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61670

Sigma-Aldrich

Dodecanoyl chloride

purum, ≥97.5% (GC)

Synonym(s):

Lauroyl chloride

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About This Item

Linear Formula:
CH3(CH2)10COCl
CAS Number:
Molecular Weight:
218.76
Beilstein:
1281201
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

purum

Quality Level

Assay

≥97.5% (GC)

refractive index

n20/D 1.445

mp

-13--10 °C

density

0.922 g/mL at 20 °C

functional group

acyl chloride

SMILES string

CCCCCCCCCCCC(Cl)=O

InChI

1S/C12H23ClO/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3

InChI key

NQGIJDNPUZEBRU-UHFFFAOYSA-N

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Application

Dodecanoyl chloride aslo known as lauroyl chloride is an acid chloride that can be used as a reagent for the surface modification of:
  • Chitosans, by converting it into acylated chitosans for increasing solubility in organic solvents.
  • Microfibrillated cellulose (MFC) for improving dispersibility in biopolyamide nanocomposites.

It can also be used as a:
  • Starting material for the synthesis of (R)-3-aminotetradecanoic acid (iturinic acid).
  • Reagent for the preparation of (3,6-bis(dodecanamido)-2,7-dibromo-9-dodecyl-9H-carbazole).This amide intermediate can be further used in the synthesis of azomethine-bridged ladder-type poly( p-phenylene)s.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

284.0 °F - closed cup

Flash Point(C)

140 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis of fully soluble azomethine-bridged ladder-type poly (p-phenylenes) by Bischler- Napieralski reaction
Chen Y, et al.
Macromolecules, 43(24), 10216-10220 (2010)
Novel stereoselective synthesis of (R)-3-aminotetradecanoic acid (Iturinic acid)
Temperini A, et al.
Letters in Organic Chemistry, 6(1), 22-24 (2009)
Characterization of chemical and solid state structures of acylated chitosans
Zong Z, et al.
Polymer, 41(3), 899-906 (2000)
The effect of surface modification of microfibrillated cellulose (MFC) by acid chlorides on the structural and thermomechanical properties of biopolyamide 4.10 nanocomposites
Leszczynska, A, et al.
Industrial Crops and Products, 116(3), 97-108 (2018)
Sanna Virtanen et al.
Carbohydrate polymers, 177, 105-115 (2017-10-01)
Using softwood pulp as the starting material, the synthesis of regioselectively substituted mixed cellulose esters with varying degree of substitution and ratio of short/long chains was successfully completed. The structures of the cellulose esters were characterised. The impact of the

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