Home Cart 0 Sign in  

[ CAS No. 802919-90-0 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 802919-90-0
Chemical Structure| 802919-90-0
Structure of 802919-90-0 *Storage: {[proInfo.prStorage]}

Quality Control of [ 802919-90-0 ]

Related Doc. of [ 802919-90-0 ]

SDS
Alternatived Products of [ 802919-90-0 ]
Alternatived Products of [ 802919-90-0 ]

Product Details of [ 802919-90-0 ]

CAS No. :802919-90-0MDL No. :MFCD28100936
Formula : C7H5F2IO2S Boiling Point : 312.4±42.0°C at 760 mmHg
Linear Structure Formula :-InChI Key :-
M.W :318.08Pubchem ID :12158450
Synonyms :

Computed Properties of [ 802919-90-0 ]

TPSA : 42.5 H-Bond Acceptor Count : 4
XLogP3 : - H-Bond Donor Count : 0
SP3 : 0.14 Rotatable Bond Count : 2

Safety of [ 802919-90-0 ]

Signal Word:WarningClass:N/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 802919-90-0 ]

  • Upstream synthesis route of [ 802919-90-0 ]
  • Downstream synthetic route of [ 802919-90-0 ]

[ 802919-90-0 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 108-95-2 ]
  • [ 802919-90-0 ]
  • [ 458-92-4 ]
Reference: [1] Chemical Communications, 2007, # 48, p. 5149 - 5151
  • 2
  • [ 1535-65-5 ]
  • [ 802919-90-0 ]
YieldReaction ConditionsOperation in experiment
92%
Stage #1: With potassium <i>tert</i>-butylate; iodine In DMF (N,N-dimethyl-formamide) at -30 - -20℃; for 1 h;
Stage #2: With hydrogenchloride In water at -50℃;
Under an argon atmosphere, into a Schlenk flask containing difluoromethyl phenyl sulfone (192 mg, 1 mmol) and elemental iodine (508 mg, 4 mmol) in DMF (4 mL) at - 30 °C, was added dropwise via a syringe t-BuOK (448 mg, 4 mmol) in DMF (4 mL). The reaction mixture was stirred at - 30 - - 20 °C for 1 h, and the completion of the reaction was monitored by 19F NMR. The reaction was then quenched by adding IN HCI aqueous solution (5 mL) at - 50 °C, followed by warming to room temperature. A saturated NaCl aqueous solution (10 mL) was added, and the mixture was extracted with Et20 (15 mL x 3). The combined organic phase was dried over MgS04, filtered, and the solvent was removed in a rotary evaporator. The residue was further purified by silica gel column chromatography (hexane: ethyl acetate = 9: 1) to give difluoroiodomethyl phenyl sulfone (5) (294 mg, 92 percent yield) as a colorless solid, which readily turns to red under light. 'H NMR (500 MHz, CDC13): 6 7.63 (t, J = 7.4 Hz, 2H) ; 7.79 (t, J = 7.4 Hz, 1H) ; 7.99 (d, J = 7.5 Hz, 2H). 13C NMR (125 MHz, CDC13): 6 102.5 (t, J = 355 Hz) ; 128.1; 129.7; 131.3; 136.1.19F NMR (470 MHz, CDC13): 6 - 52.2. MS (EI, m/z): 318 (M(at); 177; 142; 127. HRMS (El): m/z calcd for C7H5F2IO2S (M+) 317.9023, found 317.9013.
92% With iodine(I) bromide; potassium hydroxide In tetrachloromethane at 20 - 60℃; for 4 h; General procedure: To a solution of proper sulfone1 (10.0 mmol) in dry CCl4 (40 mL) powdered KOH (2.0 g,35.7 mmol) was added. The mixture was stirred and IBr (2.2 g, 10.6 mmol) in dry CCl4 (30mL) was added dropwise while maintaining the temperature of the mixture below 20 °C. Theresulting mixture was stirred for 2 h at room temperature, then for 2 h at 60 °C. After coolingto room temperature the precipitate of inorganic salts was filtered off and the filtrate wasevaporated to dryness under reduced pressure. The residue was crystallized from propan-2-ol.For the synthesis of the sulfone 5 amount of IBr and KOH was increased twice.
Reference: [1] Organic Letters, 2004, vol. 6, # 23, p. 4315 - 4317
[2] Patent: WO2005/97739, 2005, A2, . Location in patent: Page/Page column 9; 17
[3] Tetrahedron Letters, 2014, vol. 55, # 3, p. 745 - 748
[4] Patent: WO2005/97739, 2005, A2, . Location in patent: Page/Page column 9
  • 3
  • [ 935426-17-8 ]
  • [ 802919-90-0 ]
Reference: [1] Mendeleev Communications, 2006, vol. 16, # 3, p. 132 - 134
  • 4
  • [ 536975-50-5 ]
  • [ 802919-90-0 ]
Reference: [1] Synlett, 2011, # 7, p. 899 - 902
  • 5
  • [ 465512-53-2 ]
  • [ 802919-90-0 ]
Reference: [1] Mendeleev Communications, 2006, vol. 16, # 3, p. 132 - 134
  • 6
  • [ 80351-58-2 ]
  • [ 802919-90-0 ]
Reference: [1] Synlett, 2011, # 7, p. 899 - 902
Historical Records

Related Functional Groups of
[ 802919-90-0 ]

Fluorinated Building Blocks

Chemical Structure| 1027345-07-8

[ 1027345-07-8 ]

4-Fluoro-3-((trifluoromethyl)sulfonyl)benzene-1-sulfonyl chloride

Similarity: 0.61

Chemical Structure| 424792-57-4

[ 424792-57-4 ]

1,2-Difluoro-4-(methylsulfonyl)benzene

Similarity: 0.58

Chemical Structure| 657-46-5

[ 657-46-5 ]

1-Fluoro-3-(methylsulfonyl)benzene

Similarity: 0.58

Chemical Structure| 1027345-08-9

[ 1027345-08-9 ]

4-Fluoro-3-((trifluoromethyl)sulfonyl)benzenesulfonamide

Similarity: 0.57

Chemical Structure| 383-29-9

[ 383-29-9 ]

4,4'-Sulfonylbis(fluorobenzene)

Similarity: 0.57

Sulfones

Chemical Structure| 3112-85-4

[ 3112-85-4 ]

Methyl phenyl sulfone

Similarity: 0.62

Chemical Structure| 1027345-07-8

[ 1027345-07-8 ]

4-Fluoro-3-((trifluoromethyl)sulfonyl)benzene-1-sulfonyl chloride

Similarity: 0.61

Chemical Structure| 5535-48-8

[ 5535-48-8 ]

(Vinylsulfonyl)benzene

Similarity: 0.61

Chemical Structure| 127-63-9

[ 127-63-9 ]

Sulfonyldibenzene

Similarity: 0.60

Chemical Structure| 1424-51-7

[ 1424-51-7 ]

3-(Phenylsulfonyl)acrylonitrile

Similarity: 0.59

Aryls

Chemical Structure| 3112-85-4

[ 3112-85-4 ]

Methyl phenyl sulfone

Similarity: 0.62

Chemical Structure| 1027345-07-8

[ 1027345-07-8 ]

4-Fluoro-3-((trifluoromethyl)sulfonyl)benzene-1-sulfonyl chloride

Similarity: 0.61

Chemical Structure| 5535-48-8

[ 5535-48-8 ]

(Vinylsulfonyl)benzene

Similarity: 0.61

Chemical Structure| 127-63-9

[ 127-63-9 ]

Sulfonyldibenzene

Similarity: 0.60

Chemical Structure| 1424-51-7

[ 1424-51-7 ]

3-(Phenylsulfonyl)acrylonitrile

Similarity: 0.59