(10-Phenyl-9-anthracenyl)boronic acid pinacol ester

CAS NO.：460347-59-5
Empirical Formula: C26H25BO2
Molecular Weight: 380.29
MDL number: MFCD13194955
SAFETY DATA SHEET (SDS)
Update Date: 2023-06-08 17:06:35

What is (10-Phenyl-9-anthracenyl)boronic acid pinacol ester?

Preparation

9-Bromo-10-phenylanthracene (5.8g, 17.4mmol), bis(pinacolato)diboron(6.63 g, 26.1 mmol), Pd(dppf)Cl2 (710 mg, 0.87 mmol), and KOAc (10.23 g, 104.4 mmol) were mixed in a 250mL flask containing 1,4-dioxane (60 mL). The reaction mixture was refluxed for 24h under nitrogen. After it was cooled to room temperature, a dilute hydrochloric acid solution quenched. The mixture was extracted with CH2Cl2 and dried over anhydrous MgSO4. The crude product was concentrated by rotary evaporation and further purified by silica gel column chromatography (CH2Cl2 / petroleum ether (1:1,v/v)) to afford a light yellow powder (4.0 g, 60.4 %). 1H NMR (500 MHz, CDCl3) δ 8.46 (d, J = 8.7 Hz, 2H), 7.65 (d, J = 8.8 Hz, 2H), 7.57 (dq, J = 14.2, 7.0 Hz, 3H), 7.51 – 7.46 (m, 2H), 7.41 (d, J = 7.0 Hz, 2H), 7.34 (dd, J = 8.1, 7.1 Hz, 2H), 1.63 (s, 12H). EI-MS (m/z): Calculated for C26H25BO2: 380.29. Found [M+]: 379.92.
preparation of 4,4,5,5-Tetramethyl-2-(10-phenylanthracen-9-yl)-1,3,2-dioxaborolane
Synthesis of 4,4,5,5-Tetramethyl-2-(10-phenylanthracen-9-yl)-1,3,2-dioxaborolane

Properties of (10-Phenyl-9-anthracenyl)boronic acid pinacol ester

Melting point:	165.0 to 169.0 °C
Boiling point:	524.1±19.0 °C(Predicted)
Density	1.15
form	powder to crystal
color	White to Light yellow

Safety information for (10-Phenyl-9-anthracenyl)boronic acid pinacol ester

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P330:Rinse mouth. P362:Take off contaminated clothing and wash before reuse. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P302+P352:IF ON SKIN: wash with plenty of soap and water. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. P337+P313:IF eye irritation persists: Get medical advice/attention. P405:Store locked up. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P501:Dispose of contents/container to..…

Computed Descriptors for (10-Phenyl-9-anthracenyl)boronic acid pinacol ester

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