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Key Documents

C112909

Sigma-Aldrich

2-环戊烯-1-酮

98%

同義詞:

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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About This Item

經驗公式(希爾表示法):
C5H6O
CAS號碼:
分子量::
82.10
Beilstein:
1446054
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

98%

形狀

liquid

折射率

n20/D 1.481 (lit.)

bp

64-65 °C/19 mmHg (lit.)

密度

0.98 g/mL at 25 °C (lit.)

儲存溫度

2-8°C

SMILES 字串

O=C1CCC=C1

InChI

1S/C5H6O/c6-5-3-1-2-4-5/h1,3H,2,4H2

InChI 密鑰

BZKFMUIJRXWWQK-UHFFFAOYSA-N

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應用

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。

象形圖

Flame

訊號詞

Warning

危險聲明

危險分類

Flam. Liq. 3

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

107.6 °F - closed cup

閃點(°C)

42 °C - closed cup

個人防護裝備

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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分析證明 (COA)

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Yoshihiro Sumiyoshi et al.
The Journal of chemical physics, 125(12), 124307-124307 (2006-10-04)
Pure rotational transitions in the ground state for Ar-OH and Ar-OD [Y. Ohshima et al., J. Chem. Phys. 95, 7001 (1991) and Y. Endo et al., Faraday Discuss. 97, 341 (1994)], those in the excited states of the OH vibration
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
Filippo De Simone et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(51), 14527-14538 (2011-11-25)
The Nazarov cyclization of divinyl ketones gives access to cyclopentenones. Replacing one of the vinyl groups by a cyclopropane leads to a formal homo-Nazarov process for the synthesis of cyclohexenones. In contrast to the Nazarov reaction, the cyclization of vinyl-cyclopropyl
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.
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"

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