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10896

Sigma-Aldrich

Vinyl laurate

produced by Wacker Chemie AG, Burghausen, Germany, ≥98% (GC)

Synonym(s):

VL

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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:
57646832
NACRES:
NA.22

grade

produced by Wacker Chemie AG, Burghausen, Germany

assay

≥98% (GC)

bp

254 °C/1013 hPa (lit.)

solubility

H2O: slightly soluble 1 g/L at 20 °C

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 is a clear, colorless to light yellow colored liquid. The flash point is 125°C. It forms aqueous colloidal microgel by copolymerization with N-isopropylacrylamide. The enzymatic acylation of Avicel cellulose with vinyl laurate, a solvent free reaction system, was studied.

application

Vinyl laurate was used in the synthesis of laurate and stearate esters of corn starch. It was used as the acyl donor during synthesis of sucrose laurate esters catalyzed by Bacillus pseudofirmus AL-89 . Vinyl laurate was also used in the preparation of chirally deuterated benzyl chlorides.

Other Notes

prices for bulk quantities on request

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

257.0 °F

flash_point_c

125 °C

ppe

Eyeshields, Gloves

Certificates of Analysis (COA)

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Synthesis of sucrose laurate using a new alkaline protease.
Pedersen NR, et al.
Tetrahedron Asymmetry, 14(6), 667-673 (2003)
Synthesis of higher fatty acid starch esters using vinyl laurate and stearate as reactants.
Junistia L, et al.
Starch/Staerke, 60(12), 667-675 (2008)
Novel gelling behavior of poly (N-isopropylacrylamide-co-vinyl laurate) microgel dispersions.
Benee LS, et al.
Langmuir, 18(16), 6025-6030 (2002)
Derek W Barnett et al.
Journal of labelled compounds & radiopharmaceuticals, 56(1), 6-11 (2013-11-29)
Chirally deuterated benzyl chlorides were prepared using novel, general hexachloroacetone/polymer-supported triphenylphosphine treatment of chirally deuterated benzyl alcohols. Doubly labeled protected tyrosine was obtained in 62% yield with 86% de at the α-carbon and 82% de at the β-carbon. Key in
Stavros Gremos et al.
Bioresource technology, 102(2), 1378-1382 (2010-10-05)
Cellulose esters are an important class of functional biopolymers with great interest in the chemical industry. In this work the enzymatic acylation of Avicel cellulose with vinyl propionate, vinyl laurate and vinyl stearate, has been performed successfully in a solvent
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