395315

ジアゾアセト酢酸エチル

• 別名: Ethyl Α-diazoacetoacetate, Ethyl 2-diazo-3-oxobutanoate
• 化学式: CH₃COC(N₂)CO₂C₂H₅
• CAS番号: 2009-97-4
• 分子量: 156.14
• MDL番号: MFCD09039264
• UNSPSCコード: 12352100
• PubChem Substance ID: 24864652
• NACRES: NA.22

特性

• 蒸気圧: 0.36 psi ( 20 °C)
• 形状: liquid
• 利用可能性: available only in USA
• 屈折率: n20/D 1.474 (lit.)
• 密度: 1.131 g/mL at 25 °C (lit.)
• SMILES記法: 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
• InChI Key: JWTPSIXYXYNAOU-UHFFFAOYSA-N

詳細

詳細

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

アプリケーション

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.
• β-keto esters via C−H insertion reaction with aromatic aldehydes using NbCl₅ as a catalyst.
• Diazoacetoacetate derivatives by reacting with aldehydes via aldol condensation and subsequent and in situ oxidation reaction.
• Isoquinolone and pyridone derivatives by Rh-catalyzed C−H activation/annulation reaction with various N-methoxybenzamides.

安全性情報

• ピクトグラム: GHS02,GHS07
• シグナルワード: Danger
• 危険有害性情報: H242,H315,H319,H335
• 注意書き: P210 - P235 - P302 + P352 - P305 + P351 + P338 - P370 + P378 - P403 + P233
• 危険有害性の分類: Eye Irrit. 2 - Self-react. C - Skin Irrit. 2 - STOT SE 3
• ターゲットの組織: Respiratory system
• 保管分類コード: 5.2 - Organic peroxides and self-reacting hazardous materials
• WGK: WGK 3
• 引火点(°F): 185.0 °F - closed cup
• 引火点(℃): 85 °C - closed cup
• 個人用保護具 (PPE): dust mask type N95 (US), Eyeshields, Gloves