2-Isocyanatoethyl methacrylate supplier

Name
2-Isocyanatoethyl methacrylate
EINECS 250-284-7
CAS No. 30674-80-7
Article Data14
CAS DataBase
Density 1.04 g/cm³
Solubility 4.214g/L at 25℃
Melting Point -45 °C(lit.)
Formula C₇H₉NO₃
Boiling Point 218.8 °C at 760 mmHg
Molecular Weight 155.153
Flash Point 92.5 °C
Transport Information UN 2206 6.1/PG 3
Appearance Liquid
Safety 26-36/37/39-45
Risk Codes 21/22-26-37/38-41-42
Molecular Structure
Hazard Symbols T+
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;
PSA 55.73000
LogP 0.44150

Synthetic route

: C22H25NO4

: 30674-80-7
2-Isocyanatoethyl methacrylate

Conditions

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

: C13H15NO4

: 30674-80-7
2-Isocyanatoethyl methacrylate

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
In dichloromethane	100%
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

Conditions	Yield
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

Conditions	Yield
With triethylamine In n-heptane at 20℃; Inert atmosphere;	100%

...Expand

: 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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
at 92℃; for 1h;	100%

: 162730-22-5
unilin 350

: 30674-80-7
2-Isocyanatoethyl methacrylate

: C50H92N2O8

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
In dimethyl sulfoxide at 20℃; for 2h;	99%
In dimethyl sulfoxide	92%
In dimethyl sulfoxide	90%
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
In dichloromethane at 0 - 20℃; for 2.25h;	98%

2-Isocyanatoethyl methacrylate Chemical Properties

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

2-Isocyanatoethyl methacrylate 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.

2-Isocyanatoethyl methacrylate Consensus Reports

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

2-Isocyanatoethyl methacrylate 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 NO_x. 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

2-Isocyanatoethyl methacrylate 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.

Product Name

2-Isocyanatoethyl methacrylate

Synthetic route

2-Isocyanatoethyl methacrylate Chemical Properties

2-Isocyanatoethyl methacrylate Toxicity Data With Reference

2-Isocyanatoethyl methacrylate Consensus Reports

2-Isocyanatoethyl methacrylate Safety Profile

2-Isocyanatoethyl methacrylate Specification

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