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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.)

functional group

acrylate
ester

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

543136-25G:
543136-5G:
543136-VAR:
543136-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX1319
MKCR1780
MKCQ5192
MKCP1957
MKCL4807

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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)
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)
Hyperbranched polymers via RAFT copolymerization of an acryloyl trithiocarbonate
Vogt AP, et al.
Australian Journal of Chemistry, 60.6, 396-399 (2007)
Andreas Hoffmann et al.
Journal of tissue engineering, 8, 2041731417744485-2041731417744485 (2018-01-11)
Stereolithography is one of the most promising technologies for the production of tailored implants. Within this study, we show the results of a new resin formulation for three-dimensional printing which is also useful for subsequent surface functionalization. The class of
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