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2-Hydroxyethyl methacrylate

CAS 868-77-9C6H10O3MW 130.14

2-Hydroxyethyl methacrylate (CAS 868-77-9) — formula C6H10O3, molecular weight 130.14; category organic chemicals.

Product Overview

CAS Number868-77-9
Molecular FormulaC6H10O3
Molecular Weight130.14
Melting PointFP: -12 °C
Boiling Point67 °C @ 3.5 mm Hg
LogP0.5
ApplicationsUses: CIR ingredient: HEMA, Frequently used in UV-curable inks and coatings, also used in adhesives, artificial nails, dental materials, and lacquers, [HSDB] Used in dentistry as one of the main volatile acrylates along with methyl methacrylate, [Reference #1] Used as a monomer in the synthesis of polymers (used in paints, adhesives, coatings, dental adhesive systems, etc.) for dental prosthetics, and for geotechnical grouting in construction work, [Reference #2], Painting (Pigments, Binders, and Biocides) [Category: Paint], Working with Glues and Adhesives [Category: Other], Textiles (Printing, Dyeing, or Finishing) [Category: Industry], Silk-Screen Printing [Category: Other], Acrylic resins, binder for nonwoven fabrics, enamels., IN OPTOMETRY UTILIZED AS BASIC MATERIAL FOR CONTACT LENSES, AS DENTAL FILLER, IN PHARMACEUTICAL AREAS AS A DRUG RELEASE CONTROL MEDIUM, IN MEDICINE AS A SYNTHETIC WOUND DRESSING COMPONENT, AS A HYDROGEL FOR ORGAN GRAFTING, FOR SURFACE TENSION CONTROL IN BIOENGINEERING., CROSSLINKING MONOMER FOR THERMOSET & UV CURABLE ACRYLICS., Marine antifouling paint resin comonomer, reactive comonomer (acrylic, styrene-butadiene resins), Industry Uses: Monomers, Polymerization promoter, Solvent, Binder, Other, Adhesion, cohesion promoter, Hardener, Intermediate, Consumer Uses: Intermediate, Waterproofing agent, Monomers, Household Products: Information on 4 consumer products that contain 2-Hydroxyethyl methacrylate in the following categories is provided:, • Auto Products, • Inside the Home, Methods of Manufacturing: The methacrylates can be synthesized by catalytic oxidation of isobutylene and subsequent esterification with the appropriate alcohol, or by reacting acetone with hydrocyanic acid and subsequent esterification in sulfuric acid with the appropriate alcohol., Methacrylic esters, REACTION OF METHACRYLIC ACID WITH ETHYLENE OXIDE, TRANSESTERIFICATION OR ESTERIFICATION OF ETHYLENE GLYCOL WITH EITHER METHYL METHACRYLATE OR METHACRYLIC ACID., Hydroxyalkyl methacrylates are prepared by the addition of methacrylic acid to the epoxide ring of alkylene oxides to form hydroxyalkyl methacrylates, ie, beta-hydroxyethyl and hydroxypropyl methacrylate. Oxides other than ethylene oxide give isomeric products, commercial hydroxypropyl methacrylate has about a 2-to-1 ratio of 2-hydroxypropyl methacrylate to 1-methyl-2-hydroxyethyl methacrylate. Effective catalysts include tertiary amines, anion-exchange resins, ferric chloride, and lithium methacrylate., Formulations, Preparations: The 30% solution is made with xylene. Grades: 30%, 96%., An inhibitor is usually added to solutions to prolong shelf life., Commercial products contain hydroquinone methyl ether or similar polymerization inhibitors., U.S. Production: 2023: 10, 000, 000 - <25, 000 lb, 2022: 10, 2021: 10, 2020: 10, U.S. Imports: (1983) 1.36X10+9 g, Acrylates & Acrylic Acid, General Manufacturing Information: Adhesive Manufacturing, Paint and Coating Manufacturing, Plastics Material and Resin Manufacturing, All Other Basic Organic Chemical Manufacturing, Printing Ink Manufacturing, Miscellaneous Manufacturing, 2-Propenoic acid, 2-methyl-, 2-hydroxyethyl ester: ACTIVE, METHYL METHACRYLATE, AND IN GENERAL THE METHACRYLIC ESTERS, POLYMERIZE MUCH LESS READILY THAN THE CORRESPONDING ORDINARY ACRYLATES. NONE THE LESS, THEY ARE STABILIZED BY ADDING HYDROQUINONE OR PYROGALLOL, PARTICULARLY IN THE PRESENCE OF METALLIC COPPER., METHACRYLATES, In hydrogel contact lenses
CategoryOrganic Chemicals

Applications

Documented applications: Uses: CIR ingredient: HEMA, Frequently used in UV-curable inks and coatings, also used in adhesives, artificial nails, dental materials, and lacquers, [HSDB] Used in dentistry as one of the main volatile acrylates along with methyl methacrylate, [Reference #1] Used as a monomer in the synthesis of polymers (used in paints, adhesives, coatings, dental adhesive systems, etc.) for dental prosthetics, and for geotechnical grouting in construction work, [Reference #2], Painting (Pigments, Binders, and Biocides) [Category: Paint], Working with Glues and Adhesives [Category: Other], Textiles (Printing, Dyeing, or Finishing) [Category: Industry], Silk-Screen Printing [Category: Other], Acrylic resins, binder for nonwoven fabrics, enamels., IN OPTOMETRY UTILIZED AS BASIC MATERIAL FOR CONTACT LENSES, AS DENTAL FILLER, IN PHARMACEUTICAL AREAS AS A DRUG RELEASE CONTROL MEDIUM, IN MEDICINE AS A SYNTHETIC WOUND DRESSING COMPONENT, AS A HYDROGEL FOR ORGAN GRAFTING, FOR SURFACE TENSION CONTROL IN BIOENGINEERING., CROSSLINKING MONOMER FOR THERMOSET & UV CURABLE ACRYLICS., Marine antifouling paint resin comonomer, reactive comonomer (acrylic, styrene-butadiene resins), Industry Uses: Monomers, Polymerization promoter, Solvent, Binder, Other, Adhesion, cohesion promoter, Hardener, Intermediate, Consumer Uses: Intermediate, Waterproofing agent, Monomers, Household Products: Information on 4 consumer products that contain 2-Hydroxyethyl methacrylate in the following categories is provided:, • Auto Products, • Inside the Home, Methods of Manufacturing: The methacrylates can be synthesized by catalytic oxidation of isobutylene and subsequent esterification with the appropriate alcohol, or by reacting acetone with hydrocyanic acid and subsequent esterification in sulfuric acid with the appropriate alcohol., Methacrylic esters, REACTION OF METHACRYLIC ACID WITH ETHYLENE OXIDE, TRANSESTERIFICATION OR ESTERIFICATION OF ETHYLENE GLYCOL WITH EITHER METHYL METHACRYLATE OR METHACRYLIC ACID., Hydroxyalkyl methacrylates are prepared by the addition of methacrylic acid to the epoxide ring of alkylene oxides to form hydroxyalkyl methacrylates, ie, beta-hydroxyethyl and hydroxypropyl methacrylate. Oxides other than ethylene oxide give isomeric products, commercial hydroxypropyl methacrylate has about a 2-to-1 ratio of 2-hydroxypropyl methacrylate to 1-methyl-2-hydroxyethyl methacrylate. Effective catalysts include tertiary amines, anion-exchange resins, ferric chloride, and lithium methacrylate., Formulations, Preparations: The 30% solution is made with xylene. Grades: 30%, 96%., An inhibitor is usually added to solutions to prolong shelf life., Commercial products contain hydroquinone methyl ether or similar polymerization inhibitors., U.S. Production: 2023: 10, 000, 000 - <25, 000 lb, 2022: 10, 2021: 10, 2020: 10, U.S. Imports: (1983) 1.36X10+9 g, Acrylates & Acrylic Acid, General Manufacturing Information: Adhesive Manufacturing, Paint and Coating Manufacturing, Plastics Material and Resin Manufacturing, All Other Basic Organic Chemical Manufacturing, Printing Ink Manufacturing, Miscellaneous Manufacturing, 2-Propenoic acid, 2-methyl-, 2-hydroxyethyl ester: ACTIVE, METHYL METHACRYLATE, AND IN GENERAL THE METHACRYLIC ESTERS, POLYMERIZE MUCH LESS READILY THAN THE CORRESPONDING ORDINARY ACRYLATES. NONE THE LESS, THEY ARE STABILIZED BY ADDING HYDROQUINONE OR PYROGALLOL, PARTICULARLY IN THE PRESENCE OF METALLIC COPPER., METHACRYLATES, In hydrogel contact lenses.

Technical Profile

What this product is

2-Hydroxyethyl methacrylate is a carbon-based organic compound with CAS registry number 868-77-9 and molecular formula C6H10O3 (molecular weight 130.14), belonging to the organic chemicals segment of chemical raw materials.

Identification

CAS number: 868-77-9

Its molecular formula C6H10O3 comprises 6 C, 10 H, 3 O atoms.

Also known as: 2-Hydroxyethyl methacrylate · 甲基丙烯酸2-羟乙酯

Category: organic chemicals

Frequently Asked Questions

What is the CAS number of 2-Hydroxyethyl methacrylate?

The CAS registry number of 2-Hydroxyethyl methacrylate is 868-77-9.

What is the molecular formula and molecular weight of 2-Hydroxyethyl methacrylate?

Molecular formula C6H10O3, molecular weight 130.14.

What other names is 2-Hydroxyethyl methacrylate known by?

It is also registered under: 2-Hydroxyethyl methacrylate, 甲基丙烯酸2-羟乙酯.

What are the documented applications of 2-Hydroxyethyl methacrylate?

Recorded applications: Uses: CIR ingredient: HEMA, Frequently used in UV-curable inks and coatings, also used in adhesives, artificial nails, dental materials, and lacquers, [HSDB] Used in dentistry as one of the main volatile acrylates along with methyl methacrylate, [Reference #1] Used as a monomer in the synthesis of polymers (used in paints, adhesives, coatings, dental adhesive systems, etc.) for dental prosthetics, and for geotechnical grouting in construction work, [Reference #2], Painting (Pigments, Binders, and Biocides) [Category: Paint], Working with Glues and Adhesives [Category: Other], Textiles (Printing, Dyeing, or Finishing) [Category: Industry], Silk-Screen Printing [Category: Other], Acrylic resins, binder for nonwoven fabrics, enamels., IN OPTOMETRY UTILIZED AS BASIC MATERIAL FOR CONTACT LENSES, AS DENTAL FILLER, IN PHARMACEUTICAL AREAS AS A DRUG RELEASE CONTROL MEDIUM, IN MEDICINE AS A SYNTHETIC WOUND DRESSING COMPONENT, AS A HYDROGEL FOR ORGAN GRAFTING, FOR SURFACE TENSION CONTROL IN BIOENGINEERING., CROSSLINKING MONOMER FOR THERMOSET & UV CURABLE ACRYLICS., Marine antifouling paint resin comonomer, reactive comonomer (acrylic, styrene-butadiene resins), Industry Uses: Monomers, Polymerization promoter, Solvent, Binder, Other, Adhesion, cohesion promoter, Hardener, Intermediate, Consumer Uses: Intermediate, Waterproofing agent, Monomers, Household Products: Information on 4 consumer products that contain 2-Hydroxyethyl methacrylate in the following categories is provided:, • Auto Products, • Inside the Home, Methods of Manufacturing: The methacrylates can be synthesized by catalytic oxidation of isobutylene and subsequent esterification with the appropriate alcohol, or by reacting acetone with hydrocyanic acid and subsequent esterification in sulfuric acid with the appropriate alcohol., Methacrylic esters, REACTION OF METHACRYLIC ACID WITH ETHYLENE OXIDE, TRANSESTERIFICATION OR ESTERIFICATION OF ETHYLENE GLYCOL WITH EITHER METHYL METHACRYLATE OR METHACRYLIC ACID., Hydroxyalkyl methacrylates are prepared by the addition of methacrylic acid to the epoxide ring of alkylene oxides to form hydroxyalkyl methacrylates, ie, beta-hydroxyethyl and hydroxypropyl methacrylate. Oxides other than ethylene oxide give isomeric products, commercial hydroxypropyl methacrylate has about a 2-to-1 ratio of 2-hydroxypropyl methacrylate to 1-methyl-2-hydroxyethyl methacrylate. Effective catalysts include tertiary amines, anion-exchange resins, ferric chloride, and lithium methacrylate., Formulations, Preparations: The 30% solution is made with xylene. Grades: 30%, 96%., An inhibitor is usually added to solutions to prolong shelf life., Commercial products contain hydroquinone methyl ether or similar polymerization inhibitors., U.S. Production: 2023: 10, 000, 000 - <25, 000 lb, 2022: 10, 2021: 10, 2020: 10, U.S. Imports: (1983) 1.36X10+9 g, Acrylates & Acrylic Acid, General Manufacturing Information: Adhesive Manufacturing, Paint and Coating Manufacturing, Plastics Material and Resin Manufacturing, All Other Basic Organic Chemical Manufacturing, Printing Ink Manufacturing, Miscellaneous Manufacturing, 2-Propenoic acid, 2-methyl-, 2-hydroxyethyl ester: ACTIVE, METHYL METHACRYLATE, AND IN GENERAL THE METHACRYLIC ESTERS, POLYMERIZE MUCH LESS READILY THAN THE CORRESPONDING ORDINARY ACRYLATES. NONE THE LESS, THEY ARE STABILIZED BY ADDING HYDROQUINONE OR PYROGALLOL, PARTICULARLY IN THE PRESENCE OF METALLIC COPPER., METHACRYLATES, In hydrogel contact lenses.

Which category does 2-Hydroxyethyl methacrylate belong to?

Category: Organic Chemicals.

PubChem Public Data

Independent reference data for 2-Hydroxyethyl methacrylate (CAS 868-77-9), compiled from public chemistry databases.

Registry identifiers across databases

CAS Registry Number868-77-9
PubChem CID13360
Molecular formulaC6H10O3
IUPAC name2-hydroxyethyl 2-methylprop-2-enoate
UNII (FDA)6E1I4IV47V

Computed descriptors

Molecular Weight130.14
XLogP30.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Exact Mass130.062994177
Monoisotopic Mass130.062994177
Topological Polar Surface Area46.5
Heavy Atom Count9

Physicochemical values on record

Boiling Point67 °C @ 3.5 mm Hg
Boiling Point250 °C (calculated)
Boiling Point67 °C @760 [mm Hg]
Melting PointFP: -12 °C
Flash Point97 °C (closed cup)
Flash Point97 °C c.c.
Density1.034 @ 25 °C/4 °C
Density1.07 g/cm³
Density1.034 @25 °C
Vapor Pressure0.12 [mmHg]

Documented uses on record

    Frequently used in UV-curable inks and coatings; also used in adhesives, artificial nails, dental materials, and lacquers; [HSDB] Used in dentistry as one of the main volatile acrylates along with methyl methacrylate; [Reference #1] Used as a monomer in the synthesis of polymers (used in paints, adhesives, coatings, dental adhesive systems, etc.) for dental prosthetics, and for geotechnical grouting in construction work; [Reference #2]Painting (Pigments, Binders, and Biocides) [Category: Paint]

    Synonyms and trade names

    2-HYDROXYETHYL METHACRYLATE; 868-77-9; Glycol methacrylate; Hydroxyethyl methacrylate; Ethylene glycol methacrylate; Glycol monomethacrylate; 2-(Methacryloyloxy)ethanol; 2-Hydroxyethylmethacrylate; Mhoromer; Monomer MG-1; Ethylene glycol monomethacrylate; 2-Propenoic acid, 2-methyl-, 2-hydroxyethyl ester; DTXSID7022128; beta-Hydroxyethyl methacrylate; Ethylene glycol, monomethacrylate; Monomethacrylic ether of ethylene glycol

    Regulatory listings held on file

    Regulatory & Food ContactFDA Inventory of Food Contact Substances Listed in 21 CFR: FCS
    FDA Inventory of Effective Food Contact Substance (FCS) Noti: FCS
    2-Hydroxyethyl methacrylate (CAS Reg. No. 868-77-9)
    As a monomer in the manufacture of acrylic polymers complying with 21 CFR 177.1010, for use as components of r
    The FCS shall not exceed 8.4 percent by weight of the finished coating.
    CIR / INCI: Cosmetic ingredients (HEMA) -> CIR (Cosmetic Ingredient Review)
    GHS notification summary0.2% (3 / 1898)

    GHS hazard classification

    GHS notification summary0.2% (3 / 1898)
    Reported hazard statementsH315, H317, H319, H334

    H315: Causes skin irritation [Warning Skin corrosion/irritation]

    H317: May cause an allergic skin reaction [Warning Sensitization, Skin]

    What the public record says

    2-Hydroxyethyl methacrylate · CAS 868-77-9 · C6H10O3. UNII 6E1I4IV47V. Boiling Point: 67 °C @ 3.5 mm Hg; Boiling Point: 250 °C (calculated); Boiling Point: 67 °C @760 [mm Hg].

    Physical description and handling notes

    Source: PubChem / Wikidata; the batch COA governs where values differ.

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