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About This Item
Empirical Formula (Hill Notation):
C16H26O3
CAS Number:
Molecular Weight:
266.38
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
EC Number:
247-781-6
MDL number:
InChI key
WVRNUXJQQFPNMN-VAWYXSNFSA-N
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+
SMILES string
CCCCCCCCCC\C=C\C1CC(=O)OC1=O
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.)
Quality Level
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.
signalword
Warning
hcodes
Hazard Classifications
Aquatic Chronic 4 - Eye Irrit. 2 - Skin Sens. 1
Storage Class
10 - Combustible liquids
wgk
WGK 1
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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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)
High-performance arabinoglucuronoxylan-based biosurfactants for oily sludge separation
Haibo Huang, et al.
Carbohydrate Polymers, 303, 120461-120461 (2023)
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)
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