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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 | Belgium | Japan* |
|---|---|---|---|
| 1G |
56,00 €
|
4 | 27 |
| 5G |
194,00 €
|
1 | ≥40 |
*Stock available in Belgium will be delivered in 1 to 3 days
*Stock available in Japan will be delivered in 1 to 2 weeks (excludes regulated items and dry ice shipments).
| 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 |
| 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 |
|
| 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. P302 + P352 : IF ON SKIN: Wash with plenty of water. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P362 + P364 : Take off contaminated clothing and wash it before reuse. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. |
Related Laws:
Transport Information:
| HS Number | 2931900090 |
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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