145947
Tetrachlorocyclopropene
98%
Synonym(s):
Tetrachlorocyclopropenone, 1,2,3,3-Tetrachlorocyclopropene, Perchlorocyclopropene, Tetrachlorocycloproprene
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About This Item
Empirical Formula (Hill Notation):
C3Cl4
CAS Number:
Molecular Weight:
177.84
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
228-418-0
Beilstein/REAXYS Number:
1099206
MDL number:
Assay:
98%
Form:
liquid
Quality Segment
assay
98%
form
liquid
refractive index
n20/D 1.507 (lit.)
bp
125-130 °C (lit.)
density
1.45 g/mL at 25 °C (lit.)
functional group
chloro
storage temp.
2-8°C
SMILES string
ClC1=C(Cl)C1(Cl)Cl
InChI
1S/C3Cl4/c4-1-2(5)3(1,6)7
InChI key
BLZOHTXDDOAASQ-UHFFFAOYSA-N
General description
Tetrachlorocyclopropene undergoes electrochemical reductive tert-butyldimethylsilylation to yield 1,2,3-tris(tert-butyldimethylsilyl)cyclopropene. It undergoes alkylation reaction with ferrocene in dichloromethane and AlCl3 to yield 2,3-diferrocenylcyclopropenone.
Application
Tetrachlorocyclopropene was used to prepare starting reagent for synthesis of 3,3-diethyl-and 3,3-dibenzyl-1,2-diferrocenylcyclopropenes.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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H A Buchholz et al.
Proceedings of the National Academy of Sciences of the United States of America, 96(18), 10003-10005 (1999-09-01)
Electrochemical reductive tert-butyldimethylsilylation of tetrachlorocyclopropene to 1,2,3-tris(tert-butyldimethylsilyl)cyclopropene, a potential strained precursor for Diels-Alder and related cycloaddition reactions, is described. By hydride abstraction with nitrosonium tetrafluoroborate, 1,2,3-tris(tert-butyldimethylsilyl)cyclopropene is ionized quantitatively to Hückeloid 2pi aromatic tris(tert-butyldimethylsilyl)cyclopropenium tetrafluoroborate.
Elena I Klimova et al.
Organic & biomolecular chemistry, 1(24), 4458-4464 (2004-01-20)
Reactions of 2,3-diferrocenylcyclopropenone 1 with ethyl- and benzylmagnesium chlorides afford 3,3-diethyl-and 3,3-dibenzyl- 1,2-diferrocenylcyclopropenes 2 and 3, respectively, and products of nucleophilic opening of the three-membered ring resulting from the addition of RMgCl to the carbonyl group, viz., saturated ketones(4,5-diferrocenylheptan-3-ones 4a,b
Noam Y Steinman et al.
Pharmaceutics, 12(8) (2020-08-23)
Non-viral vectors for the transfection of genetic material are at the frontier of medical science. In this article, we introduce for the first time, cyclopropenium-containing nanoparticles as a cationic carrier for gene transfection, as an alternative to the common quaternary
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 145947-5G | 04061837070938 |
| 145947-25G | 04061838736543 |