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2-Hydroxyethyl methacrylate

2-Hydroxyethyl methacrylate Structure
CAS No.
868-77-9
Chemical Name:
2-Hydroxyethyl methacrylate
Synonyms
HEMA;GMA;HYDROXYETHYL METHACRYLATE;GLYCOL METHACRYLATE;ETHYLENE GLYCOL METHACRYLATE;BisoMer HEMA;N5-Methyl-L-glutamine;Hydroxyethyl Methacrylat;2-(Methacryloyloxy)ethanol;Hydroxyethyl methacrylate (HEMA)
CBNumber:
CB4690827
Molecular Formula:
C6H10O3
Molecular Weight:
130.14
MOL File:
868-77-9.mol
MSDS File:
SDS
Modify Date:
2024/7/2 17:04:22

2-Hydroxyethyl methacrylate Properties

Melting point -12 °C
Boiling point 67 °C3.5 mm Hg(lit.)
Density 1.073 g/mL at 25 °C(lit.)
vapor density 5 (vs air)
vapor pressure 0.01 mm Hg ( 25 °C)
refractive index n20/D 1.453(lit.)
Flash point 207 °F
storage temp. 2-8°C
solubility Chloroform, Methanol (Slightly)
pka 13.83±0.10(Predicted)
form Liquid
color Clear
Odor Ester like
Water Solubility soluble
FreezingPoint -20
FreezingPoint -96
Sensitive Air Sensitive
BRN 1071583
Stability Unstable - may polymerize in the absence of stabilizer. May be stabilized with, or contain small amounts of, diethylene glycol monomethacrylate, di(ethylene glycol)dimethacrylate, methacrylic acid. Incompatible with strong oxidizing agents, free radical initiators, peroxides, steel. Closed containers may explode if heated due to runaway polymer
InChIKey WOBHKFSMXKNTIM-UHFFFAOYSA-N
LogP 0.42 at 25℃
CAS DataBase Reference 868-77-9(CAS DataBase Reference)
NIST Chemistry Reference 2-Hydroxyethyl methacrylate(868-77-9)
EPA Substance Registry System 2-Hydroxyethyl methacrylate (868-77-9)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H317-H319
Precautionary statements  P261-P264-P272-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/38-43-36/37/38
Safety Statements  26-36/37-28A-28
WGK Germany  1
RTECS  OZ4725000
TSCA  Yes
HS Code  29161490
Toxicity LD50 orally in Rabbit: 5050 mg/kg LD50 dermal Rabbit > 3000 mg/kg
NFPA 704
1
2 1

2-Hydroxyethyl methacrylate price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 8.00588 2-Hydroxyethyl methacrylate (stabilised with hydroquinone monomethyl ether) for synthesis 868-77-9 2.5L ₹8680.01 2022-06-14 Buy
Sigma-Aldrich(India) 8.00588 2-Hydroxyethyl methacrylate (stabilised with hydroquinone monomethyl ether) for synthesis 868-77-9 250ML ₹10040 2022-06-14 Buy
Sigma-Aldrich(India) 477028 2-Hydroxyethyl methacrylate ≥99%, contains ≤50?ppm monomethyl ether hydroquinone as inhibitor 868-77-9 25ML ₹3442.35 2022-06-14 Buy
Sigma-Aldrich(India) 477028 2-Hydroxyethyl methacrylate ≥99%, contains ≤50?ppm monomethyl ether hydroquinone as inhibitor 868-77-9 100ML ₹6029.53 2022-06-14 Buy
Sigma-Aldrich(India) 128635 2-Hydroxyethyl methacrylate contains ≤250?ppm monomethyl ether hydroquinone as inhibitor, 97% 868-77-9 500G ₹4016.08 2022-06-14 Buy
Product number Packaging Price Buy
8.00588 2.5L ₹8680.01 Buy
8.00588 250ML ₹10040 Buy
477028 25ML ₹3442.35 Buy
477028 100ML ₹6029.53 Buy
128635 500G ₹4016.08 Buy

2-Hydroxyethyl methacrylate Chemical Properties,Uses,Production

Chemical Properties

colourless liquid

Uses

2-Hydroxyethyl methacrylate is used for preparation of hydrophilic polymers for biomedical devices.

Definition

2-Hydroxyethyl methacrylate is an enoate ester that is the monomethacryloyl derivative of ethylene glycol.

General Description

2-Hydroxyethyl methacrylate (HEMA) is biocompatible in nature. Polymeric hydrogel scaffold can be produced by polymerizing HEMA in water.

Hazard

30% grade (with xylene): Flammable, moderate fire risk.

Environmental Fate

2-Hydroxyethyl methacrylate's production and use in acrylic resins, enamels, and as a binder for non-woven fabrics may result in its release to the environment through various waste streams. If released into the air, a vapor pressure of 0.126 mm Hg at 25 °C indicates that 2-hydroxyethyl methacrylate will exist solely as a vapor in the ambient atmosphere. Vapor-phase 2-hydroxyethyl methacrylate will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 16 hours. If released to soil, 2-hydroxyethyl methacrylate is expected to have very high mobility based upon an estimated Koc of 43. Volatilization from moist soil surfaces is not expected to be an important fate process based upon an estimated Henry's Law constant of 4.6X10-9 atm-cu m/mole. 2-Hydroxyethyl methacrylate is not expected to volatilize from dry soil surfaces based on its vapor pressure. If released into water, 2-hydroxyethyl methacrylate is not expected to adsorb to suspended solids and sediment in the water column based on the estimated Koc. 2-Hydroxyethyl methacrylate reached 92-100% of its theoretical BOD in 2 weeks using an activated sludge inoculum. Volatilization from water surfaces is not expected to be a necessary fate process based on this compound's estimated Henry's Law constant. An estimated BCF of 1.3 suggests the potential for bioconcentration in aquatic organisms is low. Hydrolysis of 2-hydroxyethyl methacrylate may be a significant process under basic conditions based upon a hydrolytic half-life of 4 hours at pH 11 for the structurally similar butyl acrylate; half-lives for butyl acrylate at pH 7, 8, and 9 were 4 years, 150 days, and 15 days, respectively. Occupational exposure to 2-hydroxyethyl methacrylate may occur through inhalation and dermal contact with this compound at workplaces where 2-hydroxyethyl methacrylate is produced or used. The general population may be exposed to 2-hydroxyethyl methacrylate via inhalation or dermal contact with acrylic resins or enamels containing this compound.

Metabolism

2-hydroxyethyl methacrylate (HEMA) is a monomer based on methacrylic acid (MAA) used to produce biomaterials such as dental adhesive and composite resins. The process of polymerization, which is run in situ, is always incomplete, resulting in the presence of free monomers in the oral cavity. Moreover, monomers can be released from polymer-based tooth restorations through mechanical shearing and enzymatic degradation of polymers. They may penetrate the pulp through microchannels in the dentin structure. HEMA, like many of MAA-based monomers, is an ester, so it can be targeted by esterases when in organism and can undergo degradation. The main product of HEMA hydrolysis is MAA, which may undergo further degradation producing several intermediates of potential biological activity[1].

Purification Methods

Dissolve the ester in water and extract with n-heptane to remove ethylene glycol dimethacrylate (checked by gas-liquid chromatography and by NMR) and distil it twice under reduced pressure [Strop et al. J Phys Chem 80 694 1976]. [Beilstein 2 IV 1530.]

Global( 608)Suppliers
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Organic Chemicals 08048372709Ext 384 Pune, India 75 58 Inquiry

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