; for 0.333333h; Time; Heck Reaction;	93%

2-methoxyethyl acrylate (3121-61-7) + diphenyl acetylene (501-65-5) → 2-methoxyethyl (2E,4Z)-4,5-diphenylpenta-2,4-dienoate (1644664-66-3)

Conditions	Yield
With C34H32N2Ru In toluene at 20 - 22℃; for 24h; Inert atmosphere;	93%

2-methoxyethyl acrylate (3121-61-7) + (1E,4E)-1,5-di-p-tolylpenta-1,4-dien-3-one O-isopropyl oxime → 2-methoxyethyl (E)-6-(4-methylstyryl)-4-(p-tolyl)picolinate

Conditions	Yield
With palladium diacetate; silver trifluoroacetate; 2,6-bis(((3S,5S,7S)-adamantan-1-yl)oxy)pyridine In 1,4-dioxane at 90℃; for 24h; regioselective reaction;	93%

4-hydroxymethyl-1,3-dioxolan-2-one (931-40-8) + 2-methoxyethyl acrylate (3121-61-7) → acrylic acid 2-oxo-[1,3]dioxolan-4-ylmethyl ester (7528-90-7)

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; zinc diacrylate; oxygen; 4-methoxy-phenol at 105 - 120℃; under 90 - 760 Torr; for 20h; Catalytic behavior; Reagent/catalyst; Pressure;	92%

2-methoxyethyl acrylate (3121-61-7) + Pentafluorobenzene (363-72-4) → C12H11F5O3 (1226635-89-7)

Conditions	Yield
With [Rh(OH)(cod)]2; o-phenylenebis(diphenylphosphine); water In 1,4-dioxane at 120℃; for 24h; Inert atmosphere;	91%

furfural (98-01-1) + 2-methoxyethyl acrylate (3121-61-7) → 3-(2-furyl)-3-hydroxy-2-methylene-propanoic acid 2-methoxyethyl ester (144261-84-7)

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane for 36h; Ambient temperature;	90%

1-benzopyran-4(4H)-one (491-38-3) + 2-methoxyethyl acrylate (3121-61-7) → (E)-methoxyethyl 3-(4-oxo-4H-chromen-5-yl)acrylate

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; silver(I) acetate; silver(I) triflimide In 1,2-dichloro-ethane at 20 - 120℃; for 1h; Sealed tube;	90%

2-methoxyethyl acrylate (3121-61-7) + benzaldehyde (100-52-7) → 3-phenyl-3-hydroxy-2-methylene-propanoic acid 2-methoxyethyl ester (144261-74-5)

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane for 96h; Ambient temperature;	89%

tert-Butylacetic acid (1070-83-3) + 2-methoxyethyl acrylate (3121-61-7) → 2-methoxyethyl 2-(4,4-dimethyl-6-oxotetrahydro-2H-pyran-2-yl)acetate

Conditions	Yield
With disodium phosphate heptahydrate; (S)-2-acetylamino-3-phenylpropanoic acid; palladium diacetate; silver carbonate at 120℃; for 18h; Sealed tube;	88%

2-phenyl-indole (948-65-2) + 2-methoxyethyl acrylate (3121-61-7) → (2E,2'E)-bis(2-methoxyethyl) 3,3'-(2-(1H-indol-2-yl)-1,3-phenylene)diacrylate

Conditions	Yield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate In ethyl acetate at 140℃; for 24h; Inert atmosphere; Schlenk technique; regioselective reaction;	86%

2-methoxyethyl acrylate (3121-61-7) + benzoyltrimethylsilane (5908-41-8) → 2-methoxyethyl (E)-3-(2-((trimethylsilyl)carbonyl)phenyl)acrylate

Conditions	Yield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; copper diacetate In 1,2-dichloro-ethane at 60℃; for 24h; Sealed tube; Inert atmosphere; Enzymatic reaction;	86%

2-methoxyethyl acrylate (3121-61-7) + thiophenol (108-98-5) → 2-methoxyethyl 3-(phenylthio)propionate

Conditions	Yield
With scandium tris(trifluoromethanesulfonate) In neat (no solvent) at 20℃; for 3h; Green chemistry; regioselective reaction;	85%

1,3-dimethyluracil (874-14-6) + 2-methoxyethyl acrylate (3121-61-7) → (E)-2-methoxyethyl 3-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acrylate

Conditions	Yield
With N-Cbz-L-Phe; oxygen; palladium diacetate; Trimethylacetic acid In N,N-dimethyl acetamide at 100℃; under 760.051 Torr; for 24h; Heck Reaction; Schlenk technique; Green chemistry;	85%

ortho-methylbenzoic acid (118-90-1) + 2-methoxyethyl acrylate (3121-61-7) → 2-methoxyethyl 2-(4-methyl-3-oxo-1,3-dihydroisobenzofuran-1-yl)acetate

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; oxygen; potassium acetate; acetic acid at 80℃; under 760.051 Torr; for 18h; Green chemistry; chemoselective reaction;	85%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; potassium acetate; p-benzoquinone In tert-Amyl alcohol; water at 100℃; for 18h; Electrolysis; chemoselective reaction;	84%

2-methoxyethyl acrylate (3121-61-7) + 1,4-butanediol monoglycidyl ether (4711-95-9) → 4-Hydroxybutyl acrylate glycidyl ether (119692-59-0)

Conditions	Yield
With tetrabutoxytitanium; 4-methoxy-phenol In o-xylene at 80 - 90℃; under 75.0075 Torr;	83.7%

2-methoxyethyl acrylate (3121-61-7) + C14H27NSi2 → C20H31NO6

Conditions	Yield
With tris(2,2'-bipyridyl)ruthenium dichloride In N,N-dimethyl-formamide at 25℃; for 12h; Schlenk technique; Sealed tube; Glovebox; Inert atmosphere; Irradiation;	83%

2-methoxyethyl acrylate (3121-61-7) → 2-methoxyethyl 2-iodoacrylate (1422263-07-7)

Conditions	Yield
With N-iodophthalimide; 3-quinuclidinol In acetonitrile at 20℃; for 24h; Darkness; chemoselective reaction;	82%

2-methoxyethyl acrylate (3121-61-7) + 1,3-diphenylpropanedione (120-46-7) → 2-methoxyethyl 5-oxo-5-phenylpentanoate

Conditions	Yield
With potassium carbonate at 85℃; Sealed tube;	80%
With potassium carbonate In 2-methoxy-ethanol at 85℃; for 24h;	80%

pyrrolidine (123-75-1) + 2-methoxyethyl acrylate (3121-61-7) + phenylglyoxal hydrate (1074-12-0) → 2-methoxyethyl 5-benzoyl-1-(2-oxo-2-phenylethyl)-2,3-dihydro-1H-pyrrolizine-7-carboxylate

Conditions	Yield
With acetic acid In toluene at 100℃; for 0.666667h;	80%

2-methoxyethyl acrylate (3121-61-7) + phenol (108-95-2) → 2-methoxyethyl (E)-3-phenoxyacrylate

Conditions	Yield
With tetrabutylammomium bromide; oxygen; palladium diacetate; potassium carbonate In dichloromethane at 40℃; for 36h; Schlenk technique;	80%

2-methoxyethyl acrylate (3121-61-7) + 2-(cyclohex-2-en-1-yloxy)-1,10-phenanthroline → 2-methoxyethyl (E)-3-(6-((1,10-phenanthrolin-2-yl)oxy)cyclohex-1-en-1-yl)acrylate

Conditions	Yield
With 2-methyl-2-phenylpropionic acid; palladium diacetate; silver trifluoroacetate; p-benzoquinone In acetonitrile at 50℃; under 760.051 Torr; for 22h; Sealed tube; regioselective reaction;	79%

3-hexen-1-ol (544-12-7) + 2-methoxyethyl acrylate (3121-61-7) → C12H20O4

Conditions	Yield
With 2,2,2-trifluoroethanol; (S)-2-acetylamino-3-phenylpropanoic acid; palladium diacetate; caesium carbonate; silver carbonate In 1,4-dioxane at 70℃; for 16h; Inert atmosphere;	78%

2-methoxyethyl acrylate (3121-61-7) + α-(Fluorophenyl)acetonitrile (10036-43-8) → 2-methoxyethyl 4-cyano-4-fluoro-4-phenylbutanoate

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 25℃; Catalytic behavior; Solvent; Michael Addition;	76%

Upstream product

• 109-86-4 2-methoxy-ethanol 
• 292638-85-8 acrylic acid methyl ester 
• 140-88-5 ethyl acrylate 
• 814-68-6 acryloyl chloride 

Downstream Products

• 1226636-13-0 2-methoxyethyl 3-(perfluorophenyl)acrylate 
• 1226635-89-7 C₁₂H₁₁F₅O₃ 
• 1644664-66-3 2-methoxyethyl (2E,4Z)-4,5-diphenylpenta-2,4-dienoate 
• 73172-56-2 ethyl 4-benzoylbutanoate 
• 119692-59-0 butanediol monoglycidyl ether acrylate 
• 29570-58-9 dipentaerythritol hexaacrylate 
• 53417-29-1 2,2-bis(hydroxymethyl)-1,3-propanediyl diacrylate 
• 4986-89-4 pentaerythritol tetraacrylate 
• 3524-68-3 pentaerythritol triacrylate 
• 2495-35-4 benzylacrylate 

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