Dicyclohexylcarbodiimid

Gefahreninformationscode (GHS)

• Bildanzeige (GHS)

  

• Alarmwort

  Achtung

• Gefahrenhinweise

  H312：Gesundheitsschädlich bei Hautkontakt.

  H315：Verursacht Hautreizungen.

  H317：Kann allergische Hautreaktionen verursachen.

  H318：Verursacht schwere Augenschäden.

  H336：Kann Schläfrigkeit und Benommenheit verursachen.

  H351：Kann vermutlich Krebs verursachen.

• Sicherheit

  P202：Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.

  P261：Einatmen von Staub vermeiden.

  P280：Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.

  P305+P351+P338：BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

  P308+P313：BEI Exposition oder falls betroffen: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.

Dicyclohexylcarbodiimide Chemische Eigenschaften,Einsatz,Produktion Methoden

• R-Sätze Betriebsanweisung:

  R23/24/25:Giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
  R34:Verursacht Verätzungen.
  R40:Verdacht auf krebserzeugende Wirkung.
  R43:Sensibilisierung durch Hautkontakt möglich.
  R41:Gefahr ernster Augenschäden.
  R36/38:Reizt die Augen und die Haut.
  R21:Gesundheitsschädlich bei Berührung mit der Haut.
  R24:Giftig bei Berührung mit der Haut.
  R22:Gesundheitsschädlich beim Verschlucken.
  R62:Kann möglicherweise die Fortpflanzungsfähigkeit beeinträchtigen.
  R37/38:Reizt die Atmungsorgane und die Haut.
  R10:Entzündlich.
  R61:Kann das Kind im Mutterleib schädigen.

• 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).
  S41:Explosions- und Brandgase nicht einatmen.
  S24:Berührung mit der Haut vermeiden.
  S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
  S24/25:Berührung mit den Augen und der Haut vermeiden.
  S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
  S16:Von Zündquellen fernhalten - Nicht rauchen.
  S53:Exposition vermeiden - vor Gebrauch besondere Anweisungen einholen.

• Aussehen Eigenschaften

  C13H22N2; DCC. Farbloser Feststoff mit charakteristischem Geruch.

• Gefahren für Mensch und Umwelt

  Gesundheitsschädlich beim Verschlucken. Giftig bei Berührung mit der Haut. Reizt die Atmungsorgane und die Haut. Gefahr ernster Augenschäden. Sensibilisierung durch Hautkontakt möglich.
  Nicht mit Wasser und Säuren in Berührung bringen.
  LD₅₀ (oral, Ratte): 1579 mg/kg

• Schutzmaßnahmen und Verhaltensregeln

  Geeignete Schutzhandschuhe als kurzzeitiger Staubschutz.

• Verhalten im Gefahrfall

  Vorsichtig trocken aufnehmen. Nachreinigen.
  Kohlendioxid, Pulver, Schaum.
  Brennbar. Im Brandfall können gefährliche Dämpfe freigesetzt werden. Entweichende Dämpfe mit Wasser niederschlagen.

• Erste Hilfe

  Nach Hautkontakt: Mit reichlich Wasser abwaschen. Abtupfen mit Polyethylenglycol 400.
  Nach Augenkontakt: Bei geöffnetem Lidspalt mit reichlich fliessendem Wasser (Augendusche!) mindestens 15 Minuten ausspülen. Sofort Augenarzt hinzuziehen.
  Nach Einatmen: Frischluft. Sofort Arzt hinzuziehen.
  Nach Verschlucken: Reichlich Wasser trinken. Erbrechen vermeiden. Sofort Arzt hinzuziehen.
  Nach Kleidungskontakt: Kontaminierte Kleidung sofort entfernen.
  Ersthelfer: siehe gesonderten Anschlag

• Sachgerechte Entsorgung

  Gelöst in z.B. Aceton als halogenfreie, organische Lösemittelabfälle.

• Beschreibung

  Dicydohexyl carbodiimide is used in peptide chemistry as a coupling reagent. It is both an irritant and a sensitizer, and caused contact dermatitis in pharmacists and chemists.

• Chemische Eigenschaften

  Colorless solid

• Chemische Eigenschaften

  N,N0 -Dicyclohexylcarbodiimide (DCC) is a white crystalline solid. Odor is sweet and heavy.

• Verwenden

  dicyclohexylcarbodiimide is used as a dehydrating agent at room temperature after a short reaction time, after the reaction product is dicyclohexylurea. the product is very small solubility in an organic solvent, so that easy separation of the reaction product.

• Verwenden

  In the synthesis of peptides.

• Verwenden

  N,N'-Dicyclohexylcarbodiimide is a carbodiimide used to couple amino acids during peptide synthesis. N,N'-Dicyclohexylcarbodiimide is used as a dehydrating agent for the preparation of amides, ketones , nitriles as well as in the inversion and esterification of secondary alcohols.

• Verwenden

  This product is mainly used in amikacin, glutathione dehydrants, as well as in synthesis of acid anhydride, aldehyde, ketone, isocyanate; when it is used as dehydrating condensing agent, it reacts to dicyclohexylurea through short-time reaction under normal temperature. This product can also be used in synthesis of peptide and nucleic acid. It is easy to use this product to react with compound of free carboxy and amino-group into peptide. This product is widely used in medical, health, make-up and biological products, and other synthetic fields.

• Definition

  ChEBI: A carbodiimide compound having a cyclohexyl substituent on both nitrogen atoms.

• synthetische

  A stirred mixture of N,N′-dicyclohexylurea (19.7 g), phosphorus pentoxide (100 g), sand (175 g), and pyridine (700 mL) was refluxed for 2.25 h. Stirring was no longer possible after about 30 min. The mixture was filtered and the residue was extracted with pyridine (100 mL). Pyridine was removed from the combined solutions on a flash evaporator, and the residual oil was extracted with boiling petroleum ether (bp 60–80 C°) (2 × 100 mL), and then with diethyl ether (100 mL). The combined extracts were washed with iced water (3×80 mL), dried over calcium chloride, and filtered. The solvents were removed from the filtrate under reduced pressure to give 17.4 g of an oil, which on distillation yielded 13.7 g (76%) of a clear liquid; bp 143 C° (3.5 mmHg), which solidified in the receiver; mp 34–35 C°.
  Another method for producing DCC from dicyclohexylurea is a two-step process using phosphoryl chloride in dichloromethane at 40 C° for 4 h under non-basic conditions followed by removal of acidic components with aq. sodium hydroxide. This method, which gives an 89% yield of DCC, has been presented in a patent application.
  

• synthetische

  Palladium acetate (22 mg, 0.1 mmol), iodine (50 mg, 0.2 mmol), and anhydrous sodium carbonate (320 mg, 3.0 mmol) were placed in a pressure vessel. Cyclohexylamine (0.11 mL, 1.0 mmol) and cyclohexyl isocyanide (0.1 mL, 0.8 mmol) were dissolved in acetonitrile (10 mL) and this solution was added to the reaction vessel, which was then pressurized with oxygen (40 psi) and heated to 100 C° for 3 h. The initially deep-red reaction mixture turned yellow-orange; no Pd black precipitation was observed. There was no obvious reaction rate dependence on oxygen pressure. The mixture was cooled to ambient temperature, depressurized, filtered, and analyzed by GC. DCC was isolated by evaporating the solvent and residual amine, followed by vacuum distillation.
  Palladium(II) complexes with a carbodiimide ligand, in which a nitrogen of the linear NbCbN moiety is bonded to the metal center, and bis(carbodiimido)palladium(II) complexes, both derived from isocyanides, have been described.

• Allgemeine Beschreibung

  White crystalline solid with a heavy sweet odor.

• Air & Water Reaktionen

  Sensitive to moisture.

• Reaktivität anzeigen

  Dicyclohexylcarbodiimide is an imide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). Dicyclohexylcarbodiimide is incompatible with acids and oxidizing agents. Dicyclohexylcarbodiimide reacts with water.

• Hazard

  A poison by skin contact. Moderately toxic by ingestion and inhalation.

• Brandgefahr

  Dicyclohexylcarbodiimide is probably combustible.

• Flammability and Explosibility

  Not classified

• Kontakt-Allergie

  Used in peptide chemistry as a coupling reagent. It is both an irritant and a sensitizer and has caused contact dermatitis in pharmacists and chemists.

• mögliche Exposition

  Laboratory reagent

• Erste Hilfe

  Eyes: Check the victim for contact lenses andremove. Flush victim’s eyes with water or normal salinesolution for 20-30 min, lifting lower and upper eyelidsoccasionally. Remove contaminated clothing and shoes. Getmedical attention immediately. Do not put any ointments,oils, or medication in the victim’s eyes without specificinstructions from a physician. Immediately transport thevictim after flushing eyes to a hospital even if no symptoms(such as redness or irritation) develop. Skin: Immediatelyflood affected skin with water and wash for at least 15 min.Remove and isolate all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. Ifsymptoms such as redness or irritation develop, immediately call a physician. Transport the victim to a hospital fortreatment. Inhalation: Remove victim to fresh air. If notbreathing, give artificial respiration. If breathing is difficult,give oxygen. Get medical attention immediately. Ingestion:Do not induce vomiting. If the victim is conscious and notconvulsing, give large amount of water to dilute the chemical. Never give anything by mouth to an unconscious person. If symptoms (such as wheezing, coughing, shortness ofbreath, or burning in the mouth, throat, or chest) develop,call a physician. In all cases get medical attention immediately. If the victim is convulsing or unconscious, do notgive anything by mouth, ensure that the victim’s airway isopen and lay the victim on his/her side with the head lowerthan the body.

• Lager

  Color Code—White: Corrosive or Contact Hazard;Store separately in a corrosion-resistant location. KeepDCC in a tightly closed container in a cool, dry, ventilatedarea away from sources of incompatible materials, heat,direct sunlight, moisture, or ignition; best stored under aninert atmosphere at refrigerated temperatures. Containers ofDCC may be hazardous when empty since they retain product residues (dust, solids); observe all warnings and precautions listed for the product. Shelf life when stored underideal conditions: .4 years.

• Versand/Shipping

  UN2928 Toxic solids, corrosive, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, 8- Corrosive material, Technical Name Required. UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1- Poisonous materials, Technical Name Required

• läuterung methode

  It is sampled as a liquid after melting in warm H2O. It is sensitive to air, and it is a potent skin irritant. It can be distilled in a vacuum and is best stored in a tightly stoppered flask in a freezer. It is very soluble in CH2Cl2 and pyridine where the reaction product with H2O, after condensation, is dicyclohexyl urea which is insoluble and can be filtered off. Alternatively dissolve it in CH2Cl2, add powdered anhydrous MgSO4, shake for 4hours, filter, evaporate and distil at 0.6mm pressure and oil bath temperature of 145o. [Bodansky et al. Biochemical Preparations 10, 122 1963, Schmidt & Seefelder Justus Liebigs Ann Chem 571 83 1951, Schmidt et al. Justus Liebigs Ann Chem 612 11 1958, Beilstein 12 IV 72.]

• Inkompatibilitäten

  Dust may for explosive mixture with air. Reacts with steam and water. N,N0 - Dicyclohexylcarbodiimide is an amine/imide: contact with strong oxidizers may cause fire and explosions. Incompatible with acids, strong bases, strong reducing agents (may form flammable gasses); azo and diazo compounds (may form toxic gases); chlorinated hydrocarbons; nitro compounds. Contact with mixture of acetic acid 1 dinitrogen trioxide may cause explosion. The combustion of amide compounds generate nitrogen oxides (NOx). In the presence of moisture, may attack metals and plastics.

• Waste disposal

  Whatever cannot be saved for recovery or recycling should be managed in an appropriate and approved waste facility. Although not a listed RCRA hazardous waste, this material may exhibit one or more characteristics of a hazardous waste and require appropriate analysis to determine specific disposal requirements. Processing, use or contamination of this product may change the waste management options. State and local disposal regulations may differ from federal disposal regulations. Dispose of container and unused contents in accordance with federal, state and local requirements

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