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2-Phenoxyethyl acrylate

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Name

2-Phenoxyethyl acrylate

EINECS 256-360-6
CAS No. 48145-04-6 Density 1.079 g/cm3
PSA 35.53000 LogP 1.79460
Solubility 525mg/L at 25℃ Melting Point N/A
Formula C11H12O3 Boiling Point 295.3 °C at 760 mmHg
Molecular Weight 192.214 Flash Point 119.7 °C
Transport Information N/A Appearance N/A
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;

Article Data 6

2-Phenoxyethyl acrylate Synthetic route

122-99-6

2-Phenoxyethanol

292638-85-8

acrylic acid methyl ester

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;
122-99-6

2-Phenoxyethanol

814-68-6

acryloyl chloride

48145-04-6

2-phenoxyethyl acrylate

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

2-Phenoxyethanol

140-88-5

ethyl 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;
122-99-6

2-Phenoxyethanol

497-19-8

sodium carbonate

814-68-6

acryloyl chloride

48145-04-6

2-phenoxyethyl acrylate

Conditions
ConditionsYield
copper(I) chloride In benzene
48145-04-6

2-phenoxyethyl acrylate

2465-65-8

O,O'-diethyl thiophosphoric acid

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

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

iodobenzene

48145-04-6

2-phenoxyethyl acrylate

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%
4486-44-6

O,O-diisopropylphosphorothioic acid

48145-04-6

2-phenoxyethyl acrylate

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

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

1-methylindole

48145-04-6

2-phenoxyethyl acrylate

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%
48145-04-6

2-phenoxyethyl acrylate

1422263-05-5

2-phenoxyethyl 2-iodoacrylate

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

DL-thiomalic acid

48145-04-6

2-phenoxyethyl acrylate

C15H18O7S

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃; for 1h;81%

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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