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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
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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.[1][2]

Application

AGE can be used as a terminal epoxy group in the development of adhesive surfaces by hydrosilylation process.[3] It can also be used in the synthesis of polymeric electrolytes for the fabrication of lithium batteries.[4]
Useful in hydrosilylation, including the H2PtCl6·xH2O (cat. no. 206083) catalyzed hydrosilylation of siloxanes to epoxysiloxanes.[5]

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBL3518
STBL4399
SDBB0561
STBL4243
STBL1786

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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
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
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
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)
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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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