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4-IODOSTYRENE)

4-IODOSTYRENE) structure

4-IODOSTYRENE) 

structure
  • CAS No:

    2351-50-0

  • Formula:

    C8H7I

  • Chemical Name:

    4-IODOSTYRENE)

  • Synonyms:

    1-ethenyl-4-iodobenzene;4-IODOSTYRENE;1-iodo-4-vinyl-benzene;p-IODOSTYRENE;1-iodo-4-vinylbenzene;Benzene, 1-ethenyl-4-iodo-;p-Jodstyrol;4-Iodo-styrene;4-Iodophenylethylene;Benzene,1-ethenyl-4-iodo-

  • Categories:

    Chemical Reagents  >  Organic Reagents

4-IODOSTYRENE) Basic Attributes

230.05

229.959

DTXSID40451774

Characteristics

0

4.2

1.673±0.06 g/cm3(Predicted)

44-44.5 °C

235.6°C at 760 mmHg

4-IODOSTYRENE) Use and Manufacturing

General procedure: A mixture of diiodobenzene (1i-j) (0.25mmol), vinysilane 2c (0.15mmol), potassium fluoride (1.2mmol), and supported palladium NPs catalyst (Pd/substrate ratio 1molpercent) was suspended in DMF (1ml). Then, the flask was evacuated under vacuum and refilled with argon. The evacuation/refilling cycle was repeated three times (pressure 2bar). The reaction mixture was stirred at 130°C, and the reaction was monitored by GC and GC–MS, for 3h. During this time, all the initial compounds 3i′-j′ formed arising from the replacement of a single iodide are reacted to obtain the maximum yield of products 3i-j.Under N2, 16 g (40 mmol) of methyltriphenylphosphine iodide was added to 200 mL of THF and stirred.Cool to -78 ° C, add 20 mL (48 mmol) of t-butyl lithium, react for 30 min, Continue to add 9.3g (40mmol) of p-iodobenzaldehyde, stir for 30min, and then naturally warm to room temperature.After heating to 55 ° C, the reaction was carried out for 5 h, 20 mL of a saturated ammonium chloride solution was added, and THF was distilled off.Extracted with ethyl acetate, dried, filtered, concentrated and purified by column chromatographyObtained iodine styrene, yield 77percentGeneral procedure: In a typical experiment, the alkene derivative (1.5 mmol), halobenzenesulfonyl chloride derivative (1 mmol), Li2CO3 (0.222 g, 3 mmol), and PdCl2(CH3CN)2 (12.9 mg, 0.05 mmol) were dissolved in 1, 4-dioxane (2 mL) under an argon atmosphere. The reaction mixture was stirred at 100 °C for 24 h. After evaporation of the solvent, the product was purified by silica gel column chromatography.

Computed Properties

Molecular Weight:230.05
XLogP3:4.2
Rotatable Bond Count:1
Exact Mass:229.95925
Monoisotopic Mass:229.95925
Heavy Atom Count:9
Complexity:90.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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