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87189

Sigma-Aldrich

1-Tetradecene

≥97.0% (GC)

Synonym(s):

1-Butadecene, n-Tetradec-1-ene, alpha-Tetradecene

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About This Item

Linear Formula:
CH3(CH2)11CH=CH2
CAS Number:
Molecular Weight:
196.37
Beilstein/REAXYS Number:
1701156
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

6.8 (vs air)

assay

≥97.0% (GC)

form

liquid

autoignition temp.

455 °F

refractive index

n20/D 1.436 (lit.)
n20/D 1.436

bp

251 °C (lit.)

mp

−13-−11 °C (lit.)

density

0.775 g/mL at 25 °C (lit.)

SMILES string

CCCCCCCCCCCCC=C

InChI

1S/C14H28/c1-3-5-7-9-11-13-14-12-10-8-6-4-2/h3H,1,4-14H2,2H3

InChI key

HFDVRLIODXPAHB-UHFFFAOYSA-N

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Application

1-Tetradecene can be used as a reactant to synthesize:
  • 2-Tetradecanone via PdCl2/CrO3 catalyzed oxidation reaction.
  • (E)-ethyl pentadec-2-enoate, which is used as a key intermediate in the diastereoselective synthesis of (+)-nephrosterinic acid and (+)-protolichesterinic acid via Johnson-Claisen rearrangement.

It can also be used as a monomer unit to synthesize high molecular weight polymer [poly(1- tetradecene)] by titanium complex catalyzed polymerization reaction.

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Asp. Tox. 1

supp_hazards

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

230.0 °F

flash_point_c

110 °C

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

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Nomura K, et al.
Molecules (Basel), 24(8), 1634-1634 (2019)
Diastereoselective synthesis of (+)-nephrosterinic acid and (+)-protolichesterinic acid
Fernandes RA, et al.
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