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About This Item
Linear Formula:
(H2C=CHCH2CH2CO)2O
CAS Number:
Molecular Weight:
182.22
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk_germany
WGK 3
flash_point_f
230.0 °F - closed cup
flash_point_c
110 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Acta Chemica Scandinavica, 47, 826-826 (1993)
Studies of the mechanism of the hypoglycemic action of 4-pentenoic acid.
Corredor C, et al.
Proceedings of the National Academy of Sciences of the USA, 58(6), 2299-2299 (1967)
Gaojian Chen et al.
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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.
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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).
Vien T Huynh et al.
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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