1,1'-Carbonylbis-1H-imidazol Chemische Eigenschaften,Einsatz,Produktion Methoden
R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R34:Verursacht Verätzungen.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S27:Beschmutzte, getränkte Kleidung sofort ausziehen.
Chemische Eigenschaften
The substance appears as a white to slightly pale-yellow crystalline powder with a melting point range of 115.5-116°C. It exhibits poor solubility in water, while displaying solubility in alcohol and ether.
Verwenden
CDI, also known as 1,1'-carbonyldiimidazole, is a commonly used peptide coupling reagent in the synthesis of peptides and nucleoside triphosphates. It usually contains approximately 10% imidazole and reacts rapidly with carboxylic acids to produce acyl imidazoles. Later, it readily reacts with amines to create amides. In addition, CDI is useful in converting alcohols and amines into a range of chemical compounds, including carbamates, esters, and ureas.
Application
Peptide coupling reagent1,1'-Carbonyldiimidazole acts as a coupling reagent and utilized for coupling of amino acids in order to prepare peptide in organic synthesis. It is also used in the preparation of beta-keto sulfones, sulfoxides and beta-enamino acid derivatives. It is used to convert alcohols and amines into carbamates, esters, and ureas. It is involved in the preparation of formylized imidazole by reaction with formic acid. Further, it is used in the synthesis of dipolar polyamides compounds. In addition to this, it is considered as an equivalent of phosgene and used to prepare asymmetric bis alkyl carbonate.
synthetische
1,1'-Carbonyldiimidazole has been prepared by the reaction of imidazole and phosgene in anhydrous benzene and anhydrous tetrahydrofuran. It has also been obtained by the reaction of 1-(trimethylsilyl)imidazole and phosgene in anhydrous benzene, but that method offers no advantages that justify the more extensive preparative effort required.
DOI:
10.15227/orgsyn.048.0044
Allgemeine Beschreibung
1,1′-Carbonyldiimidazole (
N,N′-carbonyldiimidazole) is a versatile peptide-forming reagent.
läuterung methode
Crystallise it from *benzene or tetrahydrofuran in a dry-box and store it dry. [Hearn Methods Enzymol 135 102 1987, Beilstein 23/4 V 245.]
1,1'-Carbonylbis-1H-imidazol Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
2-(Boc-aminomethyl)-piperidine
3-oxo-3-phenyl-propanamide
5-(Pyridin-3-yl)-1H-pyrazole-3-carboxamide ,97%
3-Thienylacetonitril
4-AMINOMETHYL-BENZAMIDE
2,8-DICHLOROPYRIMIDO[5,4-D]PYRIMIDINE
Progabid
2-AMINO-5-BROMOBENZAMIDE
2-Ethylpiperazine
6-FLUORO-1H-PYRAZOLO[3,4-B]PYRIDINE-3-CARBONITRILE
Pazufloxacin
5-BROMOTHIOPHENE-2-CARBONITRILE
1-(2,2,3,3,4,4,4-Heptafluor-1-oxobutyl)-1H-imidazol
4-(Boc-Aminomethyl)piperidine
8-METHOXY-2-OXO-2H-CHROMENE-3-CARBOXYLIC ACID AMIDE
2-chloro-5-cyanopyridine
7-HYDROXY-2-OXO-2H-CHROMENE-3-CARBOXYLIC ACID AMIDE
1-Boc-2-Methylpiperazine
3-(1H-INDOL-3-YL)-1-PROPANAMINE
1-(4-ACETYLPIPERIDINO)ETHAN-1-ONE
5-BROMO-2-BENZOXAZOLINONE 97
isoglutamine
3-BROMOTHIOPHENE-2-CARBOXAMIDE
1-Boc-4-(aminomethyl)piperidine
2,3-Naphthylendiamin
4-N-BOC-Aminopiperidine
5-AMINO-3-PYRIDINECARBONITRILE
4-Cyanopiperidine
1,3-THIAZOLIDIN-2-ONE
