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333646

Sigma-Aldrich

1,13-Tetradecadiene

90%

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About This Item

Linear Formula:
CH2=CH(CH2)10CH=CH2
CAS Number:
Molecular Weight:
194.36
Beilstein:
1741459
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

90%

form

liquid

refractive index

n20/D 1.443 (lit.)

bp

131 °C/17 mmHg (lit.)

density

0.849 g/mL at 25 °C (lit.)

SMILES string

C=CCCCCCCCCCCC=C

InChI

1S/C14H26/c1-3-5-7-9-11-13-14-12-10-8-6-4-2/h3-4H,1-2,5-14H2

InChI key

XMRSTLBCBDIKFI-UHFFFAOYSA-N

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General description

1,13-Tetradecadiene is an α-diolefin. Polymerization of 1,13-tetradecadiene using aluminum triisobutyl-titanium tetrachloride was reported.

Application

1,13-Tetradecadiene was grafted to hydrogenated B-doped silicon (100) surfaces. It was used in the synthesis of naturally occurring, biologically active pyridine alkaloids theonelladins C and D, niphatesine C and xestamine D.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

217.4 °F - closed cup

Flash Point(C)

103 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Polymerization of Higher a-Diolefins with Metal Alkyl Coordination Catalysts1.
Marvel CS and Garrison Jr WE.
Journal of the American Chemical Society, 81(17), 4737-4744 (1959)
Synthesis of pyridine alkaloids via Pd-catalyzed coupling of 3-iodopyridine, 1, ?-dienes and nitrogen nucleophiles.
Larock RC and Wang Y.
Tetrahedron Letters, 43(1), 21-23 (2002)
Monolayers of simple organic molecules on silicon studied by surface tools.
Scandurra A, et al.
Surface and Interface Analysis : SIA, 34(1), 777-777 (2002)
Kotohiro Nomura et al.
Polymers, 12(1) (2019-12-22)
Copolymerizations of 1-decene (DC) with 1,9-decadiene (DCD), 1-dodecene (DD) with 1,11-dodecadiene (DDD), and 1-tetradecene (TD) with 1,13-tetradecadiene (TDD), using Cp*TiMe2(O-2,6-iPr2C6H3) (1)-[Ph3C][B(C6F5)4] (borate) catalyst in the presence of AliBu3/Al(n-C8H17)3 proceeded in a quasi-living manner in n-hexane at -30 to -50 °C

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