480754

tert-Butyldiazoacetat

• Synonym(e): (tert-Butoxycarbonyl)diazomethane, 1,1-Dimethylethyl diazoacetate, 2-Diazoacetic acid tert-butyl ester, 2-Diazonio-1-[(2-methylpropan-2-yl)oxy]ethenolate, Diazoacetic acid 1,1-dimethylethyl ester, tert-Butyl α-diazoacetate
• Lineare Formel: N₂CHCO₂C(CH₃)₃
• CAS-Nummer: 35059-50-8
• Molekulargewicht: 142.16
• MDL-Nummer: MFCD01318409
• UNSPSC-Code: 12352108
• PubChem Substanz-ID: 24871716
• NACRES: NA.22

Eigenschaften

• Verunreinigungen: ≤15% dichloromethane
• Brechungsindex: n20/D 1.453 (lit.)
• bp: 51-53 °C/12 mmHg (lit.)
• Dichte: 1.026 g/mL at 25 °C (lit.)
• Lagertemp.: 2-8°C
• SMILES String: CC(C)(C)OC(=O)C=[N+]=[N-]
• InChI: 1S/C6H10N2O2/c1-6(2,3)10-5(9)4-8-7/h4H,1-3H3
• InChIKey: JBVSBLLOZVDAAZ-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

tert-Butyl diazoacetate can be used for numerous organic transformations, including cyclopropanation, insertion, and aziridine-forming reactions. 

Anwendung

New Diazoacetate Formulations

tert-Butyl diazoacetate may be used for the preparation of tert-butyl 2-(4-chlorophenyl)cyclopropane-1-carboxylate with high enantioselectivity and trans-cis selectivity via cyclopropanation with 4-chlorostyrene in the presence of a chiral (salen)cobalt(III) bromide complex as a catalyst.

It is a key starting material in the total synthesis of manzacidin A. It can also be used in the synthesis of diastero- and enantioselective synthesis of 2-vinylcyclopropa[b]indolines from 2-vinylindoles.

Sicherheitshinweise

• Piktogramme: GHS02,GHS08,GHS07
• Signalwort: Danger
• H-Sätze: H226,H302,H315,H319,H335,H350,H361
• P-Sätze: P202 - P210 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338 - P308 + P313
• Gefahreneinstufungen: Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Flam. Liq. 3 - Repr. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 3 - Flammable liquids
• WGK: WGK 3
• Flammpunkt (°F): 109.4 °F - closed cup
• Flammpunkt (°C): 43 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter