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A32608

Sigma-Aldrich

Allyl glycidyl ether

≥99%

Synonym(s):

1-Allyloxy-2,3-epoxypropane, Allyl 2,3-epoxypropyl ether

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About This Item

Empirical Formula (Hill Notation):
C6H10O2
CAS Number:
106-92-3
Molecular Weight:
114.14
Beilstein:
105871
EC Number:
203-442-4
MDL number:
MFCD00005143
UNSPSC Code:
12162002
PubChem Substance ID:
24890754
NACRES:
NA.23

vapor density

3.9 (vs air)

Quality Level

200

vapor pressure

4.7 mmHg ( 25 °C)

Assay

≥99%

form

liquid

refractive index

n20/D 1.433 (lit.)

bp

154 °C (lit.)

density

0.962 g/mL at 25 °C (lit.)

SMILES string

C=CCOCC1OC1

InChI

1S/C6H10O2/c1-2-3-7-4-6-5-8-6/h2,6H,1,3-5H2

InChI key

LSWYGACWGAICNM-UHFFFAOYSA-N

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General description

Allyl glycidyl ether (AGE) is a monomer that acts as a building block in the polymerization of poly(allyl glycidyl ether) by anionic ring opening mechanism. It is industrially prepared by the reacting allyl alcohol and epichlorohydrin.

Application

AGE can be used as a terminal epoxy group in the development of adhesive surfaces by hydrosilylation process. It can also be used in the synthesis of polymeric electrolytes for the fabrication of lithium batteries.
Useful in hydrosilylation, including the H2PtCl6·xH2O (cat. no. 206083) catalyzed hydrosilylation of siloxanes to epoxysiloxanes.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Dam. 1 - Flam. Liq. 3 - Muta. 2 - Repr. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

134.6 °F

Flash Point(C)

57 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

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Minimally adhesive polymer surfaces prepared from star oligosiloxanes and star oligofluorosiloxanes
Grunlan MA, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 44(8), 2551-2566 (2006)
Bhalchandra K Vaidya et al.
Bioresource technology, 99(9), 3623-3629 (2007-09-04)
Macroporous polymer particles containing surface epoxy groups were synthesized for immobilization of Candida rugosa lipase (CRL). The effect of incorporation of two different sets of monomers [allyl glycidyl ether (AGE) and glycidyl methacrylate (GMA)] and the effect of crosslinking density
Y Koyama et al.
Bioconjugate chemistry, 7(3), 298-301 (1996-05-01)
Novel poly(ethylene glycol) (PEG) derivatives having pendant amino groups were prepared by copolymerization of allyl glycidyl ether with ethylene oxide followed by chemical modification of the double bond side chains. Dropwise addition of the mixture of monomers to the anionic
Challa Lahari et al.
Langmuir : the ACS journal of surfaces and colloids, 26(2), 1096-1106 (2009-12-10)
Effects of changes in hydrophobicity of polymeric support on structure and activity of alpha-chymotrypsin (E.C. 3.4.21.1) have been studied with copolymers of allyl glycidyl ether (AGE) and ethylene glycol dimethacrylate (EGDM) with increasing molar ratio of EGDM to AGE (cross-link
A Dooms-Goossens et al.
Contact dermatitis, 33(1), 17-19 (1995-07-01)
We present a 43-year-old man who worked in the plastics industry and who suffered from an occupational dermatitis on the hands and forearms. He was found to be allergic to an epoxy silane compound that was contaminated with allyl glycidyl
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