2-hydroxyethyl methacrylate
methacrylic acid, monoester with ethyleneglycol
 
Notes:
many of cited refs are for gel which refers to polymeric form of this cpd: polyhydroxyethyl methacrylate.
  • BOC Sciences
    • BOC Sciences
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      Product(s):
      868-77-9 2-Hydroxyethyl methacrylate
       
  • TCI AMERICA
    • TCI AMERICA
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      Product(s):
      M0085 2-Hydroxyethyl Methacrylate (stabilized with MEHQ) >95.0%(GC)
       
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CAS Number: 868-77-9Picture of molecule3D/inchi
Other(deleted CASRN): 112813-65-7
ECHA EINECS - REACH Pre-Reg: 212-782-2
FDA UNII: 6E1I4IV47V
Nikkaji Web: J53.687C
Beilstein Number: 1071583
MDL: MFCD00002863
XlogP3: 0.50 (est)
Molecular Weight: 130.14330000
Formula: C6 H10 O3
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: film forming agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
 FDA/DG SANTE Petitions, Reviews, Notices:
FCN 1902 2-hydroxyethyl methacrylate View - notice
FCN 555 2-Hydroxyethyl methacrylate View - notice
DG SANTE Food Contact Materials: methacrylic acid, monoester with ethyleneglycol
FDA Mainterm (IAUFC):868-77-9 ; 2-HYDROXYETHYL METHACRYLATE
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 1.07100 to 1.07500 @  20.00 °C.
Pounds per Gallon - (est).: 8.922 to  8.956
Refractive Index: 1.44900 to 1.45400 @  20.00 °C.
Boiling Point: 189.03 °C. @ 760.00 mm Hg (est)
Vapor Pressure: 0.200000 mmHg @ 25.00 °C. (est)
Flash Point: 207.00 °F. TCC ( 97.22 °C. )
logP (o/w): 0.470
Soluble in:
 water, 1.00E+05 mg/L @ 25 °C (exp)
 water, 1.179e+005 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: film formers
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Suppliers:
BOC Sciences
For experimental / research use only.
2-Hydroxyethyl methacrylate
Connect Chemicals
2-Hydroxyethyl methacrylate (HEMA)
Odor: characteristic
Use: Hydroxyethyl methacrylate (HEMA). It is a clear, colourless liquid with a characteristic odour. It is an ester of methacrylic acid. It easily dissolves in water, relatively low volatility, non-toxic and non-yellowing. HEMA copolymerizes readily with a wide variety of monomers, and the added hydroxyl groups improve adhesion to surfaces, incorporate cross-linking sites, and impart corrosion, fogging, and abrasion resistance, as well as contribute to low odour, colour, and volatility.
Kowa Amerian Corporation
HEMA
Odor: characteristic
Use: HEMA is an ester of methacrylic acid, soluble in water and has relatively low volatility. It copolymerizes easily with a variety of monomers, incorporates cross-link sites, imparts corrosion, fogging and abrasion resistance, and the hydroxyl group improves adhesion.
Santa Cruz Biotechnology
For experimental / research use only.
2-Hydroxyethyl Methacrylate 97%
Sigma-Aldrich: Aldrich
For experimental / research use only.
2-Hydroxyethyl Methacrylate contains =250 ppm monomethyl ether hydroquinone as inhibitor, 97%
SysKem Chemie
Hydroxy Ethyl Methyl Acrylate
TCI AMERICA
For experimental / research use only.
2-Hydroxyethyl Methacrylate (stabilized with MEHQ) >95.0%(GC)
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intravenous-dog LDLo  99200 nL/kg
Journal of Pharmaceutical Sciences. Vol. 63, Pg. 376, 1974.

oral-guinea pig LD50  4680 mg/kg
BEHAVIORAL: COMA
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 54(9), Pg. 75, 1989.

intraperitoneal-mouse LD50  497 mg/kg
Journal of Pharmaceutical Sciences. Vol. 62, Pg. 778, 1973.

oral-mouse LD50  3275 mg/kg
BEHAVIORAL: COMA
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 54(9), Pg. 75, 1989.

intraperitoneal-rat LD50  1250 mg/kg
Archives des Maladies Professionnelles de Medecine du Travail et de Securite Sociale. Vol. 36, Pg. 58, 1975.

oral-rat LD50  5050 mg/kg
BEHAVIORAL: COMA
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 54(9), Pg. 75, 1989.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: film forming agents
Recommendation for 2-hydroxyethyl methacrylate usage levels up to:
 not for fragrance use.
 
Recommendation for 2-hydroxyethyl methacrylate flavor usage levels up to:
 not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
Safety assessment of the substance phosphoric acid, mixed esters with 2-hydroxyethyl methacrylate, for use in food contact materials
View page or View pdf
EPI System: View
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 868-77-9
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 13360
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 1
 2-hydroxyethyl 2-methylprop-2-enoate
Chemidplus: 0000868779
RTECS: OZ4725000 for cas# 868-77-9
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References:
 2-hydroxyethyl 2-methylprop-2-enoate
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 868-77-9
Pubchem (cid): 13360
Pubchem (sid): 134980738
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Indirect Additives used in Food Contact Substances:View
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C14530
HMDB (The Human Metabolome Database): Search
Export Tariff Code: 2916.14.2050
ChemSpider: View
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.
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
1,2-ethanediol mono(2-methyl)-2-propenoate
1,2-ethanediol mono(2-methylpropenoate)
 ethylene glycol methacrylate
 ethylene glycol monomethacrylate
 glycol methacrylate
 glycol monomethacrylate
 HEMA
2-hydroxyethyl 2-methylacrylate
2-hydroxyethyl 2-methylprop-2-enoate
2-hydroxyethylmethacrylate
 methacrylic acid 2-hydroxyethyl ester
 methacrylic acid, 2-hydroxyethyl ester
 methacrylic acid, monoester with ethyleneglycol
2-(methacryloyloxy)ethanol
2-methyl-2-propenoic acid 2-hydroxyethyl ester
2-propenoic acid, 2-methyl-, 2-hydroxyethyl ester
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Articles:
PubMed: Restricted access chiral stationary phase synthesized via reversible addition-fragmentation chain-transfer polymerization for direct analysis of biological samples by high performance liquid chromatography.
PubMed: Development of molecular imprinted nanosensor for determination of tobramycin in pharmaceuticals and foods.
PubMed: Functionalized ultra-low fouling carboxy- and hydroxy-functional surface platforms: functionalization capacity, biorecognition capability and resistance to fouling from undiluted biological media.
PubMed: An amperometric biosensor utilizing a ferrocene-mediated horseradish peroxidase reaction for the determination of capsaicin (chili hotness).
PubMed: Preparation and evaluation of a hydrophilic poly(2-hydroxyethyl methacrylate-co-N,N'-methylene bisacrylamide) monolithic column for pressurized capillary electrochromatography.
PubMed: Preparation and use of poly(hydroxyethyl methacrylate) cryogels containing L-histidine for β-casein adsorption.
PubMed: Determination of ammonium ion using a reagentless amperometric biosensor based on immobilized alanine dehydrogenase.
PubMed: Poly(HEMA) brushes emerging as a new platform for direct detection of food pathogen in milk samples.
PubMed: Preparation and characterization of a molecularly imprinted monolithic column for pressure-assisted CEC separation of nitroimidazole drugs.
PubMed: Biosensors for phenolic compounds by immobilization of tyrosinase in photocurable methacrylic-acrylic membranes of varying hydrophilicities.
PubMed: Sustained release of microbicides by newly engineered vaginal rings.
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