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1680-21-3

Basic Information
CAS No.: 1680-21-3
Name: Triethylene glycol diacrylate
Article Data: 7
Molecular Structure:
Molecular Structure of 1680-21-3 (Triethylene glycol diacrylate)
Formula: C12H18O6
Molecular Weight: 258.271
Synonyms: Triethylene glycol, diacrylate (8CI);Kayarad PEG 100DA;Light Acrylate 3EG-A;SR 272;2-Propenoicacid, 1,2-ethanediylbis(oxy-2,1-ethanediyl) ester (9CI);Acrylic acid, diesterwith triethylene glycol (6CI,7CI,8CI);
EINECS: 216-853-9
Density: 1.092 g/cm3
Melting Point: 125℃/2mm
Boiling Point: 338.876 °C at 760 mmHg
Flash Point: 146.608 °C
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38-43
Safety: 26-36/37/39-28
PSA: 71.06000
LogP: 0.47800
Synthetic route
814-68-6

acryloyl chloride

112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

1680-21-3

2-propenoic acid 1,2 ethanediylbis(oxy-2,1-ethanediyl) ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1h;99%
Stage #1: 2,2'-[1,2-ethanediylbis(oxy)]bisethanol With triethylamine In dichloromethane at 0℃; Inert atmosphere;
Stage #2: acryloyl chloride In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;
57%
1680-21-3

2-propenoic acid 1,2 ethanediylbis(oxy-2,1-ethanediyl) ester

654636-62-1

N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)-O-(2-carboxyprop-2-yl)hydroxylamide

871982-25-1

C46H90O18N2P2

Conditions
ConditionsYield
In tert-butyl alcohol at 100℃; for 1h;70%
1680-21-3

2-propenoic acid 1,2 ethanediylbis(oxy-2,1-ethanediyl) ester

polymer, photopolymerization; monomer(s): triethylene glycol diacrylate

polymer, photopolymerization; monomer(s): triethylene glycol diacrylate

Conditions
ConditionsYield
With 2,2-dimethoxy-2-phenylacetophenone under 3750.3 Torr; for 0.0216667h; Kinetics; Product distribution; UV-irradiation;63.6%
628-92-2

Cycloheptene

1680-21-3

2-propenoic acid 1,2 ethanediylbis(oxy-2,1-ethanediyl) ester

(12E,19E)-1,4,7,10-Tetraoxa-cyclohenicosa-12,19-diene-11,21-dione

Conditions
ConditionsYield
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane for 12h; Heating;63%
931-88-4, 931-87-3

(Z)-Cyclooctene

1680-21-3

2-propenoic acid 1,2 ethanediylbis(oxy-2,1-ethanediyl) ester

(12E,20E)-1,4,7,10-Tetraoxa-cyclodocosa-12,20-diene-11,22-dione

Conditions
ConditionsYield
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane for 12h; Heating;59%
1680-21-3

2-propenoic acid 1,2 ethanediylbis(oxy-2,1-ethanediyl) ester

1501-82-2

cyclododecene

(12E,24E)-1,4,7,10-Tetraoxa-cyclohexacosa-12,24-diene-11,26-dione

Conditions
ConditionsYield
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane for 12h; Heating;55%
1680-21-3

2-propenoic acid 1,2 ethanediylbis(oxy-2,1-ethanediyl) ester

142-29-0

cyclopentene

(12E,17E)-1,4,7,10-Tetraoxa-cyclononadeca-12,17-diene-11,19-dione

Conditions
ConditionsYield
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane for 12h; Heating;52%
1680-21-3

2-propenoic acid 1,2 ethanediylbis(oxy-2,1-ethanediyl) ester

1120-62-3

3-methyl-1-cyclopentene

(12E,17E)-14-Methyl-1,4,7,10-tetraoxa-cyclononadeca-12,17-diene-11,19-dione

Conditions
ConditionsYield
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane for 12h; Heating;50%
1680-21-3

2-propenoic acid 1,2 ethanediylbis(oxy-2,1-ethanediyl) ester

110-83-8

cyclohexene

(12E,18E)-1,4,7,10-Tetraoxa-cycloicosa-12,18-diene-11,20-dione

Conditions
ConditionsYield
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane for 12h; Heating;39%
591-47-9

4-methylcyclohexene

1680-21-3

2-propenoic acid 1,2 ethanediylbis(oxy-2,1-ethanediyl) ester

(12E,18E)-15-Methyl-1,4,7,10-tetraoxa-cycloicosa-12,18-diene-11,20-dione

Conditions
ConditionsYield
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane for 12h; Heating;37%
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Chemistry

IUPAC Name: 2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]Ethyl prop-2-enoate (1680-21-3)
Synonyms:  1,2-Ethanediylbis(oxy-2,1-ethanediyl) Diacrylate
Molecular Structure : 
Molecular Formula:  C12H18O6
Molecular Weight:  258.27
CAS Registry Number:  1680-21-3
EINECS : 216-853-9
Surface Tension: 35.2 dyne/cm 
Density: 1.092 g/cm
Flash Point: 146.6 °C 
Enthalpy of Vaporization: 58.23 kJ/mol 
Boiling Point: 338.9 °C at 760 mmHg 
Vapour Pressure: 9.54E-05 mmHg at 25°C 
Melting point:266°C
Stability: Triethylene glycol diacrylate (1680-21-3) is stable,combustible, incompatible with strong oxidizing agents.

Uses

Triethylene glycol diacrylate (1680-21-3) is used in photographic film.

Toxicity Data With Reference

1.    

skn-rbt 500 mg/2H4 SEV

    EPASR*    United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. (U.S. Environmental Protection Agency, 401M St., S.W., Washington, DC 20460) History Unknown 8EHQ-0981-0410 .
2.    

eye-rbt 100 mg SEV

    EPASR*    United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. (U.S. Environmental Protection Agency, 401M St., S.W., Washington, DC 20460) History Unknown 8EHQ-0981-0410 .
3.    

orl-rat LD50:500 mg/kg

    85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,115.
4.    

orl-mus LD50:700 mg/kg

    85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,115.
5.    

skn-rbt LD50:1900 mg/kg

    EPASR*    United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. (U.S. Environmental Protection Agency, 401M St., S.W., Washington, DC 20460) History Unknown 8EHQ-0981-0410 .

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes  Xi
Risk Statements  36/37/38-43
43: Triethylene glycol diacrylate (1680-21-3) may cause sensitization by skin contact
36/37/38:  Irritating to eyes, respiratory system and skin  
Safety Statements  26-36/37/39-28
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
28:  After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection