460923
Propargyl chloroformate
96%
Synonym(s):
(Prop-2-ynyloxy)carbonyl chloride, 2-Propyn-1-yl carbonochloridate, 2-Propynyl chloroformate, Prop-2-yn-1-yl carbonochloridate, Propargyloxycarbonyl chloride
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About This Item
Linear Formula:
HC≡CCH2OCOCl
CAS Number:
Molecular Weight:
118.52
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1745399
Assay:
96%
vapor pressure
0.65 psi ( 20 °C)
Quality Level
assay
96%
reaction suitability
reaction type: click chemistry
refractive index
n20/D 1.435 (lit.)
bp
118-122 °C (lit.)
density
1.215 g/mL at 25 °C (lit.)
functional group
chloro
storage temp.
2-8°C
SMILES string
ClC(=O)OCC#C
InChI
1S/C4H3ClO2/c1-2-3-7-4(5)6/h1H,3H2
InChI key
RAMTXCRMKBFPRG-UHFFFAOYSA-N
General description
Propargyl chloroformate is a propargyl ester. It serves as a protecting group for the hydroxy and amino functional group. Rates of solvolysis of propargyl chloroformate has been analyzed in various solvents of widely varying nucleophilicity and ionizing power values using the extended Grunwald-Winstein equation.
Application
Propargyl chloroformate may be used for the preparation of the following:
- binaphthol-diacetylene derivatives
- propargyl pentafluorophenyl carbonate
- N-Poc protected amino acids (Poc = propargyloxycarbonyl)
signalword
Danger
Hazard Classifications
Acute Tox. 4 Oral - Flam. Liq. 3 - Skin Corr. 1B
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
86.0 °F - closed cup
flash_point_c
30 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
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Propargyloxycarbonyl (Poc) amino acid chlorides as efficient coupling reagents for the synthesis of 100% diastereopure peptides and resin bound tetrathiomolybdate as an effective deblocking agent for the Poc group.
Bhat RG, et al.
Chemical Communications (Cambridge, England), 8, 812-813 (2002)
Synthesis and applications of propargyl pentafluorophenyl carbonate for peptide synthesis.
Bhat RG, et al.
Tetrahedron Letters, 43(13), 2467-2469 (2002)
Organogold (I) complexes of a C 2-symmetric diacetylide ligand derived from 1, 1'-bi-2-naphthol.
Burchell TJ, et al.
Inorgorganica Chimica Acta, 359(9), 2812-2818 (2006)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 460923-5ML | 04061837499913 |
| 460923-25ML | 04061837499906 |