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30674-80-7

Basic Information
CAS No.: 30674-80-7
Name: 2-Isocyanatoethyl methacrylate
Molecular Structure:
Molecular Structure of 30674-80-7 (2-Isocyanatoethyl methacrylate)
Formula: C7H9NO3
Molecular Weight: 155.17
Synonyms: Isocyanic acid, 2-hydroxyethylester methacrylate (ester) (8CI);2-(Methacryloxy)ethyl isocyanate;2-(Methacryloyloxy)ethyl isocyanate;2-Isocyanatoethyl 2-methylacrylate;Karenz MOI;Methacrylic acid b-isocyanatoethyl ester;b-Isocyanatoethyl methacrylate;
EINECS: 250-284-7
Density: 1.04 g/cm3
Melting Point: -45 °C(lit.)
Boiling Point: 218.8 °C at 760 mmHg
Flash Point: 92.5 °C
Solubility:
Appearance: Liquid
Hazard Symbols: VeryT+
Risk Codes: 21/22-26-37/38-41-42
Safety: 26-36/37/39-45
Transport Information: UN 2206 6.1/PG 3
PSA: 55.73000
LogP: 0.44150
Synthetic route

C22H25NO4

30674-80-7

2-Isocyanatoethyl methacrylate

Conditions
ConditionsYield
With isocyanurate at 200 - 250℃; for 200h;88%

C13H15NO4

30674-80-7

2-Isocyanatoethyl methacrylate

Conditions
ConditionsYield
With DURANATE TPA-100 In 1,2-dichloro-benzene at 250℃; under 6000.6 Torr; for 200h; Inert atmosphere;86%

(2-isocyanatoethyl) 3-chloro-2-methylpropionate

30674-80-7

2-Isocyanatoethyl methacrylate

Conditions
ConditionsYield
With triethylamine In toluene at 75℃; for 30h; Product distribution / selectivity;70%
With quinoline at 160℃; for 1h; Product distribution / selectivity;

2-(N,N-diethylureido)ethyl methacrylate

30674-80-7

2-Isocyanatoethyl methacrylate

Conditions
ConditionsYield
With hydrogenchloride; 2,6-di-tert-butyl-4-methyl-phenol In 5,5-dimethyl-1,3-cyclohexadiene at 130℃;66.7%
75-44-5

phosgene

methacrylic acid-<2-amino-ethyl ester>-hydrochloride

methacrylic acid-<2-amino-ethyl ester>-hydrochloride

30674-80-7

2-Isocyanatoethyl methacrylate

Conditions
ConditionsYield
With toluene
75-44-5

phosgene

502422-79-9

2-isopropylidene-2-oxazoline

30674-80-7

2-Isocyanatoethyl methacrylate

2-aminoethylmethacrylate hydrochloride

30674-80-7

2-Isocyanatoethyl methacrylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: tetrahydrofuran / 4 h / 17 - 23 °C
2.1: toluene-4-sulfonic acid / toluene / 3.5 h / 23 - 30 °C
2.2: 8 h / 80 °C
View Scheme
Multi-step reaction with 2 steps
1: tetrahydrofuran / 4 h / 17 - 23 °C
2: toluene-4-sulfonic acid / toluene / 11.75 h / 23 - 80 °C
View Scheme
89743-58-8

2-(1H-imidazole-1-carboxamido)ethyl methacrylate

30674-80-7

2-Isocyanatoethyl methacrylate

Conditions
ConditionsYield
Stage #1: 2-(1H-imidazole-1-carboxamido)ethyl methacrylate With toluene-4-sulfonic acid In toluene at 23 - 30℃; for 3.5h;
Stage #2: In toluene at 80℃; for 8h; Product distribution / selectivity;
With toluene-4-sulfonic acid In toluene at 23 - 80℃; for 11.75h; Product distribution / selectivity;
344920-47-4

2-(2-methyl-acryloyloxy)-ethyl-ammonium tosylate

30674-80-7

2-Isocyanatoethyl methacrylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 10H-phenothiazine / ethyl acetate / 24.5 h / 30 °C
2.1: toluene-4-sulfonic acid / toluene / 3.5 h / 23 - 30 °C
2.2: 8 h / 80 °C
View Scheme
Multi-step reaction with 2 steps
1: 10H-phenothiazine / ethyl acetate / 24.5 h / 21 - 30 °C
2: toluene-4-sulfonic acid / toluene / 11.75 h / 23 - 80 °C
View Scheme
75-44-5

phosgene

2-aminoethylmethacrylate hydrochloride

30674-80-7

2-Isocyanatoethyl methacrylate

Conditions
ConditionsYield
In toluene at 85℃;110 g
54731-72-5

dimethyl 2-hydroxyethylphosphonate

30674-80-7

2-Isocyanatoethyl methacrylate

852610-27-6

2-methyl-acrylic acid 2-[2-(dimethoxy-phosphoryl)-ethoxycarbonylamino]-ethyl ester

Conditions
ConditionsYield
at 20℃; for 6h;100%
30674-80-7

2-Isocyanatoethyl methacrylate

24630-67-9

hydroxymethyl-phosphonic acid dimethyl ester

852610-26-5

2-methyl-acrylic acid 2-(dimethoxy-phosphorylmethoxycarbonylamino)-ethyl ester

Conditions
ConditionsYield
In toluene at 20℃; for 10h;100%
4767-03-7

2,2-bis(hydroxymethyl)propionic acid

30674-80-7

2-Isocyanatoethyl methacrylate

304698-73-5

C19H28N2O10

Conditions
ConditionsYield
Stage #1: 2,2-bis(hydroxymethyl)propionic acid; 2-Isocyanatoethyl methacrylate With dibutyltin dilaurate In tetrahydrofuran at 20℃;
Stage #2: With methanol In tetrahydrofuran for 2h;
100%
128657-58-9

4,6-O-benzylidene-2-amino-2-deoxy-methyl-α-D-glucopyranoside

30674-80-7

2-Isocyanatoethyl methacrylate

1242280-90-5

C21H28N2O8

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;100%
30674-80-7

2-Isocyanatoethyl methacrylate

109-73-9

N-butylamine

111653-59-9

2-(4-butylureido)ethyl methacrylate

Conditions
ConditionsYield
In dichloromethane100%
In dichloromethane at 0 - 20℃; Inert atmosphere;80%
4097-89-6

2,2',2''-triaminotriethylamine

30674-80-7

2-Isocyanatoethyl methacrylate

2-methyl-18-methyl-8-[2-[[[[2-[(2-methyl-1-oxo-2-propen-1-yl)oxy]ethyl]amino]carbonyl]amino]ethyl]-4,12,17-trioxo-16-oxa-3,5,8,11,13-pentaazanonadec-18-en-1-yl-2-propenoic acid

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; for 4h;100%

phenyl(2,4,6-trimethylbenzoyl)phosphinic acid

30674-80-7

2-Isocyanatoethyl methacrylate

2530-83-8

3-glycidoxypropyltrimethoxysilane

C32H46NO11PSi

Conditions
ConditionsYield
With triethylamine In n-heptane at 20℃; Inert atmosphere;100%
30674-80-7

2-Isocyanatoethyl methacrylate

3068-76-6

N-phenyl-N-(3-trimethoxysilylpropyl)amine

3,3-dimethoxy-8-oxo-7-phenyl-2-oxa-7,9-diaza-3-silaundecan-11-yl methacrylate

Conditions
ConditionsYield
at 50℃;100%
30674-80-7

2-Isocyanatoethyl methacrylate

77855-73-3

(N-phenylaminomethyl) trimethoxysilane

3,3-dimethoxy-6-oxo-5-phenyl-2-oxa-5,7-diaza-3-silanonan-9-yl methacrylate

Conditions
ConditionsYield
at 50℃;100%

(3-(N-ethylamino)isobutyl) trimethoxysilane

30674-80-7

2-Isocyanatoethyl methacrylate

7-ethyl-3,3-dimethoxy-5-methyl-8-oxo-2-oxa-7,9-diaza-3-silaundecan-11-yl methacrylate

Conditions
ConditionsYield
at 55℃;100%
30674-80-7

2-Isocyanatoethyl methacrylate

31024-56-3

<(N-Butylamino)propyl>trimethoxysilane

1560012-76-1

7-butyl-3,3-dimethoxy-8-oxo-2-oxa-7,9-diaza-3-silaundecan-11-yl methacrylate

Conditions
ConditionsYield
at 55℃;100%
30674-80-7

2-Isocyanatoethyl methacrylate

3069-30-5

(4-aminobutyl)-triethoxysilane

4,4-diethoxy-10-oxo-3-oxa-9,11-diaza-4-silatridecan-13-yl methacrylate

Conditions
ConditionsYield
at 55℃;100%
157923-74-5

(4-amino-3,3-dimethylbutyl)trimethoxysilane

30674-80-7

2-Isocyanatoethyl methacrylate

3,3-dimethoxy-6,6-dimethyl-9-oxo-2-oxa-8,10-diaza-3-siladodecan-12-yl methacrylate

Conditions
ConditionsYield
at 60℃;100%
30674-80-7

2-Isocyanatoethyl methacrylate

3069-25-8

N-methyl-3-trimethoxysilylpropylamine

1560012-77-2

3,3-dimethoxy-7-methyl-8-oxo-2-oxa-7,9-diaza-3-silaundecan-11-yl methacrylate

Conditions
ConditionsYield
at 60℃;100%
30674-80-7

2-Isocyanatoethyl methacrylate

1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

4,9-dioxo-5-(3-(trimethoxysilyl)propyl)-3,5,8,10-tetraazadodecane-1,12-diyl bis(2-methylacrylate)

Conditions
ConditionsYield
at 55℃;100%
30674-80-7

2-Isocyanatoethyl methacrylate

N-(6-aminohexyl)-3-aminopropyltrimethoxysilane

4,13-dioxo-5 -(3 -(trimethoxy silyl)propyl)-3 ,5,12,14-tetraazahexadecane-1,16-diyl bis(2-methyl acrylate)

Conditions
ConditionsYield
at 55℃;100%
30674-80-7

2-Isocyanatoethyl methacrylate

N-(2-aminoethyl)-11aminoundecyl trimethoxysilane

4,9-dioxo-5-(11-(trimethoxysilyl)undecyl)-3,5,8,l0-tetraazadodecane-1,12-diyl bis(2-methylacrylate)

Conditions
ConditionsYield
at 70℃;100%
30674-80-7

2-Isocyanatoethyl methacrylate

3068-78-8

(N-cyclohexylaminopropyl) trimethoxysilane

7-cyclohexyl-3,3-dimethoxy-8-oxo-2-oxa-7,9-diaza-3-silaundecan-11-yl methacrylate

Conditions
ConditionsYield
at 92℃; for 1h;100%
162730-22-5

unilin 350

30674-80-7

2-Isocyanatoethyl methacrylate

C50H92N2O8

Conditions
ConditionsYield
With dibutyltin dilaurate at 85℃; for 3h; Inert atmosphere;100%
30674-80-7

2-Isocyanatoethyl methacrylate

920-66-1

1,1,1,3',3',3'-hexafluoro-propanol

C10H11F6NO4

Conditions
ConditionsYield
With 10H-phenothiazine; 4-methoxy-phenol at 50℃; for 24h; Temperature; Reagent/catalyst; Inert atmosphere; Green chemistry;99.6%
112-60-7

Tetraethylene glycol

30674-80-7

2-Isocyanatoethyl methacrylate

16-hydroxy-4-oxo-5,8,11,14-tetraoxa-3-azahexadecyl methacrylate

Conditions
ConditionsYield
With dibutyltin dilaurate; 4-methoxy-phenol In diethyl ether at 40℃; for 12h; Solvent; Flow reactor;99.5%
With dibutyltin dilaurate; 4-methoxy-phenol In tetrahydrofuran at 75℃; for 5h;
30674-80-7

2-Isocyanatoethyl methacrylate

112-27-6

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

13-hydroxy-4-oxo-5,8,11-trioxa-3-azatridecyl methacrylate

Conditions
ConditionsYield
With dibutyltin dilaurate; 4-methoxy-phenol In diethyl ether at 40℃; for 12h; Flow reactor;99.5%
With dibutyltin dilaurate; 4-methoxy-phenol In tetrahydrofuran at 75℃; for 5h;
30674-80-7

2-Isocyanatoethyl methacrylate

24800-25-7

2-(2-(2-(2-hydroxypropoxy)propoxy)propoxy)propan-1-ol

16-hydroxy-6,9,12,15-tetramethyl- 4-oxo-5,8,11,14-tetraoxa-3-azahexadecyl methacrylate

Conditions
ConditionsYield
With dibutyltin dilaurate; 4-methoxy-phenol In diethyl ether at 40℃; for 12h; Flow reactor;99.4%
With dibutyltin dilaurate; 4-methoxy-phenol In tetrahydrofuran at 75℃; for 5h;
30674-80-7

2-Isocyanatoethyl methacrylate

3977-29-5

6-methylisocytosine

474434-71-4

2-methylacrylic acid 2-[3-(6-methyloxo-1,4-dihydropyrinidin-2-yl)ureido]ethyl ester

Conditions
ConditionsYield
In dimethyl sulfoxide at 20℃; for 2h;99%
In dimethyl sulfoxide92%
In dimethyl sulfoxide90%
In dimethyl sulfoxide at 170℃;60%
In dimethyl sulfoxide at 150℃;
30674-80-7

2-Isocyanatoethyl methacrylate

121784-13-2

3-amino-3-deoxy-α-D-allopyranosyl β-D-fructofuranoside

879291-40-4

3-deoxy-3-N'-methacryloyloxyethylureido-α-D-allopyranosyl β-D-fructofuranoside

Conditions
ConditionsYield
In water at 0 - 7℃;99%
30674-80-7

2-Isocyanatoethyl methacrylate

132416-36-5

4-hydroxy-1-((1'-phenylethyl)oxy)-2,2,6,6-tetramethylpiperidine

945656-07-5

4-(2'-methacryloyloxyethylcarbamyl)-1-((1'-phenylethyl)oxy)-2,2,6,6-tetramethylpiperidine

Conditions
ConditionsYield
With dibutyltin(II) dilaurate In N,N-dimethyl-formamide at 20℃; for 2h;99%
30674-80-7

2-Isocyanatoethyl methacrylate

112723-26-9

6,7-dihydro-2-methyl-5H-pyrimido<1,2-d><1,2,4>thiadiazole-3(2H)-thione

121058-60-4

2-Methyl-acrylic acid 2-{3-[2-(2-methyl-acryloyloxy)-ethyl]-1,4-dioxo-3,4,6,7-tetrahydro-5H-2aλ4-thia-2,3,4a,7a-tetraaza-cyclopenta[cd]inden-2-yl}-ethyl ester

Conditions
ConditionsYield
In chloroform for 24h; Heating;98%
30674-80-7

2-Isocyanatoethyl methacrylate

53680-66-3

2,2’-((sulfonylbis(4,1-phenylene))bis(sulfanediyl))bis(ethan-1-ol)

1048373-41-6

4,4'-bis(methacryloyloxyethylcarbamatoethylthio)phenylsulfone

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃;98%
30674-80-7

2-Isocyanatoethyl methacrylate

20317-32-2

N-hexadecyl-N-(2-hydroxyethyl)-N,N-dimethylammonium bromide

2-(methacryloyloxyethylcarbamoyloxy)ethyl hexadecylammonium bromide

Conditions
ConditionsYield
With dibutyltin dilaurate In tetrahydrofuran at 40℃; for 24h;98%
4048-33-3

6-amino-1-hexanol

30674-80-7

2-Isocyanatoethyl methacrylate

2-[(6-hydroxyhexylamino)carbonylamino]ethylmethacrylate

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; for 2.25h;98%
Raw Materials
75-44-5
Downstream Products
111653-59-9
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    Density 1.098g/ml Purity 98% Appearance Light yellow liquid CAS 30674-80-7 Product name 2-Isocyanatoethyl methacrylate

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    30674-80-7 2-Isocyanatoethyl methacrylate

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    2-Isocyanatoethyl methacrylate Basic information Product Name: 2-Isocyanatoethyl methacrylate Synonyms: POLY(ISOCYANATOETHYL METHACRYLATE);2-ISOCYANATOETHYL METHACRYLATE;2-ISOCYANATE ETH

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  • 2-Isocyanatoethyl methacrylate (MOI)   CAS No30674-80-7

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    2-Isocyanatoethyl methacrylate (MOI) CAS No30674-80-7

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  • 2-Isocyanatoethyl methacrylate 30674-80-7

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    2-Isocyanatoethyl methacrylate 30674-80-7

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Chemistry

Molecular Structure of 2-Isocyanatoethyl methacrylate (CAS NO.30674-80-7):

IUPAC Name: 2-isocyanatoethyl 2-methylprop-2-enoate
Empirical Formula: C7H9NO3
Molecular Weight: 155.1513
H bond acceptors: 4
H bond donors: 0
Freely Rotating Bonds: 5
Polar Surface Area: 55.73 Å2
Index of Refraction: 1.456
Molar Refractivity: 40.57 cm3
Molar Volume: 149.1 cm3
Surface Tension: 33.8 dyne/cm
Density: 1.04 g/cm3
Flash Point: 92.5 °C
Enthalpy of Vaporization: 45.52 kJ/mol
Boiling Point: 218.8 °C at 760 mmHg
Vapour Pressure: 0.124 mmHg at 25°C
Melting point: −45 °C(lit.)
EINECS: 250-284-7
Product Categories: monomer
InChI
InChI=1/C7H9NO3/c1-6(2)7(10)11-4-3-8-5-9/h1,3-4H2,2H3
Smiles
C(OCCN=C=O)(C(C)=C)=O

Toxicity Data With Reference

1.    

orl-rat LD50:670 mg/kg

    DCTODJ    Drug and Chemical Toxicology. 3 (1980),381.
2.    

ihl-rat LC50:4 ppm/6H

    DCTODJ    Drug and Chemical Toxicology. 3 (1980),381.

Consensus Reports

EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.

Safety Profile

Poison by inhalation. Moderately toxic by ingestion. Experimental reproductive effects. When heated to decomposition. 2-Isocyanatoethyl methacrylate (CAS NO.30674-80-7) can be used as the materials of contact lens. It emits toxic fumes of NOx. See also Esters and Isocyanates.
Hazard Codes:Very T+
Risk Statements: 21/22-26-37/38-41-42
R21/22:Harmful in contact with skin and if swallowed. 
R26/27/28:Very toxic by inhalation, in contact with skin and if swallowed. 
R37/38:Irritating to respiratory system and skin. 
R41:Risk of serious damage to the eyes. 
R42:May cause sensitization by inhalation.
Safety Statements: 26-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
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 2206 6.1/PG 3
WGK Germany: 3
RTECS: OZ4950000
HazardClass: 6.1(a)
PackingGroup: II

Specification

  2-Isocyanatoethyl methacrylate , with CAS number is 30674-80-7, can be called Poly(isocyanatoethyl methacrylate) ; 2-Isocyanatoethyl methacrylate ; 2-Isocyanate ethyl methacrylate ; Isocyanatoethyl methacrylate polymer ; Isocyanatoethyl methacrylate ; 2-methacryloyloxyethylisocyanate ; 2-methyl-2-propenoicaci 2-isocyanatoethylester ; 2-Propenoicacid,2-methyl-,2-isocyanatoethylester . 2-Isocyanatoethyl methacrylate (CAS NO.30674-80-7) is incompatible with many classes of compounds, reacting exothermically to release toxic gases. Reactions with amines, aldehydes, alcohols, alkali metals, ketones, mercaptans, strong oxidizers, hydrides, phenols and peroxides, it can cause vigorous releases of heat. Acids and bases initiate polymerization reactions in these materials. Some isocyanates react with water to form amines and liberate carbon dioxide. Besides it may be ignited by heat, sparks, or flames. Container may explode in heat of fire. Vapor explosion and poison hazard indoors, outdoors or in sewers. Runoff from fire control or dilution water may cause pollution. 2-Isocyanatoethyl methacrylate (CAS NO.30674-80-7) can be used as the materials of contact lens.