1,1'-Carbonylbis-1H-imidazol

Bezeichnung:1,1'-Carbonylbis-1H-imidazol

CAS-Nr530-62-1

Englisch Name:1,1'-Carbonyldiimidazole

CBNumberCB0215374

SummenformelC7H6N4O

Molgewicht162.15

MOL-Datei530-62-1.mol

Synonyma

1,1'-Carbonylbis-1H-imidazol

1,1'-Carbonylbis-1H-imidazol physikalisch-chemischer Eigenschaften

Schmelzpunkt	117-122 °C(lit.)
Siedepunkt	288.83°C (rough estimate)
Dichte	1.303 g/mL at 25 °C
Dampfdruck	0.006-0.012Pa at 20-25℃
Brechungsindex	n20/D1.434
storage temp.	2-8°C
Löslichkeit	Soluble in dimethylformamide.
Aggregatzustand	Crystalline Powder
pka	2.90±0.10(Predicted)
Farbe	White to light cream
Säure-Base-Indikators(pH-Indikatoren)	7.7 at 50 g/l
PH	7.7 (50g/l, H2O, 20℃)
Wasserlöslichkeit	Insoluble in water
Sensitive	Moisture Sensitive
Merck	14,1819
BRN	6826
Stabilität	Stable, but moisture-sensitive. Incompatible with acids, strong oxidizing agents, water.
InChIKey	PFKFTWBEEFSNDU-UHFFFAOYSA-N
CAS Datenbank	530-62-1(CAS DataBase Reference)
EPA chemische Informationen	1H-Imidazole, 1,1'-carbonylbis- (530-62-1)

Sicherheit

Kennzeichnung gefährlicher	C,Xi,Xn
R-Sätze:	22-34-36/37/38-40-36/38
S-Sätze:	26-36/37/39-45-37/39-27-36/37
RIDADR	UN 3263 8/PG 2
WGK Germany	2
F	10-21
Hazard Note	Harmful/Corrosive/Moisture Sensitive
TSCA	T
HazardClass	8
PackingGroup	III
HS Code	29332990
Toxizität	LD50 orally in Rabbit: 1071 mg/kg

Gefahreninformationscode (GHS)

1,1'-Carbonyldiimidazole 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.
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.
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.
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.]
Vorsichtsmaßnahmen
1,1'-Carbonyldiimidazole is incompatible with oxidizing agents and strong acids and should not be stored or handled near them. Store in a refrigerator, under inert gas and protected from moisture. This substance is heat sensitive and moisture sensitive.

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

1,1'-Carbonylbis-1H-imidazol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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