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Quality Level
Assay
98%
refractive index
n20/D 1.447 (lit.)
bp
78-81 °C/0.4 mmHg (lit.)
density
0.997 g/mL at 25 °C (lit.)
functional group
allyl
anhydride
ester
SMILES string
C=CCCC(=O)OC(=O)CCC=C
InChI
1S/C10H14O3/c1-3-5-7-9(11)13-10(12)8-6-4-2/h3-4H,1-2,5-8H2
InChI key
NEDHQDYBHYNBIF-UHFFFAOYSA-N
Related Categories
General description
4-Pentenoic anhydride is a carboxylic anhydride.
Application
4-Pentenoic anhydride may be used:
- In the preparation of glucose functionalized (co)polymers.
- As a monomer in the preparation of cross-linked polyanhydrides.
- For the preparation of polymers with pendant vinyl or acetylene.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
230.0 °F - closed cup
Flash Point(C)
110 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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2-(Trimethylsilyl) ethyl Glycosides. Transformation into the Corresponding 1-O-Acyl Sugars.
Acta Chemica Scandinavica, 47, 826-826 (1993)
Studies of the mechanism of the hypoglycemic action of 4-pentenoic acid.
Proceedings of the National Academy of Sciences of the USA, 58(6), 2299-2299 (1967)
Chemical communications (Cambridge, England), (10)(10), 1198-1200 (2009-02-26)
Homopolymer and block copolymer bearing carbohydrate side chain functionality were obtained by grafting glucothiose onto alkene functional scaffolds via a thiol-ene click reaction and the resulting copolymer was used to form thermo-responsive micelles as a potential drug carrier.
Biomacromolecules, 15(7), 2573-2582 (2014-05-23)
Several critical aspects of cross-linked polyanhydrides made using thiol-ene polymerization are reported, in particular the erosion, release, and solution properties, along with their cytotoxicity toward fibroblast cells. The monomers used to synthesize these polyanhydrides were 4-pentenoic anhydride and pentaerythritol tetrakis(3-mercaptopropionate).
Biomacromolecules, 12(5), 1738-1751 (2011-04-12)
Statistical and block copolymers based on poly(2-hydroxyethyl methacrylate) (PHEMA) and poly[oligo(ethylene glycol) methylether methacrylate] (POEGMEMA) were modified with 4-pentenoic anhydride or 4-oxo-4-(prop-2-ynyloxy)butanoic anhydride to generate polymers with pendant vinyl or acetylene, respectively. Subsequent thiol-ene or thiol-yne reaction with thioglycolic acid
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