2-Hydroxyethyl acrylate supplier

Name
2-Hydroxyethyl acrylate
EINECS 212-454-9
CAS No. 818-61-1
Article Data45
CAS DataBase
Density 1.083 g/cm³
Solubility Soluble in water
Melting Point -60 °C
Formula C₅H₈O₃
Boiling Point 196.2 °C at 760 mmHg
Molecular Weight 116.117
Flash Point 98.3 °C
Transport Information UN 2927 6.1/PG 2
Appearance clear colorless liquid
Safety 26-36/39-45-61-36/37/39
Risk Codes 24-34-43-50-20/22
Molecular Structure
Hazard Symbols T, N
Synonyms Acrylicacid, 2-hydroxyethyl ester (6CI,8CI);2-(Acryloyloxy)ethanol;2-Hydroxyethyl2-propenoate;2HEA;AHEC-T;Acryics HEA;BHEA;2-Propenoic acid,2-hydroxyethyl ester;Ethylene glycol monoacrylate;HEA;HOA;Light Acrylate HOA;Light EsterHOA;Light Ester OA;Perm A;Perm A (monomer);Rocryl 420;Viscoat 220;b-Hydroxyethyl acrylate;
PSA 46.53000
LogP -0.29210

Synthetic route

: 75-21-8
oxirane

: 79-10-7
acrylic acid

: 818-61-1
2-hydroxyethyl acrylate

Conditions

Conditions	Yield
With magnetic zeolite at 63℃; for 2h; Temperature;	97.5%
With chromium(lll) acetate; 4-methoxy-phenol; hydroquinone In water at 80℃; under 5625.56 Torr; for 1.5h; Temperature; Inert atmosphere;	97.91%
With 10H-phenothiazine; chromium acetate at 80 - 90℃; under 750.075 Torr; for 3.7 - 5.2h;	81%

: 107-21-1
ethylene glycol

: 79-10-7
acrylic acid

: 818-61-1
2-hydroxyethyl acrylate

Conditions

Conditions	Yield
With iodine for 4h; Reflux;	71%
With toluene-4-sulfonic acid
toluene-4-sulfonic acid

: 41440-38-4
2-acryloyloxyethanol vinyl ether

: 818-61-1
2-hydroxyethyl acrylate

Conditions

Conditions	Yield
With sulfuric acid

: 107-21-1
ethylene glycol

: 814-68-6
acryloyl chloride

: 818-61-1
2-hydroxyethyl acrylate

Conditions

Conditions	Yield
With chloroform; sodium sulfate; sodium sulfite
With triethylamine In chloroform at 10℃; for 12h;

: 7446-81-3
sodium 2-propenoate

: 540-51-2
2-bromoethanol

: 818-61-1
2-hydroxyethyl acrylate

Conditions

Conditions	Yield
With water

: 10192-85-5
potassium acrylate

: 107-07-3
2-chloro-ethanol

: 818-61-1
2-hydroxyethyl acrylate

Conditions

Conditions	Yield
With copper(l) chloride

: 79-10-7
acrylic acid

: 818-61-1
2-hydroxyethyl acrylate

Conditions

Conditions	Yield
anion exchange resin Conversion of starting material;
DIAION SA10A Conversion of starting material;
anion exchange resin Conversion of starting material;
oxirane

: 75-21-8
oxirane

: 79-10-7
acrylic acid

A: 2274-11-5
ethylene glycol diacrylate

B: 13533-05-6
2-(2-acryloyloxyethyloxy)ethyl alcohol

C: 818-61-1
2-hydroxyethyl acrylate

Conditions

Conditions	Yield
With 10H-phenothiazine; chromium(II) acetate at 60℃; under 7500.75 Torr; for 6.5h;
chromium(lll) acetate; 4-methoxy-phenol at 50 - 70℃; under 375.038 Torr; for 4 - 7h; Autoclave;

...Expand

: 75-21-8
oxirane

: 79-10-7
acrylic acid

A: 4074-88-8
diethyleneglycol(diacrylate)

B: 16695-45-7
triethylene glycol monoacrylate

C: 818-61-1
2-hydroxyethyl acrylate

Conditions

Conditions	Yield
With 10H-phenothiazine at 50℃; under 7500.75 Torr; for 5h; Product distribution / selectivity;
With 10H-phenothiazine; Catalyst A : 270 g Böhmit (Pural SB of Sasol comp.) and 30 g NH4Fe [Fe (CN) 6] at 50℃; under 7500.75 Torr; for 5h; Product distribution / selectivity;
With 10H-phenothiazine; Catalyst C : 297 g Böhmit (Pural SB of Sasol comp.) and 3 g Fe4 [Fe (CN) 6] 3 (Berliner-Blau) at 50℃; under 7500.75 Torr; for 5h; Product distribution / selectivity;

...Expand

: 75-21-8
oxirane

: 79-10-7
acrylic acid

A: 13533-05-6
2-(2-acryloyloxyethyloxy)ethyl alcohol

B: 818-61-1
2-hydroxyethyl acrylate

Conditions

Conditions	Yield
With 10H-phenothiazine; chromium(lll) acetate at 85℃; under 3.0003 - 375.038 Torr; for 3 - 3.3h; Product distribution / selectivity;
With 10H-phenothiazine; Octanoic acid; chromium(lll) acetate at 85℃; under 375.038 Torr; for 3.2h; Product distribution / selectivity;

...Expand

: 108-31-6
maleic anhydride

: 106-90-1, 130232-99-4, 130233-00-0
glycidyl acrylate

: 13331-72-1
hydroxy-ethyl acrylate

: 128-37-0
2,6-di-tert-butyl-4-methyl-phenol

: 818-61-1
2-hydroxyethyl acrylate

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride

...Expand

: 75-21-8
oxirane

: iron(III) polyacrylate

A: 2274-11-5
ethylene glycol diacrylate

B: 13533-05-6
2-(2-acryloyloxyethyloxy)ethyl alcohol

C: 107-21-1
ethylene glycol

D: 818-61-1
2-hydroxyethyl acrylate

Conditions

Conditions	Yield
With oxygen; cupric dibutyldithiocarbamate; 4-methoxy-phenol at 56 - 68℃; for 9.1 - 10.4h; Product distribution / selectivity;

...Expand

: 107-21-1
ethylene glycol

: 107-02-8
acrolein

: 818-61-1
2-hydroxyethyl acrylate

Conditions

Conditions	Yield
Stage #1: acrolein With tert-butylhypochlorite In tetrachloromethane at 30℃; for 3.33333h; Stage #2: ethylene glycol In tetrachloromethane at 25℃; for 44.5h;

: 75-21-8
oxirane

: iron(III) polyacrylate

A: 13533-05-6
2-(2-acryloyloxyethyloxy)ethyl alcohol

B: 818-61-1
2-hydroxyethyl acrylate

Conditions

Conditions	Yield
at 56 - 68℃; for 9.1h; Product distribution / selectivity;

...Expand

: 107-21-1
ethylene glycol

: 292638-85-8
acrylic acid methyl ester

A: 2274-11-5
ethylene glycol diacrylate

B: 818-61-1
2-hydroxyethyl acrylate

Conditions

Conditions	Yield
With Novozyme 435 In tert-Amyl alcohol at 50℃; for 120h; Inert atmosphere; Molecular sieve; Enzymatic reaction;

...Expand

: 917955-64-7
bis(2-acryloyloxyethoxy)[4-methoxy-phenyl]methane

: 818-61-1
2-hydroxyethyl acrylate

Conditions

Conditions	Yield
In water Acidic conditions;

: 1365271-39-1
C29H32N2O7Si

A: 7689-03-4
camptothecin

B: 818-61-1
2-hydroxyethyl acrylate

Conditions

Conditions	Yield
for 0.5h; pH=3; Acidic conditions;

: methylene-bis(oxyethyl acrylate)

A: 75-07-0
acetaldehyde

B: 818-61-1
2-hydroxyethyl acrylate

Conditions

Conditions	Yield
With water Acidic conditions;

: 542-92-7
cyclopenta-1,3-diene

: 818-61-1
2-hydroxyethyl acrylate

: 5-norbornene-2-(2-hydroxy-1-ethyl)carboxylate

Conditions

Conditions	Yield
With ethylaluminum dichloride In dichloromethane at -78℃; for 12h; Cycloaddition; Diels-Alder reaction;	100%

: 6609-64-9
2-Chloro-2-oxo-1,3,2-dioxaphospholane

: 818-61-1
2-hydroxyethyl acrylate

: 150205-71-3
acrylic acid 2-(2-oxo-2Ι5-[1,3,2]dioxaphospholan-2-yloxy)-ethyl ester

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at -30 - 40℃;	100%
Stage #1: 2-hydroxyethyl acrylate With triethylamine In tetrahydrofuran at -20℃; for 0.25h; Inert atmosphere; Stage #2: 2-Chloro-2-oxo-1,3,2-dioxaphospholane In tetrahydrofuran at -20℃; Inert atmosphere;	70%
With triethylamine In acetonitrile at -20℃; for 0.5h; Inert atmosphere;

: 542-28-9
3,4,5,6-tetrahydro-2H-pyran-2-one

: 818-61-1
2-hydroxyethyl acrylate

poly(δ-valerolactone), asymmetric, telechelic, initiated by 2-hydroxyethyl acrylate/HCl*Et2O, Mn(NMR)=11000, Mw/Mn=1.08; monomer(s): δ-valerolactone; 2-hydroxyethyl acrylate: poly(δ-valerolactone), asymmetric, telechelic, initiated by 2-hydroxyethyl acrylate/HCl*Et2O, Mn(NMR)=11000, Mw/Mn=1.08; monomer(s): δ-valerolactone; 2-hydroxyethyl acrylate

Conditions

Conditions	Yield
With hydrogenchloride; diethyl ether In dichloromethane at 0℃; for 2.5h;	98%

: 4098-71-9
isophorone diisocyanate

: 818-61-1
2-hydroxyethyl acrylate

: 124451-79-2
C17H26N2O5

Conditions

Conditions	Yield
With dibutyltin dilaurate; 4-methoxy-phenol at 65 - 70℃; for 2.5h; Heating;	97.9%
With dibutyltin dilaurate; 4-methoxy-phenol In acetone at 50℃; for 12h; Inert atmosphere;

: 7693-46-1
4-Nitrophenyl chloroformate

: 818-61-1
2-hydroxyethyl acrylate

: 1260541-91-0
C12H11NO7

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0℃; for 16h;	95%
In dichloromethane at 20℃; for 18h; Cooling with ice;	79%

: 3345-50-4
N-carbamoylmaleimide

: 818-61-1
2-hydroxyethyl acrylate

: 201044-04-4
2-hydroxyethylacrylate maleurate

Conditions

Conditions	Yield
With zinc(II) chloride In acetonitrile for 5h; Heating / reflux;	94%

: 1121-60-4
pyridine-2-carbaldehyde

: 818-61-1
2-hydroxyethyl acrylate

: 1334831-98-9
C11H13NO4

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In acetonitrile at 20℃; for 28h; Morita-Baylis-Hillman reaction;	94%

: 625-35-4, 3488-22-0, 10487-71-5
trans-chrotonyl chloride

: 818-61-1
2-hydroxyethyl acrylate

: C9H12O4

Conditions

Conditions	Yield
With calcium oxide In 2-methyltetrahydrofuran at 20℃; for 6h; Green chemistry; chemoselective reaction;	94%

: 64-17-5
ethanol

: 120-46-7
1,3-diphenylpropanedione

: 818-61-1
2-hydroxyethyl acrylate

: 73172-56-2
ethyl 4-benzoylbutanoate

Conditions

Conditions	Yield
With potassium carbonate at 85℃; Sealed tube;	94%

...Expand

: C12H33B3Cl3N3Si3

: 818-61-1
2-hydroxyethyl acrylate

: C27H54B3N3O9Si3

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 72h; Inert atmosphere;	94%

: 623-73-4
diazoacetic acid ethyl ester

: 818-61-1
2-hydroxyethyl acrylate

: 3-ethoxycarbonyl-5-hydroxyethylcarbonyl-2-pyrazoline

Conditions

Conditions	Yield
In ethyl acetate at 30℃; for 24h;	94%

: 3739-94-4
2,6-Pyridinedicarbonyl dichloride

: 818-61-1
2-hydroxyethyl acrylate

: bis[2-(acryloyloxy)ethyl] pyridine-2,6-dicarboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 2h; Schlenk technique; Inert atmosphere;	93%

: 4151-51-3
tris(p-isocyanatophenyl)phosphorothioate

: 135-19-3
β-naphthol

: 818-61-1
2-hydroxyethyl acrylate

: C46H36N3O11PS

Conditions

Conditions	Yield
Stage #1: tris(p-isocyanatophenyl)phosphorothioate; 2-hydroxyethyl acrylate In acetic acid butyl ester at 50℃; for 2h; Reflux; Stage #2: β-naphthol In acetic acid butyl ester	93%

...Expand

: 1191-99-7
2,3-dihydro-2H-furan

: 818-61-1
2-hydroxyethyl acrylate

: 158034-51-6
C9H14O4

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In dichloromethane for 4.5h; Inert atmosphere; Cooling with ice;	92%

: OCN-(CH2)6-ureidopyrimidone

: 818-61-1
2-hydroxyethyl acrylate

: UPY Acrylate

Conditions

Conditions	Yield
dibutyltin dilaurate In chloroform at 90℃; for 4h;	91%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 818-61-1
2-hydroxyethyl acrylate

: 853009-36-6
(2-[tert-butyl(dimethyl)silyl]oxy)ethyl acrylate

Conditions

Conditions	Yield
With 1H-imidazole In tetrahydrofuran; dichloromethane at 0℃; Inert atmosphere;	91%
With 1H-imidazole In tetrahydrofuran at 0℃; for 12.83h; Inert atmosphere;	86%
With 1H-imidazole In tetrahydrofuran

: 1026564-85-1
N-(2-pyridyl)sulfonyl indoline

: 64-19-7
acetic acid

: 818-61-1
2-hydroxyethyl acrylate

: (E)-2-acetoxyethyl 3-(1-(pyridin-2-ylsulfonyl)indolin-7-yl)acrylate

Conditions

Conditions	Yield
With oxygen; palladium diacetate; methoxybenzene; trifluoroacetic acid at 80℃; under 760.051 Torr; for 26h;	91%

...Expand

: 994-30-9
triethylsilyl chloride

: 818-61-1
2-hydroxyethyl acrylate

: C11H22O3Si

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;	90%

: 108-00-9
N,N-dimethylethylenediamine

: 818-61-1
2-hydroxyethyl acrylate

: C14H28N2O6

Conditions

Conditions	Yield
In tetrahydrofuran at 45℃; for 24h;	90%

: 5908-41-8
benzoyltrimethylsilane

: 818-61-1
2-hydroxyethyl acrylate

: 2-hydroxyethyl (E)-3-(2-((trimethylsilyl)carbonyl) phenyl)acrylate

Conditions

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;	90%

: 60-24-2
2-hydroxyethanethiol

: 818-61-1
2-hydroxyethyl acrylate

: 2-hydroxyethyl 3-((2-hydroxyethyl)thio)propanoate

Conditions

Conditions	Yield
With hexan-1-amine at 20℃; for 12h;	90%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	3.13 g

: 139031-06-4
bis(mesityleneformyl)phosphine

: 818-61-1
2-hydroxyethyl acrylate

: 2-hydroxyethyl 3-(bis(2,4,6-trimethylbenzoyl)phosphoryl)propanoate

Conditions

Conditions	Yield
Stage #1: bis(mesityleneformyl)phosphine; 2-hydroxyethyl acrylate With triethylamine In 1,2-dimethoxyethane at 20℃; for 12h; Schlenk technique; Stage #2: With dihydrogen peroxide In water; toluene at 0 - 20℃; for 6h; Schlenk technique;	89.5%

: 818-61-1
2-hydroxyethyl acrylate

: acrylic acid 2-acryloyloxy-ethoxycarbonylmethyl ester

Conditions

Conditions	Yield
With pyridine; 4-AcNH-1-oxo-2,2,6,6-tetramethylpiperidinium tetrafluoroborate In dichloromethane at 20℃; for 3h;	89%

: 49769-17-7
1,7-diphenylhepta-1,6-diyne

: 818-61-1
2-hydroxyethyl acrylate

: 1309086-55-2
2-hydroxyethyl 4,7-diphenyl-2,3-dihydro-1H-indene-5-carboxylate

Conditions

Conditions	Yield
With copper(II) choride dihydrate; oxygen; palladium dichloride In 1-methyl-pyrrolidin-2-one at 90℃; under 760.051 Torr; for 24h;	89%

: 123-54-6
acetylacetone

: 818-61-1
2-hydroxyethyl acrylate

: 1108203-11-7
C15H24O8

Conditions

Conditions	Yield
With triethylamine at 0 - 40℃; for 72h; Michael Condensation;	88%

: 92-69-3
4-Phenylphenol

: 4151-51-3
tris(p-isocyanatophenyl)phosphorothioate

: 818-61-1
2-hydroxyethyl acrylate

: C50H40N3O11PS

Conditions

Conditions	Yield
Stage #1: tris(p-isocyanatophenyl)phosphorothioate; 2-hydroxyethyl acrylate In acetic acid butyl ester at 50℃; for 2h; Reflux; Stage #2: 4-Phenylphenol In acetic acid butyl ester	88%

...Expand

: 104-49-4
1,4-diisocyanatobenzene

: 117344-32-8
9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene

: 818-61-1
2-hydroxyethyl acrylate

: C55H50N4O14

Conditions

Conditions	Yield
Stage #1: 1,4-diisocyanatobenzene; 9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene With dibutyltin(II) dilaurate; 4-methoxy-phenol In toluene at 40 - 95℃; for 3h; Inert atmosphere; Stage #2: 2-hydroxyethyl acrylate In toluene at 40 - 95℃; for 2h; Inert atmosphere;	88%

...Expand

: Acetic acid (3R,4S,5R,6R)-3,4,5-tris-(2-cyano-ethoxy)-6-(2-cyano-ethoxymethyl)-tetrahydro-pyran-2-yl ester

: 818-61-1
2-hydroxyethyl acrylate

: Acrylic acid 2-[(3R,4S,5R,6R)-3,4,5-tris-(2-cyano-ethoxy)-6-(2-cyano-ethoxymethyl)-tetrahydro-pyran-2-yloxy]-ethyl ester

Conditions

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate at 50℃; for 1h;	87%

: 1224678-39-0
2-hydroxyethyl ethylphosphinate

: 818-61-1
2-hydroxyethyl acrylate

: 1225381-46-3
2-hydroxyethyl 3-(ethyl-2-hydroxyethoxyphosphinyl)propionate

Conditions

Conditions	Yield
With sodium ethanolate In ethanol at 60℃;	87%

2-Hydroxyethyl acrylate Consensus Reports

Reported in EPA TSCA Inventory.

2-Hydroxyethyl acrylate Specification

The Acrylic acid-2-hydroxyethyl ester is an organic compound with the formula C₅H₈O₃. The IUPAC name of this chemical is 2-hydroxyethyl prop-2-enoate. With the CAS registry number 818-61-1, it is also named as 2-propenoic acid, 2-hydroxyethyl ester. The product's categories are Monomer; Ethylene Glycols & Monofunctional Ethylene Glycols; Monofunctional Ethylene Glycols. Besides, it is used in radiation curing system in the reactive diluent and crosslinking agent, and it may be used as crosslinking resins, plastics, rubber modifier.

Physical properties about Acrylic acid-2-hydroxyethyl ester are: (1)ACD/LogP: -0.06; (2)ACD/LogD (pH 5.5): -0.05; (3)ACD/LogD (pH 7.4): -0.05; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 22.24; (7)ACD/KOC (pH 7.4): 22.24; (8)#H bond acceptors: 3; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 5; (11)Polar Surface Area: 35.53 Å²; (12)Index of Refraction: 1.44; (13)Molar Refractivity: 28.24 cm³; (14)Molar Volume: 107.1 cm³; (15)Polarizability: 11.19×10^-24cm³; (16)Surface Tension: 35.4 dyne/cm; (17)Density: 1.083 g/cm³; (18)Flash Point: 98.3 °C; (19)Enthalpy of Vaporization: 50.31 kJ/mol; (20)Boiling Point: 196.2 °C at 760 mmHg; (21)Vapour Pressure: 0.104 mmHg at 25°C.

Preparation: this chemical can be prepared by Acrylic acid and ethylene oxide in the catalyst (vanadium trichloride, chromium acetate chromium or acrylic). Reaction as follows:

Uses of Acrylic acid-2-hydroxyethyl ester: it can be used to (acryloyloxyethyleneoxy)(tert-butylperoxy)dimethylsilane at room temperature. It will need reagent Et₃N and solvent hexane. The yield is about 76.4%.

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation and if swallowed and toxic in contact with skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical can cause burns and may cause sensitisation by skin contact, it is very toxic to aquatic organisms. When you are using it, wear suitable gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCCO)\C=C
(2)InChI: InChI=1/C5H8O3/c1-2-5(7)8-4-3-6/h2,6H,1,3-4H2
(3)InChIKey: OMIGHNLMNHATMP-UHFFFAOYAK
(4)Std. InChI: InChI=1S/C5H8O3/c1-2-5(7)8-4-3-6/h2,6H,1,3-4H2
(5)Std. InChIKey: OMIGHNLMNHATMP-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	300mg/kg (300mg/kg)	SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: ALTERATION IN GASTRIC SECRETION	Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 24(4), Pg. 56, 1980.
rabbit	LD50	skin	298mg/kg (298mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: MUSCLE WEAKNESS	National Technical Information Service. Vol. OTS0555795,
rat	LCLo	inhalation	500ppm/4H (500ppm)		AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951.
rat	LD50	oral	548mg/kg (548mg/kg)	BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: DYSPNEA SKIN AND APPENDAGES (SKIN): HAIR: OTHER	National Technical Information Service. Vol. OTS0555795,

Product Name

2-Hydroxyethyl acrylate

Synthetic route

2-Hydroxyethyl acrylate Consensus Reports

2-Hydroxyethyl acrylate Specification

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