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CAS RN: 28611-39-4 | Product Number: D4428
4-(Dimethylamino)phenylboronic Acid (contains varying amounts of Anhydride)
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Purity:
Synonyms:
- 4-(Dimethylamino)benzeneboronic Acid (contains varying amounts of Anhydride)
Product Documents:
| Size | Unit Price | Philadelphia, PA | Portland, OR | Japan* | Quantity |
|---|---|---|---|---|---|
| 1G |
$74.00
|
2 | 1 | 27 |
|
| 5G |
$223.00
|
1 | 1 | ≥40 |
|
* 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 | D4428 |
| Molecular Formula / Molecular Weight | C__8H__1__2BNO__2 = 165.00 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature | Frozen (<0°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Hygroscopic,Heat Sensitive |
| Packaging and Container | 1G-Glass Bottle with Plastic Insert (View image) |
| CAS RN | 28611-39-4 |
| Reaxys Registry Number | 3118297 |
| PubChem Substance ID | 253660318 |
| MDL Number | MFCD01074642 |
Specifications
| Appearance | White to Yellow to Orange powder to crystal |
| Purity(Neutralization titration) | 97.0 to 113.0 % |
Properties (reference)
| Melting Point | 227 °C |
GHS
| Pictogram |
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| 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. |
Related Laws:
Transport Information:
| HS Number | 2931.90.9052 |
Application
TCI Practical Example: Regioselective Silylation of an Unprotected Carbohydrate Using the Boronic Acid and the Phosphine Oxide
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Used Chemicals
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Procedure
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To a solution of methyl α-L-fucopyranoside (356 mg, 2 mmol), 4-(dimethylamino)phenylboronic acid (66 mg, 0.4 mmol, 0.2 equiv), tributylphosphine oxide (87 mg, 0.2 mmol, 0.2 equiv) and DIPEA (517 mg, 0.68 mL, 4.0 mmol, 2.0 equiv) in acetonitrile (10 mL) was added TBDPSCl (1.10 g, 1.03 mL, 4.0 mmol, 2.0 equiv) at rt and the mixture was stirred at 60 °C. After 24 h, methanol (1 mL) was added to the reaction mixture and the solvent was removed under reduced pressure. The residue was purified by column chromatography (ethyl acetate:hexane = 0:1 - 1:1 on silica gel) to give 1 as a colorless oil (510 mg，y. 61%).
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Experimenter’s Comments
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The reaction mixture was monitored by TLC (ethyl acetate:hexane = 1:1, Rf = 0.59).
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Analytical Data
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Compound 1
1H NMR (400 MHz, CDCl3); δ 7.75-7.67 (m, 4H), 7.48-7.36 (m, 6H), 4.68 (d, 1H, J = 3.2 Hz), 3.93-3.80 (m, 2H), 3.68 (brq, 1H, J = 6.5 Hz), 3.44-3.43 (m, 1H), 3.29 (s, 3H), 2.55 (brs, 1H), 1.53 (d, 1H, J = 8.9 Hz), 1.22 (d, 3H, J = 6.8 Hz), 1.10 (s, 9H).
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Lead Reference
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- Regioselective silylation of pyranosides using a boronic acid / Lewis base co-catalyst system
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Specifications
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