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CAS RN: 55962-05-5 | Product Number: T3967
4-Methyl-N-(phenyl-λ3-iodaneylidene)benzenesulfonamide
Purity: >95.0%(T)
- [N-(p-Toluenesulfonyl)imino]phenyliodinane
- PhINTs
Size | Unit Price | Philadelphia, PA | Portland, OR | Japan* | Quantity |
---|---|---|---|---|---|
1G |
$145.00
|
2 | Contact Us | 13 |
|
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Product Number | T3967 |
Purity / Analysis Method | >95.0%(T) |
Molecular Formula / Molecular Weight | C__1__3H__1__2INO__2S = 373.21 |
Physical State (20 deg.C) | Solid |
Storage Temperature | Refrigerated (0-10°C) |
Store Under Inert Gas | Store under inert gas |
Condition to Avoid | Light Sensitive,Moisture Sensitive,Heat Sensitive |
CAS RN | 55962-05-5 |
Reaxys Registry Number | 2377635 |
PubChem Substance ID | 468593042 |
MDL Number | MFCD00435519 |
Appearance | White to Light yellow powder to crystal |
Purity(Redox Titration) | min. 95.0 % |
Melting point | 97.0 to 101.0 °C |
NMR | confirm to structure |
Melting Point | 100 °C |
Maximum Absorption Wavelength | 400(MeOH) nm |
Pictogram | |
Signal Word | Warning |
Hazard Statements | H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
Precautionary Statements | P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P302 + P352 : IF ON SKIN: Wash with plenty of soap and water. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. P362 : Take off contaminated clothing and wash before reuse. |
HS Number | 2935.90.9500 |
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Used Chemicals
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Procedure
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1,2-Dihydronaphthalene (360 mg, 2.77 mmol) and bis(2,4-pentanedionato)copper(II) (60 mg, 0.233 mmol) were added sequentially to a solution of PhINTs (866 mg, 2.32 mmol) in acetonitrile (15 mL) and the mixture was stirred at room temperature. After stirring for 3 hours, the reaction mixture was filtered through, and the residue was washed with ethyl acetate (10 mL). The filtrate was concentrated under reduced pressure and the crude product was purified by silica gel column chromatography (hexane:ethyl acetate = 5:1) to afford N-tosyl-1,2,3,4-tetrahydronaphthalene-1,2-imine as a white solid (490 mg, 71% yield).
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Experimenter’s Comments
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The reaction solution was monitored by TLC (hexane:ethyl acetate = 2:1, Rf= 0.40).
The residue obtained from the filtration was disposed as copper waste.
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Analytical Data
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N-Tosyl-1,2,3,4-tetrahydronaphthalene-1,2-imine
1H NMR (400 MHz, DMSO-d6); δ 7.81 (d, J = 8.0 Hz, 2H), 7.30 (d, J = 8.2 Hz, 3H), 7.22-7.14 (m, 2H), 7.04 (d, J = 7.3 Hz, 1H), 3.81 (d, J = 7.0 Hz, 1H), 3.56-3.54 (m, 1H), 2.80-2.71 (m, 1H), 2.55-2.51 (m, 1H), 2.41 (s, 3H), 2.28-2.22 (m, 1H), 1.69-1.63 (m, 1H).
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Other Reference
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- Development of the Copper-Catalyzed Olefin Aziridination Reaction
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Used Chemicals
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Procedure
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To a solution of copper(II) trifluoromethanesulfonate (52 mg, 0.14 mmol) in acetonitrile (10 mL) was successively added methyl phenyl sulfoxide (0.20 g, 1.4 mmol) and PhINTs (0.59 g, 1.6 mmol) at room temperature under nitrogen atmosphere. The reaction mixture was stirred for 5 hours, then the solvent was removed under reduced pressure. The crude mixture was purified by column chromatography (ethyl acetate:hexane = 1:2 on silica gel), giving compound 1 as a white powder (0.31 g, 70% yield).
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Experimenter’s Comments
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The reaction mixture was monitored by 1H NMR (DMSO-d6).
PhINTs must be kept cool and be avoided contact with some of organic solvents (ex. THF) due to its high reactivity.
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Analytical Data(Compound 1)
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1H NMR (400 MHz, CDCl3); δ 8.02 (d, 2H, J = 7.3 Hz), 7.86 (d, 2H, J = 8.2 Hz), 7.71 (t, 1H, J = 7.6 Hz), 7.61 (dd, 2H, J = 7.6, 8.2 Hz), 7.26 (d, 2H, J = 8.2 Hz), 3.43 (s, 3H), 2.40 (s, 3H).
13C NMR (101 MHz, CDCl3); δ 143.0, 140.7, 138.4, 134.5, 129.9, 129.4, 127.6, 126.8, 46.8, 21.7.
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Lead Reference
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- Catalytic Synthesis of Sulfoximines using Copper(II) Salts
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Other Reference
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- [N-(p-Toluenesulfonyl)imino]phenyliodinane
Articles/Brochures
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