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145947

Sigma-Aldrich

Tetrachlorocyclopropene

98%

Sinonimo/i:

1,2,3,3-Tetrachlorocyclopropene, Perchlorocyclopropene, Tetrachlorocyclopropenone, Tetrachlorocycloproprene

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About This Item

Formula empirica (notazione di Hill):
C3Cl4
Numero CAS:
6262-42-6
Peso molecolare:
177.84
Beilstein:
1099206
Numero CE:
228-418-0
Numero MDL:
MFCD00001267
Codice UNSPSC:
12352100
ID PubChem:
24848753
NACRES:
NA.22

Saggio

98%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.507 (lit.)

P. eboll.

125-130 °C (lit.)

Densità

1.45 g/mL at 25 °C (lit.)

Temperatura di conservazione

2-8°C

Stringa SMILE

ClC1=C(Cl)C1(Cl)Cl

InChI

1S/C3Cl4/c4-1-2(5)3(1,6)7
BLZOHTXDDOAASQ-UHFFFAOYSA-N

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Descrizione generale

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.

Applicazioni

Tetrachlorocyclopropene was used to prepare starting reagent for synthesis of 3,3-diethyl-and 3,3-dibenzyl-1,2-diferrocenylcyclopropenes.

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificati d'analisi (COA)

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Sigma-Aldrich

M1407

Malononitrile

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Sigma-Aldrich

230367

Boron tribromide

Aluminum chloride anhydrous, powder, 99.999% trace metals basis

Sigma-Aldrich

563919

Aluminum chloride

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
Jesús García-Valdés et al.
Journal of inorganic biochemistry, 197, 110689-110689 (2019-05-18)
Bis-cations with two 2,3-diferrocenylcyclopropenium fragments 3a-d, and the cis-2-(1,2-diferrocenylvinyl)-2-imidazolinium tetrafluoroborates 4a, d or the cis-2-(1,2-diferrocenylvinyl)-3,4,5,6-tetrahydropyrimidin-2-ium tetrafluoroborates 4b, c were obtained by interactions of 2,3-diferrocenyl-1-ethoxycyclopropenium tetrafluoroborate 1 with bis-1,4-N,N-(2a, d) or bis-1,5-N,N-(2b, c) nucleophiles. The reactions of 3a-d with sodium azide

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