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240532

Sigma-Aldrich

Allyl alcohol

≥99%

Synonym(s):

2-Propen-1-ol

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About This Item

Linear Formula:
CH2=CHCH2OH
CAS Number:
107-18-6
Molecular Weight:
58.08
Beilstein:
605307
EC Number:
203-470-7
MDL number:
MFCD00002920
UNSPSC Code:
12352100
PubChem Substance ID:
57648048
NACRES:
NA.22
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vapor density

2 (vs air)

Quality Level

200

vapor pressure

23.8 mmHg ( 25 °C)

Assay

≥99%

form

liquid

autoignition temp.

712 °F

expl. lim.

18 %

refractive index

n20/D 1.412 (lit.)

bp

96-98 °C (lit.)

mp

−129 °C (lit.)

solubility

alcohol: miscible(lit.)
chloroform: miscible(lit.)
diethyl ether: miscible(lit.)
water: miscible(lit.)

density

0.854 g/mL at 25 °C (lit.)

functional group

hydroxyl

SMILES string

OCC=C

InChI

1S/C3H6O/c1-2-3-4/h2,4H,1,3H2

InChI key

XXROGKLTLUQVRX-UHFFFAOYSA-N

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General description

Allyl alcohol is an industrially important olefinic alcohol. It is the raw material for the synthesis of a wide range of allylic derivatives such as allyl diglycol carbonate, allyl glycidyl ether, 1,4-butanediol, poly(styrene-allyl alcohol), etc. These derivatives find application as lens, coupling agents, plasticizers, crosslinking agents and coating additives.[1] Allyl alcohol can be prepared by the rhenium catalyzed-deoxydehydration of glycerol.[2]
The partial oxidation of allyl alcohol over oxygen-precovered gold surface was studied[3].

Application

Allyl alcohol may be used in the preparation of propylene via photocatalytic transfer hydrogenolysis in the presence of Pd/TiO2 catalysts.[4]
Allyl alcohol was used to grow fitter yeast (Saccharomyces cerevisiae)[5].
Used to induce a mouse model of liver damage that has been used to study the mechanisms of hepatotoxicity and hepatic stem cell-mediated repair.

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 3 - Eye Irrit. 2 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

71.6 °F - closed cup

Flash Point(C)

22 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL3779
STBL2527
SHBP7265
SHBP4648
SHBN6782

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Synthesis of propylene from renewable allyl alcohol by photocatalytic transfer hydrogenolysis
Caner J, et al.
Catalysis Science & Technology, 4(11), 4093-4098 (2014)
Zeolite-supported iron catalysts for allyl alcohol synthesis from glycerol.
Sanchez G, et al.
Applied Catalysis A: General, 590, 130-142 (2016)
Orla M Wilson et al.
Journal of the American Chemical Society, 128(14), 4510-4511 (2006-04-06)
We report a particle size dependence for the rate of hydrogenation of allyl alcohol using 1.3-1.9 nm Pd dendrimer-encapsulated nanoparticle (DEN) catalysts. For particles with diameters of <1.5 nm and containing <147 Pd atoms, the modulation in catalytic activity is
Deoxydehydration of glycerol to allyl alcohol catalyzed by rhenium derivatives.
Canale V, et al.
Catalysis Science & Technology, 4(10), 3697-3704 (2014)
Hydrosilylation of allyl alcohol with [HSiMe2OSiO1.5]8: octa (3-hydroxypropyldimethylsiloxy) octasilsesquioxane and its octamethacrylate derivative as potential precursors to hybrid nanocomposites.
Zhang C and Laine RM.
Journal of the American Chemical Society, 122(29), 6979-6988 (2000)
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    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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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    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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