Ethyl 2-propenoate supplier

Name
VINYL ACRYLATE
EINECS
CAS No. 2177-18-6
Article Data10
CAS DataBase
Density 0.936g/cm³
Solubility
Melting Point -81.9°C
Formula C5H6 O2
Boiling Point 91.5°Cat760mmHg
Molecular Weight 98.1014
Flash Point 13.5°C
Transport Information
Appearance
Safety A poison by ingestion. Low toxicity by ingestion. inhalation. A severe skin and eye irritant. When heated to decomposition it emits acrid smoke and irritating vapors.
Risk Codes 11-25-34
Molecular Structure
Hazard Symbols A poison by ingestion. Low toxicity by inhalation. A severe skin and eye irritant.
Synonyms Acrylicacid, vinyl ester (6CI,7CI,8CI); NSC 4768; Vinyl acrylate
PSA 26.30000
LogP 0.85910

Synthetic route

: 5309-67-1
vinyl β-chloropropionate

: 2177-18-6
vinyl acrylate

Conditions

Conditions	Yield
With sodium methylate In methanol at 50 - 55℃;	98%

: 108-05-4
vinyl acetate

: 79-10-7
acrylic acid

: 2177-18-6
vinyl acrylate

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; hydroquinone
With rhodium(III) chloride trihydrate; sodium formate at 80℃; for 24h;	67 %Chromat.

: 1119-20-6
divinylmercury

: 79-10-7
acrylic acid

: 2177-18-6
vinyl acrylate

Conditions

Conditions	Yield
In n-heptane for 0.5h; Heating;

: 74-85-1
ethene

: 79-10-7
acrylic acid

A: 547-65-9
α-methylene-γ-butyrolactone

B: 2177-18-6
vinyl acrylate

Conditions

Conditions	Yield
With oxygen; sodium 2-propenoate; p-benzoquinone; palladium diacetate In 1-methyl-pyrrolidin-2-one at 50 - 60℃; under 1838.93 - 2942.29 Torr; for 4 - 36h; Product distribution / selectivity;	A 5.7 - 65 %Chromat. B 4.8 - 18 %Chromat.
palladium diacetate In 2-n-butyl-4-(hydroxymethyl)imidazole at 50℃; under 367.786 Torr; for 16h; Product distribution / selectivity;	A 0.5 %Chromat. B 1.3 %Chromat.
With 4-methoxy-phenol; p-benzoquinone; palladium 10% on activated carbon at 80℃; under 2574.5 Torr; for 16h; Product distribution / selectivity;	A 6.0 %Chromat. B 11.8 %Chromat.

...Expand

: 79-10-7
acrylic acid

: 2177-18-6
vinyl acrylate

: 79-10-7
acrylic acid

: 74-86-2
acetylene

: 2177-18-6
vinyl acrylate

Conditions

Conditions	Yield
decacarbonyldirhenium(0) In toluene at 140℃; under 15001.5 Torr; for 17h; Product distribution / selectivity;

: 111-87-5
octanol

: 2177-18-6
vinyl acrylate

: 2499-59-4
octyl acrylate

Conditions

Conditions	Yield
With Cp*2Sm(THF)2 In toluene Ambient temperature; further reagent: SmI2;	99%
With 1,3-dichlorotetrabutyldistannoxane at 50℃; for 15h;	98%
With 1,3-dichlorotetrabutyldistannoxane at 50℃; for 15h;	98%
In 2,2,4-trimethylpentane at 37℃; immobilized lipase from Candida cylindracea;

: samarium diiodide

: 2177-18-6
vinyl acrylate

: 768-95-6
1-adamanthanol

: adamantane monoacrylate

Conditions

Conditions	Yield
In 1,4-dioxane	99%

...Expand

: 928-40-5
hexane-1,5-diol

: 2177-18-6
vinyl acrylate

: 1-acryloyloxy-5-hydroxyhexane

Conditions

Conditions	Yield
With 1,3-dichlorotetrabutyldistannoxane at 30℃; for 45h;	96%
With 1,3-dichlorotetrabutyldistannoxane at 30℃; for 45h;	96%

: 501-94-0
p-hydroxyphenethyl alcohol

: 2177-18-6
vinyl acrylate

: 2-(4-hydroxyphenyl)ethyl prop-2-enoate

Conditions

Conditions	Yield
With 1,3-dichlorotetrabutyldistannoxane In acetonitrile at 50℃; for 36h;	96%

: 2177-18-6
vinyl acrylate

: 3034-38-6
1H-4(5)-nitroimidazole

: 3-(4-nitroimidazol-1-yl)-propionic acid vinyl ester

Conditions

Conditions	Yield
With 1-butyl-3-methylimidazolium hydroxide at 25℃; for 0.5h; Michael addition;	96%
With acylase Amano from Aspergillus oryzae In dimethyl sulfoxide at 50℃; for 0.5h; Michael addition reaction;	85%

: 51-21-8
5-fluorouracil

: 2177-18-6
vinyl acrylate

: 884308-97-8
3-(5-fluorouracil-1-yl)propionic acid vinyl ester

Conditions

Conditions	Yield
With D-aminoacylase from Escherichia coli In dimethyl sulfoxide at 25℃; for 0.416667h; Michael addition; Enzymatic reaction; regioselective reaction;	96%

: 2177-18-6
vinyl acrylate

: 66-22-8
uracil

: 884308-95-6
3-(uracil-1-yl)propionic acid vinyl ester

Conditions

Conditions	Yield
With D-aminoacylase from Escherichia coli In dimethyl sulfoxide at 25℃; for 1h; Michael addition; Enzymatic reaction; regioselective reaction;	96%

: 2177-18-6
vinyl acrylate

: 100-51-6
benzyl alcohol

: 2495-35-4
benzylacrylate

Conditions

Conditions	Yield
With N,N'-bismesityl-imidazol-2-ylidene In tetrahydrofuran at 20℃; for 0.25h;	95%
With 4 A molecular sieve; 1,3-dicyclohexyl-imidazol-2-ylidene In tetrahydrofuran at 20℃; for 0.25h;	95%
With hexamethyltriamido-N-benzylimidophosphate In tetrahydrofuran at 20℃; for 24h; Acylation;	87%
In 2,2,4-trimethylpentane at 37℃; immobilized lipase from Candida cylindracea;

: 51-20-7
5-bromouracil

: 2177-18-6
vinyl acrylate

: 1217794-07-4
3-(5-bromouracil-1-yl)propionic acid vinyl ester

Conditions

Conditions	Yield
With D-aminoacylase from Escherichia coli In dimethyl sulfoxide at 25℃; for 0.416667h; Michael addition; Enzymatic reaction; regioselective reaction;	95%

: 2177-18-6
vinyl acrylate

: 65-71-4
thymin

: 884308-96-7
3-(thymin-1-yl)propionic acid vinyl ester

Conditions

Conditions	Yield
With D-aminoacylase from Escherichia coli In dimethyl sulfoxide at 25℃; for 1h; Michael addition; Enzymatic reaction; regioselective reaction;	94%

: 2177-18-6
vinyl acrylate

: 109-89-7
diethylamine

: 84115-01-5
vinyl β-diethylaminopropionate

Conditions

Conditions	Yield
at 50 - 55℃; for 0.5h;	90%

: 2177-18-6
vinyl acrylate

: methyl 17-L-(<2'-O-β-D-glucopyranosyl-β-D-glucopyranosyl>-oxy)-cis-9-octadecenoate

: methyl 17-L-(<2'-O-β-D-glucopyranosyl-β-D-glucopyranosyl>-oxy)-cis-9-octadecenoate 6',6''-diacrylate

Conditions

Conditions	Yield
In tetrahydrofuran at 35℃; for 96h; lipase Novozym 435 from Candida antarctica;	87%

: 2177-18-6
vinyl acrylate

: 191916-39-9
methyl (-)-quinate

: methyl 4-O-acryloylquinate

Conditions

Conditions	Yield
With Candida antarctica Lipase A; 4 A molecular sieve In various solvent(s) at 40℃; for 7h;	87%

: 2177-18-6
vinyl acrylate

: 213754-46-2
methyl 17-L-([2-O-β-D-glucopyranosyl-β-D-glucopyranosyl]-oxy)-cis-9-octadecenoate

: 220608-05-9
methyl 17-L-([2'-O-β-D-glucopyranosyl-β-D-glucopyranosyl]oxy)-cis-9-octadecenoate 6',6"-diacrylate

Conditions

Conditions	Yield
novozyme 435 In tetrahydrofuran at 35℃; for 96h; Product distribution / selectivity; Enzymatic reaction;	87%

: 110-89-4
piperidine

: 2177-18-6
vinyl acrylate

: 84115-02-6
vinyl β-piperidinopropionate

Conditions

Conditions	Yield
at 50℃; for 0.5h;	85%

: 2177-18-6
vinyl acrylate

: 57830-24-7
diethyl 8-oxo-8H-cyclopenta-(a)-acenaphthylene-7,9-dicarboxylate

: 8,9-Dihydro-fluoranthene-7,8,10-tricarboxylic acid 7,10-diethyl ester 8-vinyl ester

Conditions

Conditions	Yield
In chloroform for 0.7h; Heating;	84%

: 2177-18-6
vinyl acrylate

: 5309-67-1
vinyl β-chloropropionate

Conditions

Conditions	Yield
With hydrogenchloride In diethyl ether at -70 - -60℃; for 2.5h;	83%

: 2177-18-6
vinyl acrylate

: 17-L-(<2'-O-β-D-glucopyranosyl-β-D-glucopyranosyl>-oxy)-cis-9-octadecenoic acid 1',6''-lactone

: 17-L-(<2'-O-β-D-glucopyranosyl-β-D-glucopyranosyl>-oxy)-cis-9-octadecenoic acid 1',6''-lactone 6'-acrylate

Conditions

Conditions	Yield
With zeolite In tetrahydrofuran at 35℃; for 96h; lipase Novozym 435 from Candida antarctica;	83%

: 213754-48-4
17-L-([2'-O-β-D-glucopyranosyl-β-D-glucopyranosyl]oxy)-cis-9-octadecenoic acid 1',6"-lactone

: 2177-18-6
vinyl acrylate

: 213754-50-8
17-L-([2'-O-β-D-glucopyranosyl-β-D-glucopyranosyl]oxy)-cis-9-octadecenoic acid 1',6"-lactone 6'-acrylate

Conditions

Conditions	Yield
With zeolite; novozyme 435 In tetrahydrofuran at 35℃; for 96h; Product distribution / selectivity; Enzymatic reaction;	83%

: 2177-18-6
vinyl acrylate

: 529-33-9
1,2,3,4-Tetrahydro-1-naphthol

: 133832-53-8
Acrylic acid (R)-(1,2,3,4-tetrahydro-naphthalen-1-yl) ester

Conditions

Conditions	Yield
In various solvent(s) at 25℃; for 4h; Pseudomonas sp. lipase;	82%

1N-HCl: 1N-HCl

aqueous sodium chloride: aqueous sodium chloride

: 2177-18-6
vinyl acrylate

: 144-55-8
sodium hydrogencarbonate

: 150-76-5
4-methoxy-phenol

: 78-93-3
butanone

: 652-67-5
Isosorbide

: 1711-24-6
4-(2-hydroxyethoxy)benzoic acid

Conditions

Conditions	Yield
lipase In tetrahydrofuran; hexane; dichloromethane	74%

...Expand

: 2177-18-6
vinyl acrylate

: 1374110-34-5
C11H15NO5S2

: 1374110-35-6
C14H17NO6S2

Conditions

Conditions	Yield
With novozyme 435 In acetone at 50℃; Molecular sieve;	72%

: 2177-18-6
vinyl acrylate

: 60-12-8
2-phenylethanol

: 3530-36-7
2-phenylethyl acrylate

Conditions

Conditions	Yield
In 2,2,4-trimethylpentane at 37℃; immobilized lipase from Candida cylindracea;	66%

: 18742-02-4
2-bromo-2-(2-ethyl)dioxolane

: 201230-82-2
carbon monoxide

: 2177-18-6
vinyl acrylate

: 24850-33-7
allyltributylstanane

: 2-Allyl-6-[1,3]dioxolan-2-yl-4-oxo-hexanoic acid vinyl ester

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In benzene at 80℃; under 38000 Torr; for 8h;	60%

...Expand

: 2177-18-6
vinyl acrylate

: 72448-17-0
2,3,4,5-tetrachlorothiophene-1,1-dioxide

: 72524-73-3
3a,4,5,6-tetrachloro-2,3,3a,6,7,7a-hexahydro-2-oxo-3,6-methanobenzofuran

Conditions

Conditions	Yield
for 16h; Heating;	56%

: 14003-34-0
3-methyl-2-oxo-1,2-dihydroquinoxaline

: 2177-18-6
vinyl acrylate

: 88392-75-0
(1S,2aS)-2a-Methyl-3-oxo-2,2a,3,4-tetrahydro-1H-azeto[1,2-a]quinoxaline-1-carboxylic acid vinyl ester

Conditions

Conditions	Yield
In methanol; dichloromethane Ambient temperature; Irradiation;	50%

: 2177-18-6
vinyl acrylate

: 79299-29-9
(E)-1-phenyl-1,5-hexadien-3-ol

A: 172925-28-9
trans-(S)-1-phenyl-1,5-hexadien-3-ol

B: 639798-55-3
(1R)-1-[(E)-2-phenylvinyl]but-3-enyl acrylate

Conditions

Conditions	Yield
With PS-Amano II In dichloromethane at 25℃; for 24h;	A 48% B 47%

...Expand

: 2177-18-6
vinyl acrylate

: 111-27-3
hexan-1-ol

: 2499-95-8
n-hexyl acrylate

Conditions

Conditions	Yield
In 2,2,4-trimethylpentane at 37℃; immobilized lipase from Candida cylindracea;	40%
In 2,2,4-trimethylpentane at 37℃; immobilized lipase from Candida cylindracea; transesterification, other alcohols; also with vinyl methacrylate;	40%

: 2177-18-6
vinyl acrylate

: 98-88-4
benzoyl chloride

: 883901-67-5
allyl 2-methyl-3-oxo-3-phenylpropanoate

Conditions

Conditions	Yield
With Wilkinson's catalyst; 1,5-cis,cis-cyclooctadiene; diethylzinc In tetrahydrofuran; hexane at 0℃; for 24h; Reformatsky-Honda Reaction; Inert atmosphere;	40%

Ethyl 2-propenoate Chemical Properties

Molecular Structure of Ethyl 2-propenoate (CAS NO.2177-18-6):

IUPAC: Ethyl prop-2-enoate
Molecular Formula:C₅H₆O₂
Molecular Weight:98.1
EINECS:218-538-1
Product Categories:monomer
Density:0.942 g/mL at 25^oC(lit.)
Boiling Point:90-92^oC(lit.)
Flash Point:36^oF
Refractive index:n20/D 1.432(lit.)
Vapor pressure:53.7 mmHg at 25^oC
SMILES:O=C(O\C=C)\C=C
InChIKey:BLCTWBJQROOONQ-UHFFFAOYAA
Molar Volume:104.7 cm³
Surface Tension:24.8 dyne/cm
Molar Refractivity:26.43 cm³
Enthalpy of Vaporization:33.14 kJ/mol

Ethyl 2-propenoate Toxicity Data With Reference

1.	skn-rbt 500 µL SEV	NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0529778-1 .
2.	eye-rbt 5 µL SEV	NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0529778-1 .
3.	orl-rat LD50:90 µL/kg	NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0529778-1 .
4.	ihl-rat LC50:1450 ppm/4H	NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0529778-1 .

Ethyl 2-propenoate Safety Profile

A poison by ingestion. Low toxicity by ingestion. inhalation. A severe skin and eye irritant. When heated to decomposition it emits acrid smoke and irritating vapors.

Safty informations about Ethyl 2-propenoate (CAS NO.2177-18-6):
Hazard Codes:F,T Toxic
Risk Statements:11-25-34
R11:Highly flammable.
R25:Toxic if swallowed.
R34:Causes burns.
Safety Statements:9-16-26-28-36/37/39-45
S9:Keep container in a well-ventilated place
S16:Keep away from sources of ignition.
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S28:After contact with skin, wash immediately with plenty of soap-suds.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR:UN 3286 3/PG 2
WGK Germany:3
RTECS:UD3341000

Ethyl 2-propenoate Specification

Ethyl 2-propenoate with CAS registry number of 2177-18-6 is also known as Vinyl acrylate ; 2-Propenoicacid,ethenylester ; Acrylic acid,vinyl ester ; Acrylicacid,vinylester ; Ethenyl2-propenoate ; Vinyl acrylate98% ; Vinyl acrylate,stabilized,98+% ; 3-Oxahexa-1,5-diene-4-one . It is a colorless clear liquid. Ethyl 2-propenoate is prone to polymerization because it contains a vinyl double bond, so this compound is suitable for manufacture of homopolymer and copolymer which can be used as coatings and protective colloid.

Product Name

VINYL ACRYLATE

Synthetic route

Ethyl 2-propenoate Chemical Properties

Ethyl 2-propenoate Toxicity Data With Reference

Ethyl 2-propenoate Safety Profile

Ethyl 2-propenoate Specification

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