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416967

Sigma-Aldrich

Propargyl ether

98%

Synonym(s):

Dipropargyl ether, Dipropynyl ether

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About This Item

Linear Formula:
(HC≡CCH2)2O
CAS Number:
Molecular Weight:
94.11
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.442 (lit.)

bp

55-57 °C/65 mmHg (lit.)

density

0.914 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C#CCOCC#C

InChI

1S/C6H6O/c1-3-5-7-6-4-2/h1-2H,5-6H2

InChI key

HRDCVMSNCBAMAM-UHFFFAOYSA-N

General description

Propargylic ethers have been reported to participate in the preparation of various diindolylmethanes.

Application

Propargyl ether was used for the preparation of polyferrocenes, via polyaddition with 1,1′-bis(azidoethyl)ferrocene. It may be used for the preaparation of cyclic polystyrene.

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral - Flam. Liq. 3

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

75.2 °F - closed cup

Flash Point(C)

24 °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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An Access Route to Polyferrocenes via Modular Conjugation.
Lang C, et al.
Macromolecular Chemistry and Physics, 212(8), 831-839 (2011)
Dongxu Shu et al.
Organic letters, 15(16), 4162-4165 (2013-08-06)
Various diindolylmethanes were prepared from propargylic ethers and substituted indoles via a platinum-catalyzed tandem indole annulation/arylation cascade. The resulting diindolylmethanes could be converted to natural product malassezin by formylation or indolo[3,2-b]carbazoles by cyclization.
Reggie L Hudson et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 233, 118206-118206 (2020-03-09)
The infrared (IR) spectrum of dipropargyl ether, (HC≡C-CH2)2O, has been reinvestigated for the compound's liquid, amorphous, and crystalline forms. The IR baseline changes and bandshape distortions seen in literature spectra have been considerably reduced by a different choice of conditions
Chao Wang et al.
Nanomedicine : nanotechnology, biology, and medicine, 14(4), 1349-1360 (2018-04-13)
The immunogenicity of subunit vaccines can be augmented by formulating them into nanoparticles. We conjugated recombinant trimetric influenza A/Aichi/2/68(H3N2) hemagglutinin (HA) onto functionalized gold nanoparticle (AuNP) surfaces in a repetitive, oriented configuration. To further improve the immunogenicity, we generated Toll-like
Cyclic polystyrene topologies via RAFT and CuAAC.
Hossain MD, et al.
Polym. Chem., 3(10), 2986-2995 (2012)

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