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240532

Allyl alcohol

≥99%, liquid

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
NACRES:
NA.22
PubChem Substance ID:
57648048
UNSPSC Code:
12352100
EC Number:
203-470-7
MDL number:
MFCD00002920
Beilstein/REAXYS Number:
605307
Assay:
≥99%
Form:
liquid
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Product Name

Allyl alcohol, ≥99%

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

General description

The partial oxidation of allyl alcohol over oxygen-precovered gold surface was studied.
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.

Application

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.
Allyl alcohol may be used in the preparation of propylene via photocatalytic transfer hydrogenolysis in the presence of Pd/TiO2 catalysts.

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signalword

Danger

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

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

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS8691
SHBS6420
STBL3779
STBL2527
SHBP7265

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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)
Madeleine C Warner et al.
Organic letters, 14(19), 5094-5097 (2012-09-26)
A general and efficient route for the synthesis of enantiomerically pure α-substituted ketones and the corresponding lactones has been developed. Ruthenium- and enzyme-catalyzed dynamic kinetic resolution (DKR) with a subsequent Cu-catalyzed α-allylic substitution are the key steps of the route.
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