1,1'-Thiocarbonylbis(imidazol)

Bezeichnung:1,1'-Thiocarbonylbis(imidazol)

CAS-Nr6160-65-2

Englisch Name:1,1'-Thiocarbonyldiimidazole

CBNumberCB0280138

SummenformelC7H6N4S

Molgewicht178.21

MOL-Datei6160-65-2.mol

Synonyma

1,1'-Thiocarbonylbis(imidazol)

1,1'-Thiocarbonylbis(imidazol) physikalisch-chemischer Eigenschaften

Schmelzpunkt	98-102 °C(lit.)
Siedepunkt	342°C (rough estimate)
Dichte	1.3046 (rough estimate)
Brechungsindex	1.5500 (estimate)
storage temp.	2-8°C
Löslichkeit	Soluble in terahydrofuran, toluene and dichloromethane.
pka	1.96±0.10(Predicted)
Aggregatzustand	Powder
Farbe	Bright yellow
Wasserlöslichkeit	decomposes
Sensitive	Moisture Sensitive
BRN	609349
Stabilität	Stable, but air and moisture sensitive. Incompatible with strong oxidizing agents, strong acids.
InChIKey	RAFNCPHFRHZCPS-UHFFFAOYSA-N
CAS Datenbank	6160-65-2(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	22-34
S-Sätze:	22-24/25-45-36/37/39-26
WGK Germany	3
F	9-21
Hazard Note	Irritant/Keep Cold/Moisture Sensitive
HS Code	29332900

Gefahreninformationscode (GHS)

1,1'-Thiocarbonyldiimidazole Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
yellow powder
Application
1,1′-Thiocarbonyldiimidazole (TCDI) is generally used as a reagent to carry out the deoxygenation of vicinal diols by forming cyclic thionocarbonate in Corey-Winter alkene synthesis.
It is used as a reagent in the enantioselective total synthesis of (+)-hapalindole Q, 12-epi-fischerindole U and welwitindolinone A.
It is also used in the preparation of trithiocarbonates, xanthates, and dithiocarbamates as chain transfer agents for the reversible addition fragmentation chain transfer and macromolecular design (RAFT/ MADIX) polymerization.
Verwenden
1,1’Thiocarbonyldiimidazole can be used to deoxygenate carboxylic monosaccharide analogues.
Verwenden
1,1'-Thiocarbonyldiimidazole is used as a reagent for the deoxygenation of alcohols with tributyltin hydride and diols with lithium aluminum hydride. It is also used to deoxygenate carboxylic monosaccharide analogues. Further, it is a useful reagent involved in biochemical synthesis. In addition to this, it is used to prepare 1-[bis-(4-methoxy-phenyl)-methyl]-1H-imidazole by reacting with 4,4'-dimethoxy-benzhydrol.
Synthesis Reference(s)
The Journal of Organic Chemistry, 43, p. 337, 1978 DOI: 10.1021/jo00396a035
läuterung methode
It forms yellow crystals on recrystallisation from tetrahydrofuran or by sublimation at 10-3torr (bath temperature 70-80o). It is hydrolysed by H2O and should be stored dry. [Staab & Walther Justus Liebigs Ann Chem 657 98 1962; Pullukat et al. Tetrahedron Lett 1953 1967, Hanessian et al. Can J Chem 65 1859 1987, Rajanbabu et al. J Am Chem Soc 111 1759 1989.] Thiochrome {2,7-dimethyl-5H -thiachromine-8-ethanol; 3,8-dimethyl-2-hydroxyethyl-5H -

1,1'-Thiocarbonyldiimidazole Upstream-Materialien And Downstream Produkte

1,1'-Thiocarbonylbis(imidazol) Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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