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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/REAXYS Number:
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.

signalword

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

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

134.6 °F - closed cup

flash_point_c

57 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Ashok Kumar et al.
Biotechnology and bioengineering, 93(4), 636-646 (2006-01-26)
An integrated cell cultivation and protein product separation process was developed using a new type of supermacroporous polyacrylamide gel, called cryogel (pAAm-cryogel) support matrix. Human fibrosarcoma HT1080 and human colon cancer HCT116 cell lines were used to secrete urokinase (an
Electrochemical properties of composite polymer electrolyte applied to rechargeable lithium polymer battery
Matoba Y, et al.
Journal of Power Sources, 137(2), 284-287 (2004)
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
K Plna et al.
Carcinogenesis, 17(7), 1465-1471 (1996-07-01)
Glycidyl ethers are reactive epoxides used as components of a variety of epoxy materials. These compounds are known to cause allergic reactions, but since they are generally also genotoxic it would be of interest to evaluate the risk for induction
Cancan Li et al.
Langmuir : the ACS journal of surfaces and colloids, 27(17), 11174-11179 (2011-08-02)
Poly(allyl glycidyl ether) (PAGE) and poly(ethylene glycol) (PEG) blocks were sequentially grown via anionic polymerization to form four block copolymer arms on a cholic acid (CA) core, yielding star block copolymers (CA(AGE(8)-b-EG(n))(4)) with low polydispersities (ca. 1.05). The introduction of
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