ChemicalBook CAS DataBase List 106-91-2

106-91-2

Name	Glycidyl methacrylate
CAS	106-91-2
EINECS(EC#)	203-441-9
Molecular Formula	C7H10O3
MDL Number	MFCD00005137
Molecular Weight	142.15
MOL File	106-91-2.mol

Synonyms

2,3-EPOXYPROPYL METHACRYLATE 2-METHYL-ACRYLIC ACID OXIRANYLMETHYL ESTER GLYCIDYL A-METHYLACRYLATE GLYCIDYL METHACRYLATE METHACRYLIC ACID 2,3-EPOXYPROPYL ESTER METHACRYLIC ACID GLYCIDYL ESTER 1-Propanol, 2,3-epoxy-, methacrylate 2-((methacryloxy)methyl)oxirane 2,3-epoxy-1-propanol,methacrylate 2,3-epoxy-1-propanomethacrylate 2,3-Epoxypropanol methacrylate 2-methyl-2-propenoicacid,oxiranylmethylester 2-methyl-2-propenoicacioxiranylmethylester 2-Oxiranylmethyl 2-methylacrylate 2-Propenoicacid,2-methyl-,oxiranylmethylester acriesterg blemmerg blemmergma CP 105 cp105

Chemical Properties

Appearance	clear liquid
Melting point	-52°C
Boiling point	189 °C(lit.)
density	1.075 g/mL at 20 °C
vapor pressure	4.2hPa at 25℃
refractive index	n20/D 1.449(lit.)
Fp	169 °F
storage temp.	Refrigerator
solubility	Chloroform (Slightly), Methanol (Slightly)
form	Liquid
color	Clear
Stability:	Unstable. Light sensitive. May be stabilized with around 100ppm MEHQ. Refrigerate.
Water Solubility	0.5-1.0 g/100 mL at 20 ºC
BRN	2506
Henry's Law Constant	3.2×10¹ mol/(m³Pa) at 25℃, HSDB (2015)
Exposure limits	MAC: 5 mg/m3
InChI	1S/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3
InChIKey	VOZRXNHHFUQHIL-UHFFFAOYSA-N
SMILES	CC(=C)C(=O)OCC1CO1
LogP	0.96 at 25℃
CAS DataBase Reference	106-91-2(CAS DataBase Reference)
IARC	2A (Vol. 125) In prep.
NIST Chemistry Reference	2-Propenoic acid, 2-methyl-, oxiranylmethyl ester(106-91-2)
EPA Substance Registry System	106-91-2(EPA Substance)

Safety Data

Symbol(GHS)	GHS05,GHS06,GHS08
Signal word	Danger
Hazard statements	H302-H311-H314-H317-H335-H341-H350-H360F-H372
Precautionary statements	P202-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes	Xn,T
Risk Statements	R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R36/38:Irritating to eyes and skin . R43:May cause sensitization by skin contact. R60:May impair fertility. R45:May cause cancer. less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S36/37:Wear suitable protective clothing and gloves . S53:Avoid exposure-obtain special instruction before use . less more
RIDADR	UN 2810 6.1/PG 3
WGK Germany	2
RTECS	OZ4375000
TSCA	Yes
REACH Registrations	Active
HazardClass	8
PackingGroup	III
HS Code	29161490
Storage Class	6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
Hazard Classifications	Acute Tox. 3 Dermal Acute Tox. 4 Oral Carc. 1B Eye Dam. 1 Muta. 2 Repr. 1B Skin Corr. 1C Skin Sens. 1 STOT RE 1 STOT SE 3
Hazardous Substances Data	106-91-2(Hazardous Substances Data)
Toxicity	dog,LCLo,inhalation,1400mg/m3/6H (1400mg/m3),LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES,National Technical Information Service. Vol. OTS0530684, less more

Raw materials And Preparation Products

Hazard Information

General Description

Colorless liquid with a fruity odor. Floats on water.

Reactivity Profile

Epoxides, such as GLYCIDYL METHACRYLATE(106-91-2), are highly reactive. They polymerize in the presence of catalysts or when heated. These polymerization reactions can be violent. Compounds in this group react with acids, bases, and oxidizing and reducing agents. They react, possibly violently with water in the presence of acid and other catalysts.

Air & Water Reactions

Flammable. Slightly water soluble.

Health Hazard

The liquid irritates eyes about as much as soap. Prolonged contact with skin produces irritation and dermatitis.

Fire Hazard

Special Hazards of Combustion Products: Irritating vapors are generated when heated

Description

Glycidyl Methacrylate (GMA) is a clear, colorless liquid with a potent ester and fruity odor. It comprises a polymerizable methacrylate functional group on one end and a reactive epoxy group on the other. It is slightly miscible with water, soluble in most organic solvents, and has relatively low volatility. Its vapor is heavier than air. It copolymerizes readily with various functional groups, such as phenols, ketones, acids, and amines. The added epoxy group imparts durability, mechanical strength, optical transparency, and adhesiveness.

Chemical Properties

Glycidyl methacrylate (GMA) is a colorless liquid with a fruity odor. Floats on water. (USCG, 1999)

Glycidyl methacrylate is a polyfunctional monomer. It acts as an adhesion promoting crosslinking co-monomer for acrylic and vinyl resins. It is also a reactive colorless diluent. GMA is soluble in ethanol, acetone, diethyl ether, benzene.

Uses

Glycidyl methacrylate (GMA) is a common monomer used in the creation of epoxy resins. It is used to provide epoxy functionalization to polyolefins and other acrylate resins.
Glycidyl methacrylate is used in the production of polymer coatings and finishes, adhesives, plastics and elastomers.
Glycidyl methacrylate dextran has been reported to be used as a biocompatible hydrogel. In situ polymerization of GMA with trimethylolpropane trimethacrylate to form macroporous sorbents has also been reported. GMA may also be grafted onto polypropylene.

Definition

ChEBI: Glycidyl methacrylate is an enoate ester obtained by formal condensation of the carboxy group of methacrylic acid with the hydroxy group of glycidol. It is an enoate ester and an epoxide. It is functionally related to a methacrylic acid and a glycidol.

Preparation

Glycidyl methacrylate is produced from methacrylic acid and glycidol. Glycidol contain both epoxide and alcohol functional groups.It is an enoate ester and an epoxide. It derives from a methacrylic acid and a glycidol.

Reactions

Glycidyl methacrylate (GMA) is a kind of functional monomer. Its active vinyl and epoxy groups could be grafted with polyolefin and reacted with the polar groups such as amine, hydroxyl and carboxyl group, respectively. It can also undergo polymerization to form poly (glycidyl methacrylate).

Synthesis Reference(s)

Tetrahedron, 48, p. 5099, 1992 DOI: 10.1016/S0040-4020(01)90120-6
Synthesis, p. 1019, 1986 DOI: 10.1055/s-1986-31856

Flammability and Explosibility

Flammable

Toxics Screening Level

For the purpose of complying with R225, both the short term ITSL (16 μg/m3 with 24 hour averaging) and the chronic ITSL (0.8 μg/m3 with annual averaging time) should be met.

Material Safety Data Sheet(MSDS)

Spectrum Detail

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