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)

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

• Language:English Provider:SigmaAldrich

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.

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