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Sigma-Aldrich

Dodecenylsuccinic anhydride, mixture of isomers

technical grade, 90%

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Synonym(s):
DDSA
Empirical Formula (Hill Notation):
C16H26O3
CAS Number:
26544-38-7
Molecular Weight:
266.38
EC Number:
247-781-6
MDL number:
MFCD00036197
PubChem Substance ID:
24868056
NACRES:
NA.23

grade

technical grade

Quality Level

100

Assay

90%

form

liquid

refractive index

n20/D 1.479 (lit.)

bp

150 °C/3 mmHg (lit.)

density

1.005 g/mL at 25 °C (lit.)

SMILES string

CCCCCCCCCC\C=C\C1CC(=O)OC1=O

InChI

1S/C16H26O3/c1-2-3-4-5-6-7-8-9-10-11-12-14-13-15(17)19-16(14)18/h11-12,14H,2-10,13H2,1H3/b12-11+

InChI key

WVRNUXJQQFPNMN-VAWYXSNFSA-N

Related Categories

General description

Dodecenylsuccinicanhydride (DDSA) is a mixture of isomers that belongs to the class of long-chained aliphatic anhydrides. It is composed of a dodecenyl (C12) chain attached to a succinic acid backbone and can undergo esterification, amidation, and ring-openingreactions. It is widely used as a cross-linking agent to synthesize hydrogels for drug delivery, coating for medical devices, and as a hardener for curing epoxy resins.

Application

Dodecenylsuccinic anhydride, mixture of isomers can be used:



  • As a precursor to synthesize modified chitosan hydrogels useful for the sustained local delivery of drugs. This modification enhances the hydrophobicity of chitosan, allowing it to better encapsulate and retain hydrophobic drugs.
  • To prepare high-performance Arabinoglucuronoxylan (AGX)-based biosurfactants using rapid homogeneous esterification reactions. These surfactants can be used for oily sludge remediation and oil recovery.
  • As a hardener for curing thermosetting epoxy resins used in various fields such as paints, corrosion protective coatings, adhesives, and electrical circuits.
  • As a modifying agent to prepare collagen hydrogels to fabricate skin wound dressings.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317 - H319 - H413

Hazard Classifications

Aquatic Chronic 4 - Eye Irrit. 2 - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Magnetic microreactors for efficient and reliable magnetic nanoparticle surface functionalization
Digigow RG, et al.
Lab on a chip, 14(13), 2276-2286 (2014)
Dodecenylsuccinic anhydride modified chitosan hydrogels for the sustained delivery of hydrophobic drugs. The case of thymol buccal delivery
Alvarez Echazu, et al.
Journal of Applied Polymer Science, 139, 51432-51432 (2022)
Experimental study on the surface properties of nanoalumina-filled epoxy resin nanocomposites
Deesy Pinto, et al.
Applied Sciences, 10, 733-733 (2020)
A A Gorkun et al.
Biomedical materials (Bristol, England), 13(4), 044108-044108 (2018-05-04)
One of the essential goals in regenerative medicine is microvascularization which enables an effective blood supply within de novo constructed tissues and organs. In our study, we used two common multipotent mesenchymal stromal cell (MMSC) sources (subcutaneous adipose tissue and
Jeanette Bannoehr et al.
PloS one, 15(3), e0225901-e0225901 (2020-03-03)
Hereditary nasal parakeratosis (HNPK) is an inherited disorder described in Labrador Retrievers and Greyhounds. It has been associated with breed-specific variants in the SUV39H2 gene encoding a histone 3 methyltransferase involved in epigenetic silencing. Formalin-fixed biopsies of the nasal planum
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