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Maximum quantity allowed is 999
CAS RN: 865-47-4 | Product Number: P1008
Potassium tert-Butoxide
Purity: >97.0%(T)
Size | Unit Price | Philadelphia, PA | Portland, OR | Japan* | Quantity |
---|---|---|---|---|---|
25G |
$16.00
|
Contact Us | Contact Us | 6 |
|
100G |
$41.00
|
Contact Us | Contact Us | ≥100 |
|
500G |
$141.00
|
Contact Us | Contact Us | ≥100 |
|
* Items in stock locally ship in 1-2 business days. Items from Japan stock are able to ship from a US warehouse within 2 weeks. Please contact TCI for lead times on items not in stock. Excludes regulated items and items that ship on ice.
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Product Number | P1008 |
Purity / Analysis Method | >97.0%(T) |
Molecular Formula / Molecular Weight | C__4H__9KO = 112.21 |
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 | Hygroscopic |
CAS RN | 865-47-4 |
Reaxys Registry Number | 3556712 |
PubChem Substance ID | 87575121 |
SDBS (AIST Spectral DB) | 18431 |
MDL Number | MFCD00012162 |
Appearance | White to Light yellow powder to crystal |
Purity(Neutralization titration) | min. 97.0 % |
Melting Point | 240 °C(dec.) |
Solubility (soluble in) | Ether |
Pictogram | |
Signal Word | Danger |
Hazard Statements | H314 : Causes severe skin burns and eye damage. H251 : Self-heating; may catch fire. |
Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P260 : Do not breathe dusts or mists. P235 + P410 : Keep cool. Protect from sunlight. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. 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. P407 : Maintain air gap between stacks/ pallets. P420 : Store away from other materials. P405 : Store locked up. |
UN Number (DOT-AIR) | UN3206 |
Class (DOT-AIR) | 4.2/8 |
Packing Group (TCI-A) | II |
HS Number | 2905.19.9090 |
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Used Chemicals
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Procedure
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To a solution of benzyl alcohol (540 mg, 5.0 mmol), benzonitrile (1.03 g, 10 mmol, 2.0 eq.) in 1,4-dioxane (10 mL) was added potassium tert-butoxide (1.12 g, 10.0 mmol, 2.0 eq.) at r.t. and the mixture was stirred at 130 °C for overnight. The solvent was removed under reduced pressure and the residue was purified by column chromatography (on silica gel, ethyl acetate:hexane = 0:1 - 1:2) several times, giving N-benzylbenzamide as a white solid (513 mg, 49% yield).
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Experimenter’s Comments
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The reaction mixture was monitored by UPLC.
The reaction was carried out using a pressure-resistant test tube.
Purification by column chromatography was performed several times.
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Analytical Data
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N-benzylbenzamide
1H NMR (270 MHz, DMSO-d6); δ 9.05 (brt, 1H, J = 5.4 Hz), 7.90 (dd, 1H, J = 7.3, 1.6 Hz), 7.56-7.44 (m, 3H), 7.36-7.32 (m, 4H), 7.25 (q, 1H, J = 7.3 Hz).
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Lead Reference
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- Direct Synthesis of Amides from Benzonitriles and Benzylic Alcohols via a KOt‑Bu-Mediated MPV-type Hydrogen Transfer Process
References
- 1)Transesterification/Acylation of Secondary Alcohols Mediated by N-Heterocyclic Carbene Catalysts
- 2)Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
- P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.
References
- Potassium tert-Butoxide-Catalyzed Dehydrogenative Si-O Coupling: Reactivity Pattern and Mechanism of an Underappreciated Alcohol Protection
- Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
- P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.
Articles/Brochures
Safety Data Sheet (SDS)
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