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213306

Sigma-Aldrich

苯基乙烯基亚砜

95%

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About This Item

線性公式:
C6H5SOCH=CH2
CAS號碼:
20451-53-0
分子量：:
152.21
Beilstein:
2039218
EC號碼:
243-831-6
MDL號碼:
MFCD00002086
分類程式碼代碼:
12352100
PubChem物質ID:
24852679
NACRES:
NA.22

化驗

95%

形狀

liquid

折射率

n20/D 1.585 (lit.)

bp

93-95 °C/0.2 mmHg (lit.)

密度

1.139 g/mL at 25 °C (lit.)

官能基

sulfoxide

儲存溫度

2-8°C

SMILES 字串

C=CS(=O)c1ccccc1

InChI

1S/C8H8OS/c1-2-10(9)8-6-4-3-5-7-8/h2-7H,1H2

InChI 密鑰

MZMJHXFYLRTLQX-UHFFFAOYSA-N

基因資訊

human ... LOC129293(129293)

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相關類別

一般說明

Phenyl vinyl sulfoxide reacts with lithium enolates of ketones at -78°C in THF to yield bicyclo[n.2.0]alkan-1-ols. It also reacts with in situ generated (dialkylamino)magnesium reagent to yield symmetrical β-(dialkylamino)dithioacetals. It participates as an acetylene equivalent in Diels-Alder reactions.

儲存類別代碼

10 - Combustible liquids

水污染物質分類（WGK）

WGK 3

閃點（°F）

230.0 °F - closed cup

閃點（°C）

110 °C - closed cup

個人防護裝備

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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分析證明 (COA)

Lot/Batch Number
69296MJV
69296MJ
08624EE
09907CW
12415KI

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X Ji et al.
Acta crystallographica. Section B, Structural science, 45 ( Pt 1), 93-99 (1989-02-01)
Three diastereomers of bicyclo[2.2.1]hept-5-en-2-yl phenyl sulfoxide were prepared by Diels-Alder [4 + 2] cycloadditions between phenyl vinyl sulfoxide and cyclopentadiene. The isomers were separated by column chromatography on silica gel and repeated recrystallizations gave the pure racemates of three of
Masataka Kawakita et al.
The Journal of organic chemistry, 62(23), 8015-8017 (2001-10-24)
Vinyl sulfoxides (PhSOCR(1)=CHR(2): R(1) = H, Me, or Ph; R(2) = H or Me) were treated with (dialkylamino)magnesium reagents, generated in situ from the reaction of EtMgBr with secondary amines (R(3)R(4)NH: R(3) = Et, i-Pr, or Bn; R(4) = Me
Use of phenyl vinyl sulfoxide as an acetylene equivalent in Diels-Alder cycloadditions.
Paquette LA, et al.
Journal of the American Chemical Society, 100(5), 1597-1599 (1978)
Wendy A Loughlin et al.
Organic & biomolecular chemistry, 1(8), 1347-1353 (2003-08-22)
The enolates generated from cyclopentanone, cycloheptanone or cyclooctanone and LDA at -78 degrees C in THF react with (+/-)-phenyl vinyl sulfoxide under controlled conditions of temperature, reaction time, and concentration. Upon oxidation with MCPBA of the product mixtures, the novel

文章

Diels–Alder Reaction

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. Since the reaction involves the formation of a cyclic product via a cyclic transition state, it is also referred to as a "cycloaddition".

Diels–Alder Reaction

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. Since the reaction involves the formation of a cyclic product via a cyclic transition state, it is also referred to as a "cycloaddition".

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