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184411

Sigma-Aldrich

1-Eicosene

technical grade, 80%

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About This Item

Linear Formula:
CH2=CH(CH2)17CH3
CAS Number:
3452-07-1
Molecular Weight:
280.53
Beilstein/REAXYS Number:
1768357
EC Number:
222-374-6
MDL number:
MFCD00009013
UNSPSC Code:
12352100
PubChem Substance ID:
24851113
NACRES:
NA.22

grade

technical grade

assay

80%

form

solid

bp

151 °C/1.5 mmHg (lit.)

mp

26-30 °C (lit.)

solubility

chloroform: soluble 5%, clear, colorless

SMILES string

CCCCCCCCCCCCCCCCCCC=C

InChI

1S/C20H40/c1-3-5-7-9-11-13-15-17-19-20-18-16-14-12-10-8-6-4-2/h3H,1,4-20H2,2H3

InChI key

VAMFXQBUQXONLZ-UHFFFAOYSA-N

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General description

Copolymers of 1-eicosene and ethene has been prepared using the methylaluminoxane activated dimethylsilanediyl(tetracyclopentadienyl)(tert-butylamido)-titanium dichloride catalyst system. It polymerizes in the presence of zirconocene and hafnocene catalyst to yield poly-1-eicosene.

Application

1-Eicosene was used in the synthesis of (Z)-tetracos-5-enoic acid and racemic cis-4-(2-octadecylcyclopropane-1-yl)-butanoic acid.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Poly-α-olefins from polypropene to poly-1-eicosene made with metallocene catalysts.
Henschke O, et al.
Journal of Macromolecular Science, Part A: Pure and Applied Chemistry, 35(3), 473-481 (1998)
Short and long chain branching of polyethene prepared by means of ethene copolymerization with 1-eicosene using MAO activated Me2Si (Me4Cp)(NtBu) TiCl2.
Walter P, et al.
Macromolecular Chemistry and Physics, 201(5), 604-612 (2000)
Geoffrey D Coxon et al.
Chemistry and physics of lipids, 126(1), 49-53 (2003-10-29)
(Z)-tetracos-5-enoic acid and racemic cis-4-(2-octadecylcyclopropane-1-yl)-butanoic acid have been prepared from 1-eicosene by a new facile route. Periodic acid cleavage of the epoxide of 1-eicosene gave nonadecanal which was condensed with 4-carboxybutyltriphenylphosphonium bromide to give predominately (Z)-tetracos-5-enoic acid. Simmons-Smith type cyclopropanation
Morten T Nielsen et al.
Applied and environmental microbiology, 80(23), 7258-7265 (2014-09-23)
Forskolin is a promising medicinal compound belonging to a plethora of specialized plant metabolites that constitute a rich source of bioactive high-value compounds. A major obstacle for exploitation of plant metabolites is that they often are produced in small amounts

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