Product Name

  • Name

    2-PHENOXYETHYL ACRYLATE

  • EINECS 256-360-6
  • CAS No. 48145-04-6
  • Article Data6
  • CAS DataBase
  • Density 1.079 g/cm3
  • Solubility 525mg/L at 25℃
  • Melting Point
  • Formula C11H12O3
  • Boiling Point 295.3 °C at 760 mmHg
  • Molecular Weight 192.214
  • Flash Point 119.7 °C
  • Transport Information
  • Appearance
  • Safety 26-28-61
  • Risk Codes 36/37/38-51/53
  • Molecular Structure Molecular Structure of 48145-04-6 (2-PHENOXYETHYL ACRYLATE)
  • Hazard Symbols IrritantXi, DangerousN
  • Synonyms AMP 10G;Ageflex PEA;EM 210;Ebecryl 114;Eternal PEA;Ethylene glycol monophenyl ether monoacrylate;Ethylene glycolphenyl ether acrylate;GX 8079;IRR 169;Kayarad R 561;Laromer POEA;Light Ester PO-A;NK Ester AMP 10G;Photomer 4035;SR 339;SR 339A;Sartomer 339;Sartomer SR 339;Viscoat 192;
  • PSA 35.53000
  • LogP 1.79460

Synthetic route

2-Phenoxyethanol
122-99-6

2-Phenoxyethanol

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

Conditions
ConditionsYield
With dmap; oxo[hexa(trifluoroacetato)]tetrazinc In neat (no solvent) at 80℃; for 24h; Inert atmosphere; Schlenk technique; chemoselective reaction;99%
With toluene-4-sulfonic acid; hydroquinone Entfernen des entstehenden Methanols;
With sulfuric acid; hydroquinone Entfernen des entstehenden Methanols;
2-Phenoxyethanol
122-99-6

2-Phenoxyethanol

acryloyl chloride
814-68-6

acryloyl chloride

2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

Conditions
ConditionsYield
at 0℃; for 8h;90%
With copper(I) chloride; sodium carbonate In benzene
2-Phenoxyethanol
122-99-6

2-Phenoxyethanol

ethyl acrylate
140-88-5

ethyl acrylate

2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

Conditions
ConditionsYield
With sulfuric acid; hydroquinone Entfernen des entstehenden Aethanols;
With toluene-4-sulfonic acid; hydroquinone Entfernen des entstehenden Aethanols;
2-Phenoxyethanol
122-99-6

2-Phenoxyethanol

sodium carbonate
497-19-8

sodium carbonate

acryloyl chloride
814-68-6

acryloyl chloride

2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

Conditions
ConditionsYield
copper(I) chloride In benzene
...Expand
2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

O,O'-diethyl thiophosphoric acid
2465-65-8

O,O'-diethyl thiophosphoric acid

3-(diethoxy-phosphorylsulfanyl)-propionic acid 2-phenoxy-ethyl ester

3-(diethoxy-phosphorylsulfanyl)-propionic acid 2-phenoxy-ethyl ester

Conditions
ConditionsYield
With 4-methoxy-phenol at 90℃; for 1h; Michael addition;97%
iodobenzene
591-50-4

iodobenzene

2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

1-(3-phenyl-2-propenoyloxy)-2-phenoxyethane
90094-75-0

1-(3-phenyl-2-propenoyloxy)-2-phenoxyethane

Conditions
ConditionsYield
With triethylamine; poly{bis[(N-iPr-acrylamide)5-co-((4-vinylphenyl)PPh2)]PdCl2} In toluene at 100℃; for 20h; Heck reaction;97%
O,O-diisopropylphosphorothioic acid
4486-44-6

O,O-diisopropylphosphorothioic acid

2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

3-(diisopropoxy-phosphorylsulfanyl)-propionic acid 2-phenoxy-ethyl ester

3-(diisopropoxy-phosphorylsulfanyl)-propionic acid 2-phenoxy-ethyl ester

Conditions
ConditionsYield
With 4-methoxy-phenol at 90℃; for 1h; Michael addition;96%
1-methylindole
603-76-9

1-methylindole

2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

2-phenoxyethyl 3-(1-methyl-1H-indol-3-yl)propanoate
1276027-75-8

2-phenoxyethyl 3-(1-methyl-1H-indol-3-yl)propanoate

Conditions
ConditionsYield
With indium(III) bromide In 1,2-dichloro-ethane at 80℃; for 12h; Michael addition; Inert atmosphere; regioselective reaction;93%
2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

2-phenoxyethyl 2-iodoacrylate
1422263-05-5

2-phenoxyethyl 2-iodoacrylate

Conditions
ConditionsYield
With N-iodophthalimide; 3-quinuclidinol In acetonitrile at 20℃; for 24h; Darkness; chemoselective reaction;93%
DL-thiomalic acid
70-49-5

DL-thiomalic acid

2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

C15H18O7S

C15H18O7S

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃; for 1h;81%
2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

MANDELIC ACID
611-71-2, 611-72-3, 17199-29-0, 90-64-2

MANDELIC ACID

C29H26O8

C29H26O8

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; copper diacetate In N,N-dimethyl-formamide at 110℃; for 12h;79%
1-methyl-1H-indazole
13436-48-1

1-methyl-1H-indazole

2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

2-phenoxyethyl (E)-3-(1-methyl-1H-indazol-3-yl)acrylate

2-phenoxyethyl (E)-3-(1-methyl-1H-indazol-3-yl)acrylate

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 1,10-Phenanthroline; copper(II) acetate monohydrate; sodium sulfate Milling;79%
2-ethylbenzaldehyde
22927-13-5

2-ethylbenzaldehyde

2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

phenoxyethyl 3-ethyldihydrocinnamate

phenoxyethyl 3-ethyldihydrocinnamate

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; manganese(III) triacetate dihydrate; silver(I) triflimide In water; 1,2-dichloro-ethane at 130℃; for 16h; Sealed tube; regioselective reaction;71%
N-methylbenzamide
88070-48-8

N-methylbenzamide

2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

C19H19NO4

C19H19NO4

Conditions
ConditionsYield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; acetic acid In 1,2-dichloro-ethane at 20℃; for 24h; regioselective reaction;61%
2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

benzonitrile
100-47-0

benzonitrile

2-phenoxyethyl (E)-3-(2-cyanophenyl)acrylate

2-phenoxyethyl (E)-3-(2-cyanophenyl)acrylate

Conditions
ConditionsYield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; silver(I) acetate In acetic acid at 120℃; for 14h; Inert atmosphere; regioselective reaction;59%
2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

ethyl 3,4,5-trimethoxybenzimidate

ethyl 3,4,5-trimethoxybenzimidate

2-phenoxyethyl 2-(3-ethoxy-4,5,6-trimethoxy-1H-isoindol-1-yl)acetate

2-phenoxyethyl 2-(3-ethoxy-4,5,6-trimethoxy-1H-isoindol-1-yl)acetate

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 1-Adamantanecarboxylic acid In ethanol at 24℃; for 16h; Schlenk technique; Inert atmosphere;58%
2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

4-methoxy-benzimidic acid ethyl ester
829-48-1

4-methoxy-benzimidic acid ethyl ester

2-phenoxyethyl 2-(3-ethoxy-6-methoxy-1H-isoindol-1-yl)acetate

2-phenoxyethyl 2-(3-ethoxy-6-methoxy-1H-isoindol-1-yl)acetate

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 1-Adamantanecarboxylic acid In ethanol at 24℃; for 16h; Schlenk technique; Inert atmosphere;56%
2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

cyclobutanone O-(4-(trifluoromethyl)benzoyl) oxime

cyclobutanone O-(4-(trifluoromethyl)benzoyl) oxime

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

2-phenoxyethyl 2-(4-chlorobenzoyl)-6-cyanohexanoate

2-phenoxyethyl 2-(4-chlorobenzoyl)-6-cyanohexanoate

Conditions
ConditionsYield
With 3-(2,6-diisopropylphenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-3-ium perchlorate; sodium hydrogencarbonate; magnesium triflate In N,N-dimethyl acetamide; water at 60℃; for 4h; Inert atmosphere;55%
...Expand
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

bis(2-phenoxyethyl) 3,3'-(3-cyanothiophene-2,4-diyl)(2E,2'E)-diacrylate

bis(2-phenoxyethyl) 3,3'-(3-cyanothiophene-2,4-diyl)(2E,2'E)-diacrylate

Conditions
ConditionsYield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; copper(II) acetate monohydrate In acetic acid; 1,2-dichloro-ethane at 120℃; for 16h; Inert atmosphere; regioselective reaction;45%
2-phenylacrylic acid
492-38-6

2-phenylacrylic acid

2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

A

2-phenoxyethyl (Z)-(5-oxo-4-phenyl-5H-furan-2-ylidene)acetate

2-phenoxyethyl (Z)-(5-oxo-4-phenyl-5H-furan-2-ylidene)acetate

B

2-phenoxyethyl (E)-(5-oxo-4-phenyl-5H-furan-2-ylidene)acetate

2-phenoxyethyl (E)-(5-oxo-4-phenyl-5H-furan-2-ylidene)acetate

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate In acetonitrile at 120℃; under 760.051 Torr; Inert atmosphere; Sealed tube; Overall yield = 55 %;A 45%
B 10%
...Expand
carbon monoxide
201230-82-2

carbon monoxide

2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

bis(2-phenoxyethyl) 2-formyl-2-methylpentanedioate

bis(2-phenoxyethyl) 2-formyl-2-methylpentanedioate

Conditions
ConditionsYield
With dicarbonylacetylacetonato rhodium (I); hydrogen; potassium carbonate; 1,4-di(diphenylphosphino)-butane In tetrahydrofuran at 50℃; under 22502.3 Torr; for 18h; Autoclave;40%
1-phenyl-1-pentyne
4250-81-1

1-phenyl-1-pentyne

2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

2-phenoxyethyl 2-phenyl-3-propylcyclobut-2-ene-1-carboxylate

2-phenoxyethyl 2-phenyl-3-propylcyclobut-2-ene-1-carboxylate

Conditions
ConditionsYield
With indium tris(trifluoroacetylacetonate); trimethylsilyl bromide In 1,2-dichloro-ethane at 0 - 20℃; for 2h; Inert atmosphere;40%
2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

Phenylphosphonic acid monoethyl ester amide
5326-06-7

Phenylphosphonic acid monoethyl ester amide

A

(E)-P-ethoxy-P-phenyl-N-(2-phenoxyethyl acrylate) phosphonamide

(E)-P-ethoxy-P-phenyl-N-(2-phenoxyethyl acrylate) phosphonamide

B

(Z)-P-ethoxy-P-phenyl-N-(2-phenoxyethyl acrylate) phosphonamide

(Z)-P-ethoxy-P-phenyl-N-(2-phenoxyethyl acrylate) phosphonamide

Conditions
ConditionsYield
With oxygen; palladium diacetate; copper(I) bromide In tetrahydrofuran at 80℃; under 760.051 Torr; for 5h; stereoselective reaction;A 24%
B 38%
With oxygen; palladium diacetate; nickel dichloride In tetrahydrofuran at 80℃; under 760.051 Torr; for 5h; stereoselective reaction;A 24%
B 38%
...Expand
2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

Benzeneacetamide
103-81-1

Benzeneacetamide

(E)-2-phenoxyethyl 3-(2-(2-amino-2-oxoethyl)phenyl)acrylate

(E)-2-phenoxyethyl 3-(2-(2-amino-2-oxoethyl)phenyl)acrylate

Conditions
ConditionsYield
With oxygen; palladium diacetate; trifluoroacetic acid at 100℃; for 36h; regioselective reaction;32%

2-Phenoxyethyl acrylate Consensus Reports

Reported in EPA TSCA Inventory.

2-Phenoxyethyl acrylate Specification

The IUPAC name of Phenyl cellosolve acrylate is 2-phenoxyethyl prop-2-enoate. With the CAS registry number 48145-04-6, it is also named as 2-Propenoic acid, 2-phenoxyethyl ester. The other registry numbers are 329327-80-2 and 93615-54-4. The classification code is Skin / Eye Irritant. When heated to decomposition it emits acrid smoke and irritating fumes. In addition, this chemical is liquid which should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.71; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.71; (4)ACD/LogD (pH 7.4): 2.71; (5)ACD/BCF (pH 5.5): 67.61; (6)ACD/BCF (pH 7.4): 67.61; (7)ACD/KOC (pH 5.5): 710.43; (8)ACD/KOC (pH 7.4): 710.43; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Index of Refraction: 1.506; (13)Molar Refractivity: 52.96 cm3; (14)Molar Volume: 178 cm3; (15)Polarizability: 20.99×10-24 cm3; (16)Surface Tension: 36.2 dyne/cm; (17)Enthalpy of Vaporization: 53.5 kJ/mol; (18)Vapour Pressure: 0.00153 mmHg at 25°C; (19)Rotatable Bond Count: 6; (20)Exact Mass: 192.078644; (21)MonoIsotopic Mass: 192.078644; (22)Topological Polar Surface Area: 35.5; (23)Heavy Atom Count: 14; (24)Complexity: 183.

Uses of Phenyl cellosolve acrylate: It can react with 2H-pyridine-1-carboxylic acid methyl ester to get 2-aza-bicyclo[2.2.2]oct-7-ene-2,6-dicarboxylic acid 2-methyl ester 6-(2-phenoxy-ethyl) ester and 2-aza-bicyclo[2.2.2]oct-7-ene-2,6-dicarboxylic acid 2-methyl ester 6-(2-phenoxy-ethyl) ester. This Diels-Alder reaction reacts at temperature of 160 °C. The reaction time is 15 hours and the yield is 22%.


When you are using this chemical, please be cautious about it as the following:
It is not only irritating to eyes, respiratory system and skin, but also toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. After contact with skin, wash immediately with plenty of soap-suds. So people should avoid release it to the environment. Refer to special instructions / safety data sheets. 

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C(OCCOc1ccccc1)\C=C
2. InChI:InChI=1/C11H12O3/c1-2-11(12)14-9-8-13-10-6-4-3-5-7-10/h2-7H,1,8-9H2
3. InChIKey:RZVINYQDSSQUKO-UHFFFAOYAG

The following are the toxicity data which has been tested. 

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 4500mg/kg (4500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Meditsina Truda i Promyshlennaya Ekologiya. Industrial Medicine and Ecology. Vol. (7), Pg. 37, 1994.
rabbit LD50 skin 2540uL/kg (2.54mL/kg)   Union Carbide Data Sheet. Vol. 10/4/1977,
rat LD50 intraperitoneal 900mg/kg (900mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Meditsina Truda i Promyshlennaya Ekologiya. Industrial Medicine and Ecology. Vol. (7), Pg. 37, 1994.
rat LD50 oral 4660uL/kg (4.66mL/kg)   Union Carbide Data Sheet. Vol. 10/4/1977,

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