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30674-80-7

Basic Information
CAS No.: 30674-80-7
Name: 2-Isocyanatoethyl methacrylate
Article Data: 14
Molecular Structure:
Molecular Structure of 30674-80-7 (2-Isocyanatoethyl methacrylate)
Formula: C7H9NO3
Molecular Weight: 155.153
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: 4.214g/L at 25℃
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
Raw Materials
75-44-5
Downstream Products
111653-59-9
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    Specifications CAS No.: 30674-80-7 Other Names: isocyanatoethyl methacrylate MF: C7H9NO3 EINECS No.: 250-284-7 Place of Origin: Fujian, China (Mainland) Type: Pharmaceutical Intermediates Purity: 98percent min Brand Name: Luyunjia Mo

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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.