所有图片(1)
About This Item
线性分子式:
CH3COC(N2)CO2C2H5
CAS号:
分子量:
156.14
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
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蒸汽压
0.36 psi ( 20 °C)
表单
liquid
存货情况
available only in USA
折射率
n20/D 1.474 (lit.)
密度
1.131 g/mL at 25 °C (lit.)
官能团
ester
ketone
SMILES字符串
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
一般描述
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.
应用
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.
警示用语：
Danger
危险分类
Eye Irrit. 2 - Self-react. C - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
储存分类代码
5.2 - Organic peroxides and self-reacting hazardous materials
WGK
WGK 3
闪点(°F)
185.0 °F - closed cup
闪点(°C)
85 °C - closed cup
个人防护装备
dust mask type N95 (US), Eyeshields, Gloves
法规信息
新产品
从最新的版本中选择一种：
分析证书(COA)
Lot/Batch Number
Niobium (V) chloride-catalyzed C-H insertion reactions of a-diazoesters: synthesis of ?-keto esters.
Yadav JS, et al.
Tetrahedron, 61(4), 875-878 (2005)
Reaction of dimethyl diazomalonate and ethyl 2-diazoacetoacetate with N-methylpyrrole.
Maryanoff BE.
The Journal of Organic Chemistry, 47(15), 3000-3002 (1982)
M Yang et al.
The Journal of organic chemistry, 66(20), 6729-6733 (2001-10-02)
The Rh(2)(OAc)(4)-stabilized carbenoid derived from dimethyl diazomalonate has been found to insert into the N-H bond of sterically hindered secondary aliphatic amines to afford hindered tertiary aliphatic amines in quite satisfactory yields. For example dimethyl 2-(dicyclohexylamino)propanedioate was formed in 85%
Synthesis of 1, 4-Oxathiocines and Thiopyrans by the Reaction of 2-Amino-4, 5-dihydro-3-thiophenecarbonitriles with Ethyl Diazoacetoacetate
Yamagata K, et al.
Liebigs Annalen der Chemie , 1996(5), 725-729 (1996)
Niobium (V) chloride-catalyzed C-H insertion reactions of ?-diazoesters: synthesis of β-keto esters
Yadav JS, et al.
Tetrahedron, 61(4), 875-878 (2005)
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