C112909
2-环戊烯-1-酮
98%
别名:
1-环戊烯-3-酮, 1-环戊烯-5-酮, 2-环戊烯-1-酮, 2-环戊烯酮, 环戊烯-3-酮
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关于此项目
经验公式（希尔记法）:
C5H6O
化学文摘社编号:
分子量:
82.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
213-213-0
Beilstein/REAXYS Number:
1446054
MDL number:
Assay:
98%
Form:
liquid
InChI key
BZKFMUIJRXWWQK-UHFFFAOYSA-N
InChI
1S/C5H6O/c6-5-3-1-2-4-5/h1,3H,2,4H2
SMILES string
O=C1CCC=C1
assay
98%
form
liquid
Quality Level
refractive index
n20/D 1.481 (lit.)
bp
64-65 °C/19 mmHg (lit.)
density
0.98 g/mL at 25 °C (lit.)
storage temp.
2-8°C
Application
用于许多加成反应的多功能亲电试剂，包括有机铜亲核试剂的共轭加成、与硅烯醇醚和硅氧烷的 Michael 加成、Diels-Alder 环加成以及磷鎓基硅烷化。
Diverse reactivity in a rhodium(III)-catalyzed oxidative coupling of N-allyl arenesulfonamides with alkynes.
Dongqi Wang et al.
Angewandte Chemie (International ed. in English), 51(49), 12348-12352 (2012-10-31)
Rachel Lerebours et al.
Organic letters, 9(14), 2737-2740 (2007-06-15)
Palladium-phosphinous acids catalyze the conjugate addition of arylsiloxanes to a wide range of alpha,beta-unsaturated substrates in water. A microwave-assisted procedure is described that uses 5 mol % of POPd1 to afford beta-substituted ketones, aldehydes, esters, nitriles, and nitroalkanes in 83%
Daniel J Kerr et al.
Organic letters, 14(7), 1732-1735 (2012-03-30)
Oxazolidinones are powerful promoters of the Nazarov reaction, enabling the cyclization of conventionally resistant substrates to be achieved under mild conditions. They exert excellent regio- and torquoselective control in both the conventional Nazarov reaction giving cyclopentenones and in the "interrupted"
Xiaoxun Li et al.
Organic letters, 14(6), 1584-1587 (2012-03-03)
Functionalized cyclopentenones were synthesized by a Rh-catalyzed carbonylation of 3-acyloxy-1,4-enynes, derived from alkynes and α,β-unsaturated aldehydes. The reaction involved a Saucy-Marbet 1,3-acyloxy migration of propargyl esters and a [4 + 1] cycloaddition of the resulting acyloxy substituted vinylallene with CO.
Marc Revés et al.
Organic letters, 14(13), 3534-3537 (2012-06-28)
1,2,3,4-Tetramethyl-bicyclo[2.2.1]hepta-2,5-diene (TMNBD, for tetramethylnorbornadiene) has been prepared and used successfully as an acetylene equivalent in the synthesis of substituted cyclopentenones. TMNBD is easily accessible on a multigram scale and displays excellent reactivity toward the intermolecular Pauson-Khand reaction. Conjugate additions on
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