Name | Phenanthreneboronicacid |
Synonyms | RARECHEM AH PB 0056 9-Phenanthracenylbor Phenanthreneboronicacid 9-Phenanthreneboronic Acid Phenanthren-9-boronic acid Phenanthrene-9-boronic acid 9-phenanthrenylboronic acid PHENANTHRENE-9-BORONIC ACID (9-Phenanthryl)boronic Acid PHENANTHREN-9-YLBORONIC ACID phenanthren-9-ylboronic acid 9-Phenanthracenylboronic acid Phenanthracene-9-boronic acid 9-Phenanthracenylboronic acid 9-Phenanthreneboronic acid (contains varying amounts of anhydride) |
CAS | 68572-87-2 |
EINECS | 627-783-7 |
InChI | InChI=1/C14H11BO2/c16-15(17)14-9-10-5-1-2-6-11(10)12-7-3-4-8-13(12)14/h1-9,16-17H |
InChIKey | JCDAUYWOHOLVMH-UHFFFAOYSA-N |
Molecular Formula | C14H11BO2 |
Molar Mass | 222.05 |
Density | 1.26±0.1 g/cm3(Predicted) |
Melting Point | 165-170 °C |
Boling Point | 479.5±28.0 °C(Predicted) |
Flash Point | 243.796°C |
Solubility | Ethanol |
Vapor Presure | 0mmHg at 25°C |
Appearance | White to beige to light yellow powder |
Color | Pale Yellow |
pKa | 8.53±0.30(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
Refractive Index | 1.71 |
MDL | MFCD00143524 |
Use | Reactant involved in the synthesis of: Large polycyclic aromatic hydrocarbons (PAHs); Electron rich benzo[g,h, I ]perylenes; FLAP protein inhibitors as antiinflammatory agents; Aminoisoquinolinones as PARP-2 selective inhibitors Reactant involved in ho |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
WGK Germany | 3 |
HS Code | 29319090 |
Hazard Class | IRRITANT |
Application | phenanthrene boronic acid is an intermediate in organic synthesis, which is widely used in Suzuki cross-coupling reaction. 9-phenanthrene boronic acid can be used to prepare dibenzo [g,p] Naphthalene, which is an important raw material for a new type of organic light-emitting semiconductor materials, OLED is an important raw material for self-luminescence. there may be no quantitative amount of anhydride. |
preparation | 30g (117.19mmol,1eq), tetrahydrofuran 125 ml, stirring, nitrogen purging 15min, using ethanol and liquid nitrogen to reduce the device temperature to -78 C, in the drop tube to add n-butyl lithium 50ml (1.05 mmol, eq), slowly added dropwise to the reaction solution and maintained at -78 °c for 2 hours. At -78 °c, 93.6mL(234.38mmol,2eq) of triisopropyl borate was added to the dropping tube, the reaction mixture was gradually added dropwise to the reaction solution. After completion of the dropwise addition, the temperature was gradually raised to room temperature, and the reaction was carried out for 1 hour, after which 6mL of dilute hydrochloric acid was added to stop the reaction. (PE: EA = 3: 1, product Rf = 0.3, 9-bromphenanthrene Rf = 1.0). After completion of the reaction, ethanol was added, and the reaction solution was spin-dried to obtain a crude product; The crude product was boiled and washed with n-hexane to obtain 36g of 9-phenanthrene boronic acid as a white solid. |