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61725

Sigma-Aldrich

Vinyl laurate

≥99.0% (GC)

Synonym(s):

Dodecanoic acid vinyl ester, Vinyl dodecanoate

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About This Item

Linear Formula:
CH3(CH2)10COOCH=CH2
CAS Number:
2146-71-6
Molecular Weight:
226.36
Beilstein/REAXYS Number:
1778369
EC Number:
218-414-7
MDL number:
MFCD00048421
UNSPSC Code:
12352100
PubChem Substance ID:
57651859
NACRES:
NA.22

assay

≥99.0% (GC)

refractive index

n20/D 1.441

bp

254 °C/1013 hPa (lit.)

density

0.871 g/mL at 20 °C (lit.)

SMILES string

CCCCCCCCCCCC(=O)OC=C

InChI

1S/C14H26O2/c1-3-5-6-7-8-9-10-11-12-13-14(15)16-4-2/h4H,2-3,5-13H2,1H3

InChI key

GLVVKKSPKXTQRB-UHFFFAOYSA-N

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General description

Vinyl laurate acts as an acyl donor during the transeterification of L-α-glycerophosphorylcholine (GPC) in the presence of Candida antarctica lipase B as catalyst to form lysophosphatidylcholine (LPC).

Application

Vinyl laurate can be used to synthesize the following:
  • sucrose laurate esters from sucrose in organic solvents
  • poly(vinyl laurate) (PVL)latexes
  • porous conducting ‘‘soft′′ polymer foams which can be used as gas sensors

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

257.0 °F

flash_point_c

125 °C

ppe

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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"Conducting Nanocomposite Polymer Foams from Ice-Crystal-Templated Assembly of Mixtures of Colloids"
Colard.L.AC, et al.
Advanced Mat., 21(28), 2894-2898 (2009)
Lysophosphatidylcholine synthesis with Candida antarctica lipase B (Novozym 435)
Virto C and Adlercreutz P
Enzyme and Microbial Technology, 26(08), 630-635 (2000)
"Synthesis of sucrose laurate using a new alkaline protease"
Pedersen RN, et al.
Tetrahedron Asymmetry, 14(06), 667- 673 (2003)
Sophie Cohen et al.
Clinical infectious diseases : an official publication of the Infectious Diseases Society of America, 60(7), 1111-1119 (2014-12-18)
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