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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

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

134.6 °F - closed cup

Flash Point(C)

57 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
Allyl glycidyl ether-based polymer electrolytes for room temperature lithium batteries
Barteau KP, et al.
Macromolecules, 46(22), 8988-8994 (2013)
Patty's Industrial Hygiene and Toxicology (4th Edn), Volume II. Part 4. Toxicology
Agius RM, et al.
Annals of Occupational Hygiene, 38(6), 965-965 (1994)
Macromolecules, 27, 3397-3397 (1994)
Fatima M Plieva et al.
Journal of separation science, 27(10-11), 828-836 (2004-09-10)
Supermacroporous monolithic polyacrylamide (pAAm)-based columns have been prepared by radical cryo-copolymerization (copolymerization in the moderately frozen system) of acrylamide with functional co-monomer, allyl glycidyl ether (AGE), and cross-linker N,N'-methylene-bis-acrylamide (MBAAm) directly in glass columns (ID 10 mm). The monolithic columns
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