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Merck

A24109

Sigma-Aldrich

Acryloylchlorid

≥97%, contains ~400 ppm phenothiazine as stabilizer

Synonym(e):

Acryloylchlorid

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About This Item

Lineare Formel:
CH2=CHCOCl
CAS-Nummer:
Molekulargewicht:
90.51
Beilstein:
635744
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12162002
PubChem Substanz-ID:
NACRES:
NA.23

Dampfdichte

>1 (vs air)

Qualitätsniveau

Dampfdruck

1.93 psi ( 20 °C)

Assay

≥97%

Form

liquid

Enthält

~400 ppm phenothiazine as stabilizer

Brechungsindex

n20/D 1.435 (lit.)

bp

72-76 °C (lit.)

Dichte

1.114 g/mL at 25 °C (lit.)

Lagertemp.

2-8°C

SMILES String

ClC(=O)C=C

InChI

1S/C3H3ClO/c1-2-3(4)5/h2H,1H2

InChIKey

HFBMWMNUJJDEQZ-UHFFFAOYSA-N

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Allgemeine Beschreibung

Acryloyl chloride, an organic chemical compound, serves primarily as a reactive monomer for synthesizing polymers and copolymers applicable in diverse fields like adhesives, coatings, hydrogel coatings, sustained drug release, hydrogel film, organic electronic devices and plastics. Phenothiazine is commonly used as a stabilizer for acryloyl chloride during polymerization. It is added in small quantities (400ppm), to prevent the formation of unwanted by-products and to extend the shelf life of the reactive monomer. It also acts as a scavenger for free radicals that may form during the polymerization process.

Anwendung

Acryloyl chloride can be used as:
  • A monomer to synthesize crosslinked zwitterionic hydrogel coatings for sensing and detection in complex media.
  • A reactant to synthesize crosslinked hydrogel film by reacting with a hydrophilic monomer called N,N-(dimethylacrylamide) (DMAA). The prepared hydrogel film is further used in sustained drug delivery.
  • A monomer in the preparation of acrylate-based polymers with excellent n-type semiconducting properties, which are important for the development of organic electronic devices.
  • The cyclam monomer. The polymer of this modified cyclam monomer can be used in specific transition metal binding.

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Met. Corr. 1 - Skin Corr. 1A

Zusätzliche Gefahrenhinweise

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

30.2 °F

Flammpunkt (°C)

-1 °C


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The journal of physical chemistry. A, 110(42), 11839-11846 (2006-10-20)
The potential energy surfaces of isomerization and dissociation reactions for CH2CHCOCl in the S0, T1, T2, and S1 states have been mapped with DFT, CASSCF, MP2, and MR-CI calculations. Rate constants for adiabatic and nonadiabatic processes have been calculated with
R Bahulekar et al.
Biomaterials, 20(4), 357-362 (1999-02-27)
Poly(N-alkyl mono and disubstituted) acrylamide derivatives were synthesized from poly(acryloyl chloride) by monomer analogous reaction. The polymers were characterized by FTIR-ATR and GPC. The contact angle measurements were performed to evaluate hydrophobic/hydrophilic characters of these polymers. The N-alkyl substituents changed

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