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471801

Sigma-Aldrich

4-Pentenoic anhydride

98%

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Linear Formula:
(H2C=CHCH2CH2CO)2O
CAS Number:
Molecular Weight:
182.22
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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

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This Item
24592563200641375
4-Pentenoic anhydride 98%

Sigma-Aldrich

471801

4-Pentenoic anhydride

4-Pentenoic acid 97%

Sigma-Aldrich

245925

4-Pentenoic acid

Maleic anhydride puriss., ≥99.0% (NT)

Sigma-Aldrich

63200

Maleic anhydride

refractive index

n20/D 1.447 (lit.)

refractive index

n20/D 1.428 (lit.)

refractive index

-

refractive index

-

bp

78-81 °C/0.4 mmHg (lit.)

bp

83-84 °C/12 mmHg (lit.)

bp

200 °C (lit.)

bp

-

density

0.997 g/mL at 25 °C (lit.)

density

0.981 g/mL at 25 °C (lit.)

density

-

density

-

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

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

Signal Word

Warning

Hazard 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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Customers Also Viewed

Slide 1 of 7

1 of 7

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)
2-(Trimethylsilyl) ethyl Glycosides. Transformation into the Corresponding 1-O-Acyl Sugars.
Ellervik U and Magnusson G.
Acta Chemica Scandinavica, 47, 826-826 (1993)
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.
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).
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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