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Merck

477060

2-Isocyanatoethyl methacrylate

contains ≤0.1% BHT as inhibitor, 98%

Synonym(s):

2-(Methacryloyloxy)ethyl isocyanate, IEM

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About This Item

Linear Formula:
H2C=C(CH3)CO2CH2CH2NCO
CAS Number:
30674-80-7
Molecular Weight:
155.15
NACRES:
NA.23
PubChem Substance ID:
24871328
UNSPSC Code:
12162002
EC Number:
250-284-7
MDL number:
MFCD00080536

Product Name

2-Isocyanatoethyl methacrylate, contains ≤0.1% BHT as inhibitor, 98%

InChI key

RBQRWNWVPQDTJJ-UHFFFAOYSA-N

InChI

1S/C7H9NO3/c1-6(2)7(10)11-4-3-8-5-9/h1,3-4H2,2H3

SMILES string

CC(=C)C(=O)OCCN=C=O

assay

98%

contains

≤0.1% BHT as inhibitor

refractive index

n20/D 1.45 (lit.)

bp

211 °C (lit.)

mp

−45 °C (lit.)

density

1.098 g/mL at 25 °C (lit.)

storage temp.

2-8°C

Quality Level

200

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Application

2-Isocyanatoethyl methacrylate can be used as:
  • A reactive monomer in the synthesis of poly(methyl urethane) acrylate oligomer for UV-curable coatings. By incorporating urethane and acrylate groups into the polymer, it enables the polymer to be utilized in UV-curable coatings, inks, and adhesives.
  • An additive in propylene carbonate-based electrolyte to enhance its properties, such as viscosity, conductivity, and stability. This improves the overall performance of the electrolyte and the battery.
  • As a modifier in the copolymerization process to prepare a bioprosthetic heart valve, which is used in the application of transcatheter aortic valve replacement.
  • A latent cross-linker for adhesive resins and coatings.

General description

2-Isocyanatoethyl methacrylate, belongs to the class of monomers known as isocyanate monomers. The presence of the isocyanate functional group in 2-Isocyanatoethyl methacrylate makes it highly reactive. This reactivity allows it to undergo polymerization and form cross-linked networks for the development of polymers with improved mechanical strength, chemical resistance, and adhesion properties. It is also used as a crosslinker in the manufacture of many resins, in electrodeposition, and adhesives, and as a co-monomer in crosslinked polymer polyolstyrene-acrylic resin, which is used in construction products, such as ceramic tile adhesives, fillers, putties, and elastomeric roof coatings.

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Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

210.2 °F - closed cup

flash_point_c

99 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX4621
MKCQ7584
MKCP7150
MKCN6134
MKCN2702

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Sheng H Wang et al.
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Inter-areal functional connectivity (FC), neuronal synchronization in particular, is thought to constitute a key systems-level mechanism for coordination of neuronal processing and communication between brain regions. Evidence to support this hypothesis has been gained largely using invasive electrophysiological approaches. In
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Journal of proteomics, 150, 323-340 (2016-10-22)
High level of UV-B irradiation followed by dark treatment (HUV-B+D) causes accumulation of secondary metabolites in Clematis terniflora DC. To investigate the response mechanism under HUV-B+D, transcriptomic and proteomic analyses were performed in leaves of C. terniflora. The number of
C Cock et al.
Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society, 28(12), 1890-1901 (2016-06-28)
Dysphagia becomes more common in old age. We performed high-resolution impedance manometry (HRIM) in asymptomatic healthy adults (including an older cohort >80 years) to assess HRIM findings in relation to bolus clearance. Esophageal HRIM was performed in a sitting posture in
Cranley, P.E.
Polym. Sci. Technol., 29, 765-765 (1984)
Clare Williams et al.
Nutrition & dietetics: the journal of the Dietitians Association of Australia, 76(2), 141-149 (2019-03-09)
This project aimed to implement consensus recommendations and innovations that improve dietetic services to promote timely referral to optimise nutritional management for adult inpatients with inborn errors of metabolism (IEM). The i-PARIHS framework was used to identify service gaps, implement
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