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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/REAXYS Number:
605307
EC Number:
203-470-7
MDL number:
MFCD00002920
UNSPSC Code:
12352100
PubChem Substance ID:
57648048
NACRES:
NA.22

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.)

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. Allyl alcohol can be prepared by the rhenium catalyzed-deoxydehydration of glycerol.
The partial oxidation of allyl alcohol over oxygen-precovered gold surface was studied.

Application

Allyl alcohol may be used in the preparation of propylene via photocatalytic transfer hydrogenolysis in the presence of Pd/TiO2 catalysts.
Allyl alcohol was used to grow fitter yeast (Saccharomyces cerevisiae).
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.

signalword

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

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

71.6 °F - closed cup

flash_point_c

22 °C - closed cup

ppe

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

Certificates of Analysis (COA)

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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)
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)
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
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