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443271

Sigma-Aldrich

Dodecenylsuccinic anhydride, mixture of isomers

technical grade, 90%

Synonym(s):

DDSA

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About This Item

Empirical Formula (Hill Notation):
C16H26O3
CAS Number:
Molecular Weight:
266.38
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

grade

technical grade

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

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

Signal Word

Warning

Hazard Statements

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

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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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)
Magnetic microreactors for efficient and reliable magnetic nanoparticle surface functionalization
Digigow RG, et al.
Lab on a chip, 14(13), 2276-2286 (2014)
High-performance arabinoglucuronoxylan-based biosurfactants for oily sludge separation
Haibo Huang, et al.
Carbohydrate Polymers, 303, 120461-120461 (2023)
Bancroft's Theory and Practice of Histological Techniques (2018)
Glycine surfactants derived from dodecenyl succinic anhydride
Dix L and Moon A
Journal of Surfactants and Detergents, 15(3), 351-357 (2012)

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