| Identification | More | [Name]
2-Naphthaleneboronic acid | [CAS]
32316-92-0 | [Synonyms]
1-NAPHTHALENEBORONIC ACID
1-NAPHTHYLBORONIC ACID
1-NAPHTHYLENEBORONIC ACID
2-NAPHTHALENEBORONIC ACID
2-NAPHTHALENEYLBORONIC ACID
2-NAPHTHENEBORONIC ACID
2-NAPHTHYLBORONIC ACID
AKOS BRN-0020
AKOS BRN-0041
ALPHA-NAPHTHYLBORIC ACID
NAPHTHALEN-1-YLBORONIC ACID
NAPHTHALEN-2-YLBORONIC ACID
NAPHTHALENE-1-BORONIC ACID
NAPHTHALENE-2-BORONIC ACID
NAPHTHALENYL-1-BORONIC ACID
NAPHTHALENYL-2-BORONIC ACID
RARECHEM AH PB 0125
RARECHEM AH PB 0126
2-Naphthalene Boric Acid
2-Naphthylboronic caid | [EINECS(EC#)]
628-070-3 | [Molecular Formula]
C10H9BO2 | [MDL Number]
MFCD00019722 | [Molecular Weight]
171.99 | [MOL File]
32316-92-0.mol |
| Questions And Answer | Back Directory | [description]
2-Naphthalene Boronic Acid is an organometallic iridium complex with applications in catalysis and Pharmaceutical manufacturing. It can be also used in the study of an enantioselective rhodium-catalyzed addition of aryl boronic acids to 2,2,2-trifluoroacetophenones leading to chiral, tertiary trifluoromethyl alcohols. | [Uses]
2-Naphthaleneboronic acid is a useful research chemical for organic synthesis and other chemical processes.
| [Solubility]
Solubility in water: slightly soluble. Other solubilities: soluble in methanol
| [Application]
It is used to study the enantioselective rhodium-catalyzed addition reaction of arylboronic acid and 2,2,2-trifluoroacetophenone to generate chiral tertiary trifluoromethanol.
It can also be used to study the palladium-catalyzed addition reaction of arylboronic acid and nitrile to generate aryl ketones, and aromatic adverbial clauses: palladium-catalyzed addition of oxynitrile to benzofuran.
|
| Chemical Properties | Back Directory | [Appearance]
yellow crystal powde | [Melting point ]
269-275 °C(lit.)
| [Boiling point ]
381.9±25.0 °C(Predicted) | [density ]
1.21±0.1 g/cm3(Predicted) | [storage temp. ]
0-6°C | [Water Solubility ]
Slightly soluble in water | [form ]
Crystalline Powder and/or Chunks | [pka]
8.53±0.30(Predicted) | [color ]
White to off-white | [Detection Methods]
HPLC | [BRN ]
2936449 | [InChIKey]
KPTRDYONBVUWPD-UHFFFAOYSA-N | [CAS DataBase Reference]
32316-92-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [TSCA ]
No | [HazardClass ]
IRRITANT | [HS Code ]
29319099 |
| Hazard Information | Back Directory | [Chemical Properties]
yellow crystal powde
| [Synthesis]
To a two-neck 250mL round bottom flask, triisopropyl borate (3.30mL, 29.06mmol) and 3-bromoquinoline (3.00g, 14.49mmol) was dissolved in dry THF (100mL), then n-butyllithium (14.50mL of a 2M solution in hexane, 29.00mmol) was added dropwise via a dropping funnel over 1h under N2 at-78°C. After 2h, the acetone/dry ice bath was removed, and the reaction solution was allowed to warm to 0°C. The reaction was then quenched with a 2M HCl solution, and the pH value was adjusted to 7 with a solution of 2M NaHCO3. The resulting solution was extracted with ethyl acetate (EA) (3×100mL). The combined organic layers were dried with MgSO4 and evaporated to dryness. n-Hexane was then added to precipitated the product 2-Naphthaleneboronic acid as a white solid (80% yield). |
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