Maximum quantity allowed is 999
CAS RN: 98-59-9 | Product Number: T0272
p-Toluenesulfonyl Chloride
Purity: >99.0%(GC)
- Tosyl Chloride
Size | Unit Price | Same Day | 2-3 Business Days |
---|---|---|---|
25G |
NT$1,080
|
≥60 | Contact Us |
500G |
NT$2,240
|
39 | Contact Us |
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* The storage conditions are subject to change without notice.
Product Number | T0272 |
Purity / Analysis Method | >99.0%(GC) |
Molecular Formula / Molecular Weight | C__7H__7ClO__2S = 190.64 |
Physical State (20 deg.C) | Solid |
Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
Store Under Inert Gas | Store under inert gas |
Condition to Avoid | Moisture Sensitive |
CAS RN | 98-59-9 |
Reaxys Registry Number | 607898 |
PubChem Substance ID | 87576251 |
SDBS (AIST Spectral DB) | 3090 |
Merck Index (14) | 9534 |
MDL Number | MFCD00007450 |
Appearance | White to Light yellow powder to crystal |
Purity(GC) | min. 99.0 % |
Purity(Argentometric Titration) | min. 98.0 % |
Melting point | 67.0 to 71.0 °C |
NMR | confirm to structure |
Melting Point | 68 °C |
Boiling Point | 146 °C/15 mmHg |
Pictogram | |
Signal Word | Danger |
Hazard Statements | H314 : Causes severe skin burns and eye damage. H402 : Harmful to aquatic life. H290 : May be corrosive to metals. |
Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P273 : Avoid release to the environment. P260 : Do not breathe dusts or mists. P234 : Keep only in original container. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P390 : Absorb spillage to prevent material damage. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower. P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P363 : Wash contaminated clothing before reuse. P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor. P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor. P406 : Store in corrosive resistant container with a resistant inner liner. P405 : Store locked up. |
UN Number | UN3261 |
Class | 8 |
Packing Group | III |
H.S.code* | 2904.10-000 |
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Used Chemicals
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Procedure
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Triethylamine (1.23 mL, 7.64 mmol, 1.5 eq.), DMAP (23.1 mg, 0.19 mmol, 0.04 eq.), and TsCl (1.17 g, 6.11 mmol, 1.2 eq.) were added to a solution of diethylene glycol monobenzyl ether (1.00 g, 5.10 mmol) in dichloromethane (12.1 mL) at room temperature. The reaction mixture was stirred for overnight. The reaction mixture was quenched with 1 mol/L HCl (10 mL) and extracted with dichloromethane (3 x 10 mL). The organic layer washed with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography (ethyl acetate:hexane = 10:90 – 25:75 on silica gel), giving 1 as a colorless liquid (1.58 g, 89% yield).
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Experimenter’s Comments
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The reaction mixture was monitored by TLC (ethyl acetate:hexane = 1:1, Rf = 0.55).
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Analytical Data
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Tosylate 1
1H NMR (270 MHz, CDCl3); δ 7.80 (d, J = 8.4 Hz, 2H), 7.39-7.29 (m, 7H), 4.54 (s, 2H), 4.17 (t, J = 4.6 Hz, 2H), 3.70 (brt, J = 4.9 Hz, 2H), 3.62 (m, 2H), 3.56 (m, 2H), 2.43 (s, 3H).
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Other Reference
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- A Synthesis of Acetamidines
- H. Nakatsuji, K. Ueno, T. Misaki, Y. Tanabe, Org. Lett. 2008, 10, 2131.
- H. Nakatsuji, H. Nishikado, K. Ueno, Y. Tanabe, Org. Lett. 2009, 11, 4258.
References
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