4,4,5,5-Tetramethyl-2-(phenylethynyl)-1,3,2-dioxaborolane
- Product Name
- 4,4,5,5-Tetramethyl-2-(phenylethynyl)-1,3,2-dioxaborolane
- CAS No.
- 159087-45-3
- Chemical Name
- 4,4,5,5-Tetramethyl-2-(phenylethynyl)-1,3,2-dioxaborolane
- Synonyms
- 2-Phenyl-1-ethynylboronic acid pinacol ester;2-Phenyl-1-ethynylboronic acid pinacol ester 90%;4,4,5,5-Tetramethyl-2-(phenylethynyl)-1,3,2-dioxaborolane;4,4,5,5-tetramethyl-2-(2-phenylethynyl)-1,3,2-dioxaborolane;1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(2-phenylethynyl)-;4,4,5,5-Tetramethyl-2-(phenylethynyl)-1,3,2-dioxaborolane 98%
- CBNumber
- CB42101842
- Molecular Formula
- C14H17BO2
- Formula Weight
- 228.09
- MOL File
- 159087-45-3.mol
4,4,5,5-Tetramethyl-2-(phenylethynyl)-1,3,2-dioxaborolane Property
- Melting point:
- 49-68 °C
- Boiling point:
- 265.4±23.0 °C(Predicted)
- Density
- 1.03±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- crystals
Safety
- WGK Germany
- 3
- HS Code
- 2931900090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H312Harmful in contact with skin
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P321Specific treatment (see … on this label).
P322Specific measures (see …on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P363Wash contaminated clothing before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 686808
- Product name
- 2-Phenyl-1-ethynylboronic acid pinacol ester
- Purity
- 90%
- Packaging
- 1g
- Price
- $223
- Updated
- 2022/05/15
- Product number
- T889775
- Product name
- 4,4,5,5-Tetramethyl-2-(phenylethynyl)-1,3,2-dioxaborolane
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- T889775
- Product name
- 4,4,5,5-Tetramethyl-2-(phenylethynyl)-1,3,2-dioxaborolane
- Packaging
- 500mg
- Price
- $130
- Updated
- 2021/12/16
- Product number
- 092707
- Product name
- 4,4,5,5-Tetramethyl-2-(phenylethynyl)-1,3,2-dioxaborolane
- Purity
- 95+%
- Packaging
- 1g
- Price
- $227
- Updated
- 2021/12/16
- Product number
- X0552
- Product name
- 2-Phenyl-1-ethynylboronic acid pinacol ester
- Packaging
- 1g
- Price
- $164
- Updated
- 2021/12/16
4,4,5,5-Tetramethyl-2-(phenylethynyl)-1,3,2-dioxaborolane Chemical Properties,Usage,Production
Synthesis
61676-62-8
536-74-3
159087-45-3
GENERAL METHOD: A mixture of phenylacetylene (0.5 mmol), isopropanol pinacol borate (0.75 mmol), triphenylphosphine (PPh3), ligand L1 (1 mol%), silver chloride (AgCl, 1 mol%) and cesium carbonate (Cs2CO3, 1.1 mmol) in N,N-dimethylformamide (DMF, 5 mL) was reacted under argon (Ar) The reaction was stirred at 50°C for 24 hours under the protection of argon (Ar). After completion of the reaction, the reaction mixture was acidified with 1 M hydrochloric acid solution in an ice-water bath and the aqueous phase was extracted with ethyl acetate (three times). The combined organic layers were washed with saturated brine, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to afford the target compound 4,4,5,5-tetramethyl-2-(phenylalkynyl)-1,3,2-dioxaborolane.
References
[1] Organic Letters, 2014, vol. 16, # 17, p. 4670 - 4673
[2] Journal of the American Chemical Society, 2007, vol. 129, # 42, p. 12634 - 12635
[3] Tetrahedron, 2014, vol. 70, # 35, p. 5815 - 5819
[4] Angewandte Chemie - International Edition, 2012, vol. 51, # 2, p. 521 - 524
[5] Patent: WO2010/146172, 2010, A2. Location in patent: Page/Page column 37
4,4,5,5-Tetramethyl-2-(phenylethynyl)-1,3,2-dioxaborolane Preparation Products And Raw materials
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