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19170

Sigma-Aldrich

3-Buten-1-ol

purum, ≥98.0% (GC)

Synonym(s):

Allylcarbinol

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About This Item

Linear Formula:
CH2=CHCH2CH2OH
CAS Number:
Molecular Weight:
72.11
Beilstein/REAXYS Number:
1633504
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

purum

Quality Level

assay

≥98.0% (GC)

refractive index

n20/D 1.421 (lit.)
n20/D 1.422

bp

112-114 °C (lit.)

density

0.838 g/mL at 25 °C (lit.)

SMILES string

OCCC=C

InChI

1S/C4H8O/c1-2-3-4-5/h2,5H,1,3-4H2

InChI key

ZSPTYLOMNJNZNG-UHFFFAOYSA-N

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Application

3-Buten-1-ol was used as a starting reagent in asymmetric total synthesis of natural seimatopolide B. It was also used in the synthesis of catalytic bimetallic nanoparticles.

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Description
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pictograms

FlameExclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

91.4 °F - closed cup

flash_point_c

33 °C - closed cup

ppe

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


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Organic & biomolecular chemistry, 11(20), 3355-3364 (2013-04-09)
The asymmetric total synthesis of natural seimatopolide B along with its enantiomer is described starting from readily available 5-hexen-1-ol and 3-buten-1-ol. The key steps involved are Jacobson hydrolytic kinetic resolution, proline-catalyzed α-hydroxylation, Yamaguchi esterification and ring-closing metathesis. This asymmetric total

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