di-tert-butylazodicarboxylat

di-tert-butyl (E)-diazene-1,2-dicarboxylate · Di-tert-butyl diazene-1,2-dicarboxylate · DI-T-BUTYL AZODICARBOXYLATE · Di-tert-Butyl azodic · Di-tert-butyl azodiformate · SKL270 · NSC 109889 · DI-TERT-BUTYL AZODICARBOXYALTE

https://huagongshe.com/de/chemical/97268

Molekülstruktur von di-tert-butylazodicarboxylat

Identifikatoren & physikalische Daten

CAS No.	870-50-8
Summenformel	C10H18N2O4
Durchschnittliche Molmasse	230,26 g/mol
Monoisotopische Masse	230,12665706 g/mol
SMILES	CC(C)(C)OC(=O)N=NC(=O)OC(C)(C)C
InChIKey	QKSQWQOAUQFORH-UHFFFAOYSA-N
PubChem CID	97268
EC No.	212-796-9
DTXSID	DTXSID201306310
Lokaler Name	di-tert-butylazodicarboxylat

Chemische & physikalische Eigenschaften

XLogP	2,9
Polarare Oberfläche (TPSA)	77,3
H-Brücken-Donoren	0
H-Brücken-Akzeptoren	4
Frei drehbare Bindungen	4
Schwere Atome	16
Formalladung	0
Komplexität	267
Schmelzpunkt	89-92 °C(lit.)
Siedepunkt	287.1±9.0 °C(Predicted)
Dichte	1.06±0.1 g/cm3(Predicted)
Lagerbedingungen	2-8°C
Löslichkeit	Chloroform (Sparingly), Methanol (Slightly)Insoluble
Aggregatzustand	Crystals or Crystalline Powder
Farbe	Yellow
BRN	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	870-50-8(CAS DataBase Reference)

Sicherheit & Vorschriften

GHS-Einstufung	This chemical does not meet GHS hazard criteria for 10.7% (6 of 56) of reports.WarningH315 (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 exposureRespiratory 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.
Hazard Classes and Categories	Skin Irrit. 2 (89.3%)Eye Irrit. 2 (89.3%)STOT SE 3 (87.5%)
Wassergefährdungsklasse (WGK)	3
UN-Transportnummer	1325
Zollcode	29270000
R-Sätze (R)	36/37/38-11
Gefahrensymbole	Xi,F
hazard_note	Irritant
Sicherheitshinweise (S)	26-36-37/39-16
Gefahrenklasse	3
Verpackungsgruppe	II
Lagerklasse	11 - Combustible Solids

Anwendungen & Verwendung

Verwenden

Di-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.