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Sigma-Aldrich

Vinyl laurate

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

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Synonym(s):
VL
Linear Formula:
CH3(CH2)10COOCH=CH2
CAS Number:
2146-71-6
Molecular Weight:
226.36
Beilstein:
1778369
EC Number:
218-414-7
MDL number:
MFCD00048421
PubChem Substance ID:
57646832
NACRES:
NA.22

grade

produced by Wacker Chemie AG, Burghausen, Germany

Quality Level

100

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 Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

257.0 °F

Flash Point(C)

125 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Novel gelling behavior of poly (N-isopropylacrylamide-co-vinyl laurate) microgel dispersions.
Benee LS, et al.
Langmuir, 18(16), 6025-6030 (2002)
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)
Synthesis of sucrose laurate using a new alkaline protease.
Pedersen NR, et al.
Tetrahedron Asymmetry, 14(6), 667-673 (2003)
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
Sophie Cohen et al.
Clinical infectious diseases : an official publication of the Infectious Diseases Society of America, 60(7), 1111-1119 (2014-12-18)
Despite the declining incidence of severe neurological complications such as HIV encephalopathy, human immunodeficiency virus (HIV) infection in children is still associated with a range of cognitive problems. Although most HIV-infected children in industrialized countries are immigrants with a relatively
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