718327
5-[(4-甲苯基)磺酰]-3-氧代戊酸乙酯
95%
别名:
5-[(4-Methylphenyl)sulfonyl]-3-oxopentanoic acid ethyl ester
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关于此项目
经验公式（希尔记法）:
C14H18O5S
化学文摘社编号:
分子量:
298.35
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352108
MDL number:
Assay:
95%
Form:
solid
InChI
1S/C14H18O5S/c1-3-19-14(16)10-12(15)8-9-20(17,18)13-6-4-11(2)5-7-13/h4-7H,3,8-10H2,1-2H3
SMILES string
CCOC(=O)CC(=O)CCS(=O)(=O)c1ccc(C)cc1
InChI key
APRUPJUUTCSBAE-UHFFFAOYSA-N
assay
95%
form
solid
reaction suitability
reaction type: C-C Bond Formation
mp
42-46 °C
functional group
ester, ketone, sulfone
Application
Ethyl 5-[(4-methylphenyl)sulfonyl]-3-oxopentanoate can be used as a reactant to prepare:
- Ethyl 3-oxopent-4-enoate (Nazarov′s reagent) via base-induced β-elimination reaction. Nazarov′s reagent can be employed as an anulating agent in Robinson annulation of cyclic β-diketones and cycloalkanones.
- γ-pyrones via triflic anhydride-mediated electrophilic condensation reaction.
Reactant for:
- Preparation of the Nazarov reagent via base-induced ß-elimination reaction
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1
存储类别
13 - Non Combustible Solids
wgk
nwg
flash_point_f
>230.0 °F - closed cup
flash_point_c
> 110 °C - closed cup
法规信息
新产品
此项目有
Ethyl 5-[(4-Methylphenyl) sulfonyl]-3-Oxopentanoate: A Bench-Stable Synthon for Ethyl 3-Oxopent-4-enoate (Nazarov?s Reagent)
Benetti S, et al.
Synlett, 2008(17), 2609-2612 (2008)
Direct synthesis of γ-pyrones by electrophilic condensation of β-ketoesters
Rodrigues CAB, et al.
Organic & Biomolecular Chemistry, 15(3), 680-683 (2017)
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