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Merck

443271

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:
26544-38-7
Molecular Weight:
266.38
NACRES:
NA.23
PubChem Substance ID:
24868056
UNSPSC Code:
12162002
EC Number:
247-781-6
MDL number:
MFCD00036197

Key Documents

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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

signalword

Warning

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 3 petroleums + Hazardous rank III + Water insoluble liquid

fsl

443271-BULK: + 443271-250ML: + 443271-1L: + 443271-VAR:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
15497PJ
17425LH
10917AH
11219LE
07503KE

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Glycine surfactants derived from dodecenyl succinic anhydride
Dix L and Moon A
Journal of Surfactants and Detergents, 15(3), 351-357 (2012)
Epoxy resins
Nixon R, et al.
Kanerva's Occupational Dermatology, 559-581 (2012)
Bancroft's Theory and Practice of Histological Techniques (2018)
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
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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