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471801

Sigma-Aldrich

4-Pentenoic anhydride

98%

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About This Item

Fórmula lineal:
(H2C=CHCH2CH2CO)2O
Número de CAS:
63521-92-6
Peso molecular:
182.22
MDL number:
MFCD01320671
UNSPSC Code:
12352100
PubChem Substance ID:
24870761
NACRES:
NA.22

Quality Level

100

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.)

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

Categorías relacionadas

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

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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Katie L Poetz et al.
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).
Marlène Rippe et al.
Biomaterials science, 7(7), 2850-2860 (2019-05-10)
Glycosaminoglycans (GAGs) are important components of the extracellular matrix that have attracted great interest for drug delivery and pharmaceutical applications due to their diverse biological functions. Among GAGs, heparosan (Hep), a biosynthetic precursor of heparin, has recently emerged as a
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
Mime Kobayashi et al.
Journal of biomaterials science. Polymer edition, 30(13), 1161-1171 (2019-06-16)
We have developed biocompatible scaffolds that enable cell fate control with visible light. The scaffolds are based on synthetic collagen-like polypeptide, poly(prolyl-hydroxyprolyl-glycyl) {poly(Pro-Hyp-Gly)} which has been used for cosmetics and other healthcare applications. Bioactive peptides were conjugated to the scaffolds
Gaojian Chen et al.
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.
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