1,1'-Carbonylbis-1H-imidazol
1,1'-Carbonyldiimidazole
Grundinformationen
- CAS
530-62-1- Standard-SMILES
O=C(n1ccnc1)n1ccnc1- InChIKey
PFKFTWBEEFSNDU-UHFFFAOYSA-N- Summenformel
- C7H6N4O
- Durchschnittliche Molmasse
- 162,15 g/mol
- Monoisotopische Masse
- 162,05416083
Namen und Bezeichner
- Bevorzugter Name
- 1,1'-Carbonyldiimidazole
- IUPAC
- di(imidazol-1-yl)methanone
- Lokaler Name
- 1,1'-Carbonylbis-1H-imidazol
- Englischer Name
- 1,1'-Carbonyldiimidazole
- Summenformel
- C7H6N4O
- Molmasse
- 162.15
Namen und Synonyme
530-62-11,1'-CarbonyldiimidazoleN,N'-CarbonyldiimidazoleN,N-CarbonyldiimidazoleCarbonyl diimidazoleDiimidazol-1-yl ketone63A10X1FSPNSC-67203RefChem:821863208-488-9di(1H-imidazol-1-yl)methanoneCarbonyldiimidazole
Weitere Namen anzeigen
1,1'-CARBONYLDIIMIDAZOLE (CDI)1,1-CARBONYL DIIMIDAZOLEDiimidazolyl ketoneDi-imidazol-1-yl-methanone
1H-Imidazole, 1,1'-carbonylbis-1,1'-Carbonylbis-1H-imidazoledi(imidazol-1-yl)methanone1,1-Carbonyldiimidazole1-(1H-imidazole-1-carbonyl)-1H-imidazoleCDI CrosslinkerCarbodiimidazoleCDI
Datenbank-Bezeichner
- CAS
530-62-1- PubChem CID
- 68263
- DTXSID
DTXSID9038761- ChEMBL
CHEMBL3903881- UNII
- 63A10X1FSP
- EC Number
- 208-488-9
- Nikkaji
- J182.298E
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -0,2
- Polarare Oberfläche (TPSA)
- 52,7 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 12
- Formalladung
- 0
- Komplexität
- 166
Experimentelle und physikochemische Eigenschaften
Chemical ClassesNitrogen Compounds -> Imidazoles
Physical DescriptionSolid; [Merck Index] White crystalline powder; [Alfa Aesar MSDS]
Physikochemische Eigenschaften
- Schmelzpunkt
- 117 · 117-122 °C(lit.)
- Siedepunkt
- 288.83 °C · 288.83°C (rough estimate)
- Dichte
- 1.303 g/mL · 1.303 g/mL at 25 °C
- Dampfdruck
- 0.006 · 0.006-0.012Pa at 20-25℃
- Brechungsindex
- 20 · n20/D1.434
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- Soluble in dimethylformamide.
- pka
- 2.9 · 2.90±0.10(Predicted)
- Aggregatzustand
- Crystalline Powder
- Farbe
- White to light cream
- PH
- 7.7 · 7.7 (50g/l, H2O, 20℃)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 0.4% (1 of 233) of reports.
Danger
H302 (84.1%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P318, P321, P330, P332+P317, P337+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 233 reports by companies from 28 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: 1H-Imidazole, 1,1'-carbonylbis-
REACH registered substance: 1,1'-carbonylbis-1H-imidazole (EC: 208-488-9)
1,1'-Carbonyldiimidazole: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryHydrolyzed by water evolving carbon dioxide; [Merck Index] Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; Harmful by ingestion; [Alfa Aesar MSDS]
Hazard Classes and CategoriesAcute Tox. 4 (84.1%)
Toxikologische Informationen
Adverse EffectsDermatotoxin - Skin burns.
Sicherheitsdaten
- F
- 10-21
Chemie und Industrie
Verwendung und Herstellung
UsesUsed to make peptides; [Merck Index]
General Manufacturing InformationMethanone, di-1H-imidazol-1-yl-: ACTIVE
Anwendungen
VerwendenCDI, 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.
Darstellung
synthetische1,1'-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
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