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Sigma-Aldrich

(2-Dodecen-1-yl)succinic anhydride

technical

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About This Item

Empirical Formula (Hill Notation):
C16H26O3
CAS Number:
Molecular Weight:
266.38
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

9.2 (vs air)

vapor pressure

<1 mmHg ( 20 °C)

grade

technical

form

solid

bp

180-182 °C/5 mmHg (lit.)

mp

41-43 °C (lit.)
~45 °C

SMILES string

CCCCCCCCC\C=C/CC1CC(=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/h10-11,14H,2-9,12-13H2,1H3/b11-10+

InChI key

UYCICMIUKYEYEU-ZHACJKMWSA-N

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General description

(2-Dodecen-1-yl)succinic anhydride is a carboxylic acid anhydride. It participates in the synthesis of alkenyl inulin derivatives and biosurfactants.

Application

(2-Dodecen-1-yl)succinic anhydride may be used in the following:
  • Synthesis of amphiphilic N-[(2´-(dodec-2´-en-10-yl)succinoyl]chitosan.
  • Chemical modification of sago starch, via esterification.
  • Preparation of dodecenyl succinic anhydride (DDSA) gum arabic derivatives, via chemical modification of gum arabic.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

352.4 °F - closed cup

flash_point_c

178 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Synthesis, characterization and emulsification properties of dodecenyl succinic anhydride derivatives of gum Arabic.
Wang H, et al.
Food Hydrocolloids, 37, 143-148 (2014)
Application of hydrophobic ?-cyclodextrin polymer in separation of metal ions by plasticized membranes.
Kozlowski CA, et al.
Separation and Purification Technology, 46(3), 136-144 (2005)
Amphiphilic N-[2 (3)-(dodec-2'-en-1'-yl) succinoyl] chitosan: Synthesis and properties.
Tikhonov VE, et al.
Reactive functional Polymers, 68(2), 436-445 (2008)
The effect of anhydride modification of sago starch on the tensile and water absorption properties of sago-filled linear low-density polyethylene (LLDPE).
Abdul Khalil HPS, et al.
Polymer-Plastics Technology and Engineering, 40(3), 249-263 (2001)
S Kokubun et al.
Biomacromolecules, 14(8), 2830-2836 (2013-06-26)
Biosurfactants have been synthesized using a low energy, environmentally friendly process by the derivatization of inulin with octenyl (OSA) and dodecenyl (DDSA) succinic anhydrides in aqueous solution. The inulin and its derivatives have been characterized using gel permeation chromatography/multi angle

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