di-tert-butylazodicarboxylat
Di-tert-butyl azodicarboxylate
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Grundinformationen
- CAS
870-50-8- Standard-SMILES
CC(C)(C)OC(=O)N=NC(=O)OC(C)(C)C- InChIKey
QKSQWQOAUQFORH-UHFFFAOYSA-N- Summenformel
- C10H18N2O4
- Durchschnittliche Molmasse
- 230,26 g/mol
- Monoisotopische Masse
- 230,12665706
Namen und Bezeichner
- Bevorzugter Name
- Di-tert-butyl azodicarboxylate
- IUPAC
- tert-butyl N-[(2-methylpropan-2-yl)oxycarbonylimino]carbamate
- Lokaler Name
- di-tert-butylazodicarboxylat
- Englischer Name
- Di-tert-Butyl azodicarboxylate
- Summenformel
- C10H18N2O4
- Molmasse
- 230.26
Namen und Synonyme
Di-tert-butyl azodicarboxylate870-50-8DTXSID201306310RefChem:586103DTXCID201736276212-796-9Di-tert-butyl diazene-1,2-dicarboxylateAzodicarboxylic Acid Di-tert-butyl EsterDi-tert-butylazodicarboxylateMFCD00015001di-t-butyl azodicarboxylate(E)-di-tert-butyl diazene-1,2-dicarboxylate
Weitere Namen anzeigen
di-tert-butyl (E)-diazene-1,2-dicarboxylateDi-tert-Butyl azodicDi-tert-butyl azodiformateSKL270NSC 109889DI-TERT-BUTYL AZODICARBOXYALTEBis(tert-butoxycarbonyl)diazene
Di-(tert-butyl) diazene-1,2-dicarboxylate1,2-Diazenedicarboxylic acid, 1,2-bis(1,1-dimethylethyl) esterDTADdi-tert-butylazocarboxylatetert-butyl {[(tert-butyl)oxycarbonyl]diazenyl}formatetert-butyl N-tert-butoxycarbonyliminocarbamatedi t-butyl azodicarboxylateDitertbutyl azodicarboxylate
Datenbank-Bezeichner
- CAS
870-50-8- PubChem CID
- 97268
- DTXSID
DTXSID201306310- EC Number
- 212-796-9
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- 2,9
- Polarare Oberfläche (TPSA)
- 77,3 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 16
- Formalladung
- 0
- Komplexität
- 267
Physikochemische Eigenschaften
- Schmelzpunkt
- 89 · 89-92 °C(lit.)
- Siedepunkt
- 287.1 · 287.1±9.0 °C(Predicted)
- Dichte
- 1.06 · 1.06±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- Chloroform (Sparingly), Methanol (Slightly)
- Aggregatzustand
- Crystals or Crystalline Powder
- Farbe
- Yellow
- Wasserlöslichkeit
- Insoluble
- BRN
- 1911434 · 1911434
- InChI
- InChI=1S/C10H18N2O4/c1-9(2,3)15-7(13)11-12-8(14)16-10(4,5)6/h1-6H3
- InChIKey
- QKSQWQOAUQFORH-VAWYXSNFSA-N
- SMILES
- N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O
- CAS Datenbank
- 870 · 870-50-8(CAS DataBase Reference)
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 10.7% (6 of 56) of reports.
Warning
H315 (89.3%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (89.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (87.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 56 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 6 of 56 reports by companies.；There are 7 notifications provided by 50 of 56 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Gefahrenhinweise
Hazard Classes and CategoriesSkin Irrit. 2 (89.3%)；Eye Irrit. 2 (89.3%)；STOT SE 3 (87.5%)
Sicherheitsdaten
- wgk
- 3
- ridadr
- 1325
- hs_code
- 29270000
- risk_code
- 36/37/38-11
- hazard_code
- Xi,F
- hazard_note
- Irritant
Chemie und Industrie
Anwendungen
VerwendenDi-tert-butyl azodicarboxylate is a reagent used in the preparation of acyl hydrazinedicarboxylates. It is also used in the electrophilic amination of beta-keto esters catalyzed by an axially chiral guanidine. It serves as a precursor in an enantioselective synthesis of 3,6-dihyropyridazines employing organocatalysts such as L-proline or (S)-2-pyrrolidinyl tetrazole. It is also utilized in the asymmetric Friedel-Crafts amination through a chiral organocatalyst. Further, it acts as a reactant for preparation of hexapeptide key fragments through stereo selective selenocyclization/oxidative deselenylation reactions. In addition to this, it is employed as a starting material in the synthesis of pyrroloisoquinoline template through stereoselective N-acyliminium-mediated cyclization and enolate amination for preparation of peptidomimetic compounds and Barbier-type propargylation reactions.
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