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143995

Sigma-Aldrich

Propargyl chloride

98%

Synonym(s):

3-Chloro-1-propyne

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About This Item

Linear Formula:
HC≡CCH2Cl
CAS Number:
624-65-7
Molecular Weight:
74.51
Beilstein:
506005
EC Number:
210-856-9
MDL number:
MFCD00000980
UNSPSC Code:
12352100
PubChem Substance ID:
24848620
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.435 (lit.)

bp

58 °C (lit.)

solubility

benzene: miscible
chloroform: miscible
diethyl ether: miscible
ethanol: miscible
ethyl acetate: miscible
ethylene glycol: miscible
water: insoluble

density

1.03 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

ClCC#C

InChI

1S/C3H3Cl/c1-2-3-4/h1H,3H2

InChI key

LJZPPWWHKPGCHS-UHFFFAOYSA-N

General description

Propargyl chloride is an efficient propargylating agent. It generates propargyl radicals by the pulsed laser photolysis.

Application

Propargyl chloride was used to study emission spectra of dissociating propargyl chloride upon photoexcitation at 199 nm. It was used in the synthesis of novel tetraaryl analog of bisphenol A and triaryl analog of bisphenol A propargyl resins.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Flam. Liq. 2 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

66.2 °F - closed cup

Flash Point(C)

19 °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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Akira Matsugi et al.
The journal of physical chemistry. A, 115(26), 7610-7624 (2011-05-24)
The kinetics and mechanisms of the self-reaction of allyl radicals and the cross-reaction between allyl and propargyl radicals were studied both experimentally and theoretically. The experiments were carried out over the temperature range 295-800 K and the pressure range 20-200
DIPROPARGYL ETHERS OF HIGH ASPECT RATIO BISPHENOLS.
Filipova TS, et al.
Polymer Preprints (American Chemical Society, Division of Polymer Chemistry), 48(1), 388-388 (2007)
Investigating the C-Cl Antibonding Character in the pp* Excited State of Vinyl, Allyl, and Propargyl Chloride: Emission Spectra and ab Initio Calculations.
Browning PW, et al.
The Journal of Physical Chemistry, 100(19), 7765-7771 (1996)
Lyudmila A Grischenko et al.
Carbohydrate research, 376, 7-14 (2013-06-04)
New arabinogalactan propargyl ethers with degree of substitution (DS) up to 2.8 have been obtained by propargylation of arabino-3,6-galactan (AG) with propargyl bromide (PB) in the two-phase system 30-60% КОН aqueous solution/toluene in the presence of triethylbenzylammonium chloride (TEBAС) or

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