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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:
1120-36-1
Molecular Weight:
196.37
Beilstein:
1701156
EC Number:
214-306-9
MDL number:
MFCD00008981
UNSPSC Code:
12352100
PubChem Substance ID:
57653175
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.)

functional group

allyl

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
GHS08

Signal Word

Danger

Hazard Statements

H304

Precautionary Statements

P301 + P310 - P331 - P405 - P501

Hazard Classifications

Asp. Tox. 1

Supplementary Hazards

EUH066

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F

Flash Point(C)

110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Diastereoselective synthesis of (+)-nephrosterinic acid and (+)-protolichesterinic acid
Fernandes RA, et al.
Tetrahedron Asymmetry, 23(1), 60-66 (2012)
Synthesis of methyl ketones from terminal olefins using PdCl2/CrO3 system mimicking the Wacker process
Fernandes RA and Bethi V
Tetrahedron, 70(32), 4760-4767 (2014)
Synthesis of ultrahigh molecular weight polymers with low PDIs by polymerizations of 1-decene, 1-dodecene, and 1-tetradecene by Cp* TiMe2 (O-2, 6-iPr2C6H3)-borate catalyst
Nomura K, et al.
Molecules (Basel), 24(8), 1634-1634 (2019)
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