1,1'-Thiocarbonylbis(imidazol)
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- CAS-Nr.
- 6160-65-2
- Bezeichnung:
- 1,1'-Thiocarbonylbis(imidazol)
- Englisch Name:
- 1,1'-Thiocarbonyldiimidazole
- Synonyma:
- TCDI;Di(1H-imidazol-1-yl)methanethione;1,1-THIOCARBONYLDIIMIDAZOLE;Thiocarbonyl diimidazole;bis(1H-imidazol-2-yl)methanethione;DiiMidaz;diimidazoL;1,1'-THIOCARBONYL;1,1'-Thiocarbonyldii;Thiocarbonylbisimidazole
- CBNumber:
- CB0280138
- Summenformel:
- C7H6N4S
- Molgewicht:
- 178.21
- MOL-Datei:
- 6160-65-2.mol
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1,1'-Thiocarbonylbis(imidazol) 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
- L?slichkeit
- Soluble in terahydrofuran, toluene and dichloromethane.
- pka
- 1.96±0.10(Predicted)
- Aggregatzustand
- Powder
- Farbe
- Bright yellow
- Wasserl?slichkeit
- decomposes
- Sensitive
- Moisture Sensitive
- BRN
- 609349
- Stabilit?t:
- 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)
1,1'-Thiocarbonylbis(imidazol) Chemische Eigenschaften,Einsatz,Produktion Methoden
S-S?tze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Beschreibung
1,1'-Thiocarbonyldiimidazole (TCDI) is an imidazole compound that can be prepared by reacting thiophosphoryl chloride with two corresponding imidazoles. Its structure has two imidazole rings, and the imidazole groups can be rapidly displaced, making it a safer alternative to thiophosphoryl chloride. TCDI is used as an organic synthesis or chemical reaction reagent for the synthesis of thiosemicarbazones and thioamides. It is also used in the Corey-Winter olefin synthesis and in the Barton-McCombie deoxygenation reaction. In addition, it is the sulfur analogue of the peptide addition reagent carbodiimidazole (CDI), which is used to couple peptides.
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 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.
l?uterung 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'-Thiocarbonylbis(imidazol) Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
1-Methyl-2-imidazolidinethione
3-Phenylpropylisothiocyanat
(S)-4-PHENYL-1,3-OXAZOLIDINE-2-THIONE
bis(benzylsulfanyl)methanethione
4-Isothiocyanatobenzene-1-sulfonamide
4,4-DIMETHYL-2-OXAZOLIDINONE
1,3-Di-o-tolyl-2-thioharnstoff
3-CHLOROPHENYL ISOTHIOCYANATE
4-(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE
NAPHTHALENE, 1-CYCLOPROPYL-4-ISOTHIOCYANATO-
3-CHLORO-4-FLUOROPHENYL ISOTHIOCYANATE
1,2,4-Triazolo[4,3-b]pyridazine-6-carboxylic acid, 2,3-dihydro-3-thioxo-, methyl ester
N-(1H-INDAZOL-6-YL)THIOUREA
1H-Imidazole-1-carbothioic acid, O-propyl ester
Benzene, 1-fluoro-4-(2-isothiocyanatoethyl)-
Dimorpholino thioketone
1,1'-Thiocarbonylbis(imidazol) Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 482)Lieferanten
6160-65-2(1,1'-Thiocarbonylbis(imidazol))Verwandte Suche:
1,1'-Carbonylbis-1H-imidazol
Imidazol
Fenbendazol
Albendazole
Trimethylsilyl-N-trimethylsilyl-acetamidat
N,N,-Dibenzylethylendiammoniumdi-(acetat)
N,N'-Methantetraylbis(1-methylethylamin)
N,N-Dimethyl-p-toluidin
Di(succinimido)carbonat
1,1,2-Trichlor-2,3,3-trifluorcyclobutan
Thiamazol
1-Methylimidazol
1,1'-Thiocarbonylbis(imidazol)
- N,N'-THIOCARBONYLDIIMIDAZOLE
- 1,1'-thiocarbonylbis(imidazole)
- 1,1'-THIOCARBONYLDIIMIDAZOLE
- 1-(1H-IMidazol-1-ylcarbothioyl)-1H-iMidazole
- DiiMidaz
- 1,1'-CARBONOTHIOYLBIS-1H-IMIDAZOLE
- N, N - sulfur carbonyl iMidazole
- 1,1'-Thiocarbonyldiimidazole >=95.0% (S)
- 1,1'-Thiocarbonyldiimidazole technical grade, 90%
- 1,1'-Thiocarbonyldiimidazole, technical, 90%
- 1,1'-THIOCARBONYLDIIMIDAZOLE, TECH., 90%
- N,N'-THIOCARBONYLDIIMIDAZOLE(TCDI)
- 1,1,-ThiocarbonyldiimidazoleTech90%
- 1,1'-Thiocarbonyldiimidazole,95%
- 1H-Imidazole, 1,1-carbonothioylbis-
- N,N’-Thiocarboryldiimidazole
- 1,1''-THIOCARBONYLDIIMIDAZOLE (TCDI)
- Bis(1H-imidazole-1-yl) thioketone
- Bis(1-imidazolyl) thioketone
- Di(imidazol-1-yl)methanethione
- Thiocarbonylbisimidazole
- 1,1'-Thiocarbonyldiimidazole,90%,tech.
- 1.1'-Thiocarbonyldiimidazole 100mg [6160-65-2]
- 1,1'-Thiocarbonyldiimidazole, tech 90%
- 1,1'-Thiocarbonyldii
- N'-ThiocarbonyldiiMidazole(TCDI)
- 1,1'-Thiocarbonyldi(1H-imidazole) 90%
- 1,1'-THIOCARBONYL
- diimidazoL
- 1,1'-Thiocarbonyldiimidazole >
- Methanethione, di-1H-imidazol-1-yl-
- 1,1'-Thicarbonyldiimidazole
- TIANFU-CHEM 6160-65-2 1,1'-Thiocarbonyldiimidazole
- TCDI
- 1,1-THIOCARBONYLDIIMIDAZOLE
- Thiocarbonyl diimidazole
- Di(1H-imidazol-1-yl)methanethione
- bis(1H-imidazol-2-yl)methanethione
- THEOCARBONYL DIIMIDAZOLE
- 1,1'-Thiocarbonyldiimidazole
- N,N'-Thiocarbonyldiimidazole
- 6160-65-2
- 228-183-4
- Building Blocks
- Carbonyldiimidazole Derivatives
- Synthetic Reagents
- Imidazoles
- Coupling
- Heterocyclic Building Blocks
- Carbonyldiimidazole Derivatives
- Coupling
- Synthetic Reagents
- Carbonyldiimidazole DerivativesBuilding Blocks
- Heterocyclic Building Blocks
- Imidazoles
