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543136

Sigma-Aldrich

Propargyl acrylate

98%

Synonym(s):

Acrylic acid propargyl ester

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About This Item

Linear Formula:
CH2=CHCO2CH2C≡CH
CAS Number:
10477-47-1
Molecular Weight:
110.11
EC Number:
233-975-8
MDL number:
MFCD00078451
UNSPSC Code:
12352100
PubChem Substance ID:
24878664
NACRES:
NA.22

Quality Level

100

Assay

98%

contains

200 ppm BHT as inhibitor

refractive index

n20/D 1.447 (lit.)

bp

142-143 °C (lit.)

density

0.997 g/mL at 25 °C (lit.)

SMILES string

C=CC(=O)OCC#C

InChI

1S/C6H6O2/c1-3-5-8-6(7)4-2/h1,4H,2,5H2

InChI key

WPBNLDNIZUGLJL-UHFFFAOYSA-N

General description

Propargyl acrylate is a propargyl ester of acrylic acid. It participates in the preparation of lipid nanoparticles for use in siRNA delivery.

Application

Propargyl acrylate may be used to synthesize:
  • linear poly(N-isopropylacrylamide)(PNIPAM)
  • 1-[3-(2-methyl-2-dodecylsulfanylthiocarbonylsulfanylpropionyloxy)propyl]-1H-[1,2,3]triazol-4-ylmethyl acrylate, an acryloyl trithiocarbonate chain transfer agent
  • propranolol-imprinted core–shell nanoparticles (mipCS)

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

109.9 °F - closed cup

Flash Point(C)

43.3 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hyperbranched polymers via RAFT copolymerization of an acryloyl trithiocarbonate
Vogt AP, et al.
Australian Journal of Chemistry, 60.6, 396-399 (2007)
Temperature-induced phase transition of well-defined cyclic poly (N-isopropylacrylamide) s in aqueous solution
Qiu X-P, et al.
Macromolecules, 40.20, 7069-7071 (2007)
Guang Huang et al.
Journal of separation science, 39(8), 1461-1470 (2016-02-26)
A novel silica-based stationary phase with branched octadecyl groups was prepared by the sequential employment of the Michael addition reaction and photoinduced thiol-yne click chemistry with 3-aminopropyl-functionalized silica microspheres as the initial material. The resulting stationary phase denoted as SiO2
Molecularly imprinted magnetic materials prepared from modular and clickable nanoparticles
Xu C, et al.
Journal of Materials Chemistry, 22.15, 7427-7433 (2012)
Multiparametric approach for the evaluation of lipid nanoparticles for siRNA delivery.
Alabi CA, et al.
Proceedings of the National Academy of Sciences of the USA, 110(32), 12881-12886 (2013)
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