384321
Propargyl chloride solution
70 wt. % in toluene
Synonym(s):
3-Chloro-1-propyne
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About This Item
Linear Formula:
HC≡CCH2Cl
CAS Number:
Molecular Weight:
74.51
Beilstein/REAXYS Number:
506005
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
form
liquid
concentration
70 wt. % in toluene
refractive index
n20/D 1.456
density
0.963 g/mL at 25 °C
functional group
alkyl halide
chloro
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
Product is the 70wt.% solution of propargyl chloride in toluene. Propargyl chloride is a propargyl halide. Its trimethylsilylation reaction has been reported. Liquid-phase Raman spectra, and vapor-phase and solution-phase infrared spectra of propargyl chloride has been studied at 100-3400cm-1 and 300-3800cm-1, respectively. It participates in the addition reaction with acyclic 1,3-dienes (at -78°C) in the presence of zinc chloride.
Application
Propargyl chloride may be used as propargylating agent in the preparation of arabinogalactan propargyl ethers with degree of substitution up to 1.8. It may be used for the in situ preparation of propargyltrichlorosilane and allenyltrichlorosilane, required for the synthesis of optically active allenic and homopropargylic alcohols.
Propargyl chloride solution may be used for the enantioselective synthesis of enantiomerically enriched homopropargyl alcohols.
signalword
Danger
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Corr. 1B - STOT RE 2 - STOT SE 3
target_organs
Central nervous system
Storage Class
3 - Flammable liquids
wgk_germany
WGK 3
flash_point_f
66.2 °F
flash_point_c
19 °C
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Chemo-and enantioselective catalytic addition of propargyl chloride to aldehydes promoted by [Cr (Salen)] complexes.
Bandini M, et al.
Tetrahedron Asymmetry, 12(7), 1063-1069 (2001)
Zinc chloride catalyzed addition reactions of propargyl chlorides with acyclic 1, 3-dienes.
Mayr H and Klein H.
The Journal of Organic Chemistry, 46(20), 4097-4100 (1981)
Selective synthesis of optically active allenic and homopropargylic alcohols from propargyl chloride.
Nakajima M, et al.
Tetrahedron Asymmetry, 12(22), 2449-2452 (2002)
Trimethylsilylation of Propargyl Chloride and Propargyl Bromide.
Verkruijsse HD and Brandsma L.
Synthetic Communications, 20(21), 3375-3378 (1990)
The vibrational spectra and vibrational assignments of the propargyl halides.
Evans JC and Nyquist RA.
Spectrochimica Acta Part A: Molecular Spectroscopy, 19(7), 1153-1163 (1963)
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