395315

Ethyl diazoacetoacetate

• Sinonimo/i: Ethyl Α-diazoacetoacetate, Ethyl 2-diazo-3-oxobutanoate
• Formula condensata: CH₃COC(N₂)CO₂C₂H₅
• Numero CAS: 2009-97-4
• Peso molecolare: 156.14
• Numero MDL: MFCD09039264
• Codice UNSPSC: 12352100
• ID PubChem: 24864652
• NACRES: NA.22

Proprietà

• Tensione di vapore: 0.36 psi ( 20 °C)
• Stato: liquid
• Disponibilità: available only in USA
• Indice di rifrazione: n20/D 1.474 (lit.)
• Densità: 1.131 g/mL at 25 °C (lit.)
• Gruppo funzionale: ester; ketone
• Stringa SMILE: CCOC(=O)C(=[N+]=[N-])C(C)=O
• InChI: 1S/C6H8N2O3/c1-3-11-6(10)5(8-7)4(2)9/h3H2,1-2H3; JWTPSIXYXYNAOU-UHFFFAOYSA-N

Descrizione

Descrizione generale

Ethyl diazoacetoacetate is a diazo compound. It participates in Rh₂(OAc)₄-catalyzed reactions with arylalkylamines and diarylamines.[1] Reaction of ethyl diazoacetoacetate with N-methyl pyrrole and pyrrole derivatives has been studied.[2]

Applicazioni

Ethyl diazoacetoacetate can be used as a reactant to synthesize:

• 1,4-oxathiocines and thiopyran derivatives via Rh-catalyzed reaction with 2-amino-4,5-dihydro-3-thiophenecarbonitriles.[3]
• β-keto esters via C−H insertion reaction with aromatic aldehydes using NbCl₅ as a catalyst.[4]
• Diazoacetoacetate derivatives by reacting with aldehydes via aldol condensation and subsequent and in situ oxidation reaction.[5]
• Isoquinolone and pyridone derivatives by Rh-catalyzed C−H activation/annulation reaction with various N-methoxybenzamides.[6]

Informazioni sulla sicurezza

• Pittogrammi: GHS02,GHS07
• Avvertenze: Danger
• Indicazioni di pericolo: H242,H315,H319,H335
• Consigli di prudenza: P210 - P235 - P302 + P352 - P305 + P351 + P338 - P370 + P378 - P403 + P233
• Classi di pericolo: Eye Irrit. 2 - Self-react. C - Skin Irrit. 2 - STOT SE 3
• Organi bersaglio: Respiratory system
• Codice della classe di stoccaggio: 5.2 - Organic peroxides and self-reacting hazardous materials
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): 185.0 °F - closed cup
• Punto d’infiammabilità (°C): 85 °C - closed cup
• Dispositivi di protezione individuale: dust mask type N95 (US), Eyeshields, Gloves