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Dodecenylsuccinic anhydride

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Dodecenylsuccinic anhydride Basic information

Product Name:
Dodecenylsuccinic anhydride
Synonyms:
  • N-DODECENYL SUCCINIC ANHYDRIDE
  • N-DDSA
  • 2-DODECENYLSUCCINIC ACID ANHYDRIDE
  • 2-DODECEN-1-YLSUCCINC ANHYDRIDE
  • 2-(dodecyl)succinicanhydride
  • 3-(dodecenyl)dihydro-5-furandione
  • DODECENYLSUCCINIC ANHYDRIDE
  • DDSA
CAS:
25377-73-5
MF:
C16H26O3
MW:
266.38
EINECS:
246-917-1
Mol File:
25377-73-5.mol
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Dodecenylsuccinic anhydride Chemical Properties

Melting point:
~45 °C
Boiling point:
150 °C3 mm Hg(lit.)
Density 
1.005 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.479(lit.)
Flash point:
>230 °F
storage temp. 
Store below +30°C.
InChI
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+
InChIKey
WVRNUXJQQFPNMN-VAWYXSNFSA-N
SMILES
C1(OC(=O)CC1/C=C/CCCCCCCCCC)=O
CAS DataBase Reference
25377-73-5(CAS DataBase Reference)
EPA Substance Registry System
2,5-Furandione, 3-(dodecenyl)dihydro- (25377-73-5)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/38-36/37/38
Safety Statements 
26-36
RIDADR 
2810
WGK Germany 
1
RTECS 
WN1300000
HazardClass 
6.1(b)
PackingGroup 
III
Hazardous Substances Data
25377-73-5(Hazardous Substances Data)
Toxicity
mouse,LD50,intraperitoneal,320mg/kg (320mg/kg),SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYEBEHAVIORAL: MUSCLE WEAKNESSBEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY),National Technical Information Service. Vol. AD441-640,

MSDS

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Dodecenylsuccinic anhydride Usage And Synthesis

Description

Dodecenylsuccinic anhydride, mixture of isomers (DDSA) belongs to the class of long chained aliphatic anhydrides that are used as catalysts and organic acid anhydride based hardeners that find usage in electrical industry.

Uses

Dodecenylsuccinic anhydride (DDSA) is an age-old modifying agent. DDSA is widely reported as a curing agent for polymers and additives in polymer production. DDSA curing by polymerization with epoxy mixtures is reported to improve flexibility due to the presence of the 12-carbon chain. Moreover, the slow curing property of this organic acid anhydride allows adequate time for impregnation of the substrate. The surface treatment of aluminum hydroxide with DDSA reduces its tendency to nucleate crystallization and improve the filler’s dispersion as the hydrocarbon chains separate the charged aluminum hydroxide from the polymer. At specific concentrations, DDSA increased the growth of β-polypropylene. DDSA could be used as a component of an embedding mixture for electron microscopy[1-2].

Safety Profile

Poison by inhalation and intraperitoneal routes. An irritant and sensitizer. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.

References

[1] Nirali N. Shah, Rekha S. Singhal, Niharika Soni. “Modification of proteins and polysaccharides using dodecenyl succinic anhydride: Synthesis, properties and applications—A review.” International Journal of Biological Macromolecules 107 (2018): Pages 2224-2233.
[2] W. R. Lockwood, L. L. Langston Jr. “A reliable and easily sectioned epoxy embedding medium.” Anatomical Record-Advances in Integrative Anatomy and Evolutionary Biology 150 2 (1964): 129–139.

Dodecenylsuccinic anhydride Preparation Products And Raw materials

Raw materials

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