P50803
Propargyl alcohol
99%
Synonym(s):
2-Propyn-1-ol
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About This Item
Linear Formula:
HC≡CCH2OH
CAS Number:
Molecular Weight:
56.06
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-471-2
Beilstein/REAXYS Number:
506003
MDL number:
Assay:
99%
vapor density
1.93 (vs air)
Quality Level
vapor pressure
11.6 mmHg ( 20 °C)
assay
99%
refractive index
n20/D 1.432 (lit.)
bp
114-115 °C (lit.)
mp
−53 °C (lit.)
density
0.963 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
OCC#C
InChI
1S/C3H4O/c1-2-3-4/h1,4H,3H2
InChI key
TVDSBUOJIPERQY-UHFFFAOYSA-N
Application
Propargyl alcohol has been used as a key starting material in the [4+2] cycloisomerization mediated synthesis of various phthalide derivatives.
It can also be used to synthesize:
It can also be used to synthesize:
- A variety of regioselective furan-3-carboxamides by reacting with 3-oxo amides using Ag2CO3 as a promoter.
- β-oxopropyl esters by reacting with carboxylic acids in the presence of (arene) (phosphine)ruthenium(II) complex as a catalyst.
signalword
Danger
Hazard Classifications
Acute Tox. 2 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - STOT RE 2
target_organs
Liver,Kidney
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
91.4 °F - closed cup
flash_point_c
33 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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A Stephen K Hashmi et al.
The Journal of organic chemistry, 77(17), 7761-7767 (2012-08-11)
The gold(I)-catalyzed oxidative rearrangement of propargyl alcohols provides an efficient and selective route to 1,3-diketones under mild conditions. Pyridine-N-oxides were used as external oxidants with, different from related substrates, no alkylidenecycloalkanones or oxetan-3-ones formed as side-products.
Hua-Dong Xu et al.
Organic letters, 15(4), 840-843 (2013-01-30)
Cross-dimerization of terminal arylacetylenes and terminal propargylic alcohols/amides has been achieved in the presence of a rhodium catalyst. This method features high chemo- and regioselectivities rendering convenient and atom economical access to functionalized enynes.
Guangyan Zhang et al.
Polymers, 11(2) (2019-04-10)
The temperature responsive PEGylated polyaspartamide derivative, denoted as mPEG-PAAHP, was synthesized by the click reaction. FTIR and ¹H NMR were adopted to characterize and confirm the chemical structures of the obtained mPEG-PAAHPs. The temperature responsive behavior investigated by transmittance and