| Identification | More | [Name]
Allyl phenyl sulfone | [CAS]
16212-05-8 | [Synonyms]
ALLYL PHENYL SULFONE
ALLYL PHENYL SULPHONE
ALLYLSULFONYLBENZENE
(allylsulphonyl)benzene
Phenyl allyl sulfone.
(2-propenylsulfonyl)-benzen
Allyl Phenyl sulone
sulfone, allyl phenyl
Benzene, (2-propenylsulfonyl)-
Prop-2-enylsulfonylbenzene
3-(Phenylsulfonyl)-1-propene
Phenyl (2-propenyl) sulfone
Phenyl 2-propenyl sulfone | [EINECS(EC#)]
240-338-8 | [Molecular Formula]
C9H10O2S | [MDL Number]
MFCD00014739 | [Molecular Weight]
182.24 | [MOL File]
16212-05-8.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR COLOURLESS TO FAINTLY YELLOW LIQUID | [Boiling point ]
110-113 °C/0.5 mmHg (lit.) | [density ]
1.189 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.548(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
2-8°C
| [form ]
clear liquid | [color ]
Colorless to Orange to Green | [Water Solubility ]
insol water; sol most organic solvents. | [Sensitive ]
Light Sensitive | [BRN ]
1863561 | [InChIKey]
KYPIULIVYSQNNT-UHFFFAOYSA-N | [CAS DataBase Reference]
16212-05-8(CAS DataBase Reference) | [EPA Substance Registry System]
16212-05-8(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
WR2400000
| [F ]
8-10 | [TSCA ]
T | [HazardClass ]
IRRITANT | [HS Code ]
2930909899 | [Toxicity]
mouse,LD50,intravenous,320mg/kg (320mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02689, |
| Hazard Information | Back Directory | [Chemical Properties]
CLEAR COLOURLESS TO FAINTLY YELLOW LIQUID | [Uses]
Possible usages of allyl phenyl sulfone:
- It can undergo isomerization by the nonionic proazaphosphatrane catalysts under mild reaction conditions.
- It can react with epoxymesylate to give cycloalkane derivative. This method has been employed in the synthesis of marine eicosanoid bacillariolides I-III.
- It can undergo electrocatalytic additions to vinyl sulfones catalyzed by an electrogenerated base.
| [Reactivity Profile]
Allyl phenyl sulfone could be used as metalated derivatives serve as ambident nucleophiles; reacts as a 1,1-allylic dianion or 1,1-allylic dipole equivalent[1].
| [Synthesis]
The Preparative Method of Allyl phenyl sulfone: from Allyl Bromide and benzenesulfinate in ethanol according to the original procedure is most straightforward and avoids the use of strong-smelling thiols.
| [References]
1. (a) Magnus, P. D. T 1977, 33, 2019. (b) Block, E. Reactions of Organosulfur Compounds; Academic Press: New York, 1978. (c) Biellmann, J.-F.; Ducep, J.-B. OR 1982, 27, 1.
2. Otto, R. LA 1894, 283, 18; Cope, A. C.; Morrison, D. E.; Field, L. JACS 1950, 72, 59. Vennstra, G. E.; Zwaneburg, B. S 1975, 519.
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