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549797

Acryloyl chloride

97.0%, contains <210 ppm MEHQ as stabilizer

Synonym(s):

2-Propenoyl chloride

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5 g

Estimated to ship onJune 19, 2026fromMILWAUKEE

$85.50
500 g

Estimated to ship onJune 19, 2026fromMILWAUKEE

$973.00

About This Item

Linear Formula:
CH2=CHCOCl
CAS Number:
Molecular Weight:
90.51
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
212-399-0
Beilstein/REAXYS Number:
635744
MDL number:

$85.50


Estimated to ship onJune 19, 2026Details


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vapor density

>1 (vs air)

vapor pressure

1.93 psi ( 20 °C)

assay

97.0%

contains

<210 ppm MEHQ as stabilizer

refractive index

n20/D 1.435 (lit.)

bp

72-76 °C (lit.)

density

1.114 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

ClC(=O)C=C

InChI

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

InChI key

HFBMWMNUJJDEQZ-UHFFFAOYSA-N

General description

Acryloyl chloride is a derivative of acrylic acid and is widely used as a reactive monomer in the synthesis of various polymers with desired properties such as good transparency, flexibility, excellent mechanical and thermal properties, and resistance to moisture and chemicals. Acryloyl chloride contains both an acryloyl group (-CH2=CHC(O)Cl) and a chloride functional group (-Cl) in its structure. This combination of functional groups enables acryloyl chloride to undergo polymerization reactions and participate in copolymerization processes. In the field of polymers, acryloyl chloride is commonly used in the production of acrylic polymers, such as polyacrylates and polymethacrylates. These polymers have a wide range of applications, including coatings, adhesives, sealants, textiles, and biomedical materials.

Application

Acryloyl chloride can used as a monomer in the synthesis of:
  • Acrylic polymers via radical polymerization or copolymerization. These acrylic polymers can be tailored to possess the desired properties for biomedical coatings, including biocompatibility, adhesion to the device surface, and durability.
  • Poly(styrene-co-acryloyl chloride) copolymer by crosslinked networks with styrene. The resulting crosslinked polymer can then be functionalized or modified by various chemical reactions to introduce specific properties or functionalities desired for the application as a polymer support or an electrophilic scavenger resin.
  • Acrylamide-modified chitosan.
  • Ulvan acrylate macromer via esterification of hydroxyl groups of polysaccharides. This macromer can be used to prepare ulvan-based thermosensitive hydrogels.
  • Degradable peptide cross-linker by the acrylation of the amine groups of lysine residues and glutamine within peptide sequences.

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This Item
A24109O4733523216
assay

97.0%

assay

≥97%

assay

99%

assay

97%

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

−20°C

density

1.114 g/mL at 25 °C (lit.)

density

1.114 g/mL at 25 °C (lit.)

density

0.953 g/mL at 25 °C (lit.)

density

1.07 g/mL at 25 °C (lit.)

refractive index

n20/D 1.435 (lit.)

refractive index

n20/D 1.435 (lit.)

refractive index

n20/D 1.435 (lit.)

refractive index

n20/D 1.442 (lit.)

vapor density

>1 (vs air)

vapor density

>1 (vs air)

vapor density

-

vapor density

-

bp

72-76 °C (lit.)

bp

72-76 °C (lit.)

bp

195 °C (lit.)

bp

95-96 °C (lit.)


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Danger

Hazard Classifications

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

supp_hazards

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

30.2 °F

flash_point_c

-1 °C



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Andrea Morelli et al.
Carbohydrate polymers, 136, 1108-1117 (2015-11-18)
The present study is focused on the exploitation and conversion of sulphated polysaccharides obtained from waste algal biomass into high value added material for biomedical applications. ulvan, a sulphated polysaccharide extracted from green seaweeds belonging to Ulva sp. was selected
Soyeon Kim et al.
Biomacromolecules, 4(5), 1214-1223 (2003-09-10)
Hydrogels composed of N-isopropylacrylamide (NIPAAm) and acrylic acid (AAc) were prepared by redox polymerization with peptide cross-linkers to create an artificial extracellular matrix (ECM) amenable for testing hypotheses regarding cell proliferation and migration in three dimensions. Peptide degradable cross-linkers were
Thomas N Chiesl et al.
Analytical chemistry, 77(3), 772-779 (2005-02-01)
We have created a family of water-soluble block copolymers of acrylamide and N-alkylacrylamides that are designed to selectively remove proteins from DNA via microchannel electrophoresis. It was hypothesized that the inclusion of hydrophobic subunits in the polymer chain, in sufficient



Global Trade Item Number

SKUGTIN
549797-500G04061832575438
549797-5G04061832575445

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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