ChemicalBook > CAS DataBase List > 4-PHENOXYPHENYLBORONIC ACID
4-PHENOXYPHENYLBORONIC ACID
- Product Name
- 4-PHENOXYPHENYLBORONIC ACID
- CAS No.
- 51067-38-0
- Chemical Name
- 4-PHENOXYPHENYLBORONIC ACID
- Synonyms
- EOS-61617;AKOS BRN-0132;RARECHEM AH PB 0260;TIMTEC-BB SBB003409;Ibrutinib Impurity 36;4-PHENOXYPHENYLBORONI;4-Boronodiphenyl ether;4-PHENOXYPHENYLBORONIC;4-phenoxy-phenylboric acid;4-PHENOXYPHENYLBORONIC ACID
- CBNumber
- CB9278200
- Molecular Formula
- C12H11BO3
- Formula Weight
- 214.02
- MOL File
- 51067-38-0.mol
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4-PHENOXYPHENYLBORONIC ACID Property
- Melting point:
- 141-145 °C(lit.)
- Boiling point:
- 377.0±44.0 °C(Predicted)
- Density
- 1.23±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- soluble in Methanol
- pka
- 8.76±0.10(Predicted)
- form
- Crystalline Powder
- color
- White to beige
- InChI
- InChI=1S/C12H11BO3/c14-13(15)10-6-8-12(9-7-10)16-11-4-2-1-3-5-11/h1-9,14-15H
- InChIKey
- KFXUHRXGLWUOJT-UHFFFAOYSA-N
- SMILES
- B(C1=CC=C(OC2=CC=CC=C2)C=C1)(O)O
- CAS DataBase Reference
- 51067-38-0(CAS DataBase Reference)
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Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
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.
P405Store locked up.
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- 480142
- Product name
- 4-Phenoxyphenylboronic acid
- Purity
- ≥95.0%
- Packaging
- 5g
- Price
- $84.4
- Updated
- 2025/07/31
Sigma-Aldrich
- Product number
- 480142
- Product name
- 4-Phenoxyphenylboronic acid
- Purity
- ≥95.0%
- Packaging
- 25g
- Price
- $363
- Updated
- 2023/06/20
TCI Chemical
- Product number
- P1974
- Product name
- 4-Phenoxyphenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $57
- Updated
- 2025/07/31
TCI Chemical
- Product number
- P1974
- Product name
- 4-Phenoxyphenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 25g
- Price
- $169
- Updated
- 2025/07/31
Usbiological
- Product number
- 287396
- Product name
- 4-Phenoxyphenylboronic acid
- Packaging
- 5g
- Price
- $319
- Updated
- 2021/12/16
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4-PHENOXYPHENYLBORONIC ACID Chemical Properties,Usage,Production
Chemical Properties
white to off-white powder and chunk
Uses
suzuki reaction
Uses
4-Phenoxybenzeneboronic Acid is an intermediate used to prepare biphenyl derivatives of nitotrifluoromethoxybenzyloxydihydroimidazooxazines with antitubercular activity. It is also used in the synthesis of pyrrolo pyrimidines as potent inhibitors of Lck kinase.
Uses
4-Phenoxyphenylboronic acid can be used as a reactant:
- In the Suzuki-Miyaura coupling reaction to synthesize aryl derivatives via C-C bond formation by reacting with different aryl halides over a palladium catalyst.
- To prepare 1-phenoxy-4-(trifluoromethyl)benzene via oxidative trifluoromethylation using Chan-Lam-type reaction conditions.
- To synthesize evobrutinib, a potent Bruton′s tyrosine kinase (BTK) inhibitor.
Synthesis
4-Bromodiphenyl ether (100 g, 0.402 mol)Was dissolved in anhydrous THF (800 mL)Under nitrogen protection,Cooled to -78 ° C,N-butyllithium (n-BuLi) (177 mL, 0.442 mol)The temperature is kept below -65 ° C,After stirring for 1 h,Continue to maintain the temperature -60 ,Triisopropyl borate (90 g, 0.482 mol) was added dropwise,Slowly rose to 0 ° C, stir for 3 h.Water (300 mL) was added under ice bath overnight. The reaction solution was concentrated to remove the organic phase,With 12N concentrated hydrochloric acid pH adjusted to 1 ~ 2,Precipitation of solids,Filtration and drying gave 4-phenoxyphenylboronic acid (77 g, yield 90%).
References
[1] Patent: CN106146511, 2016, A. Location in patent: Paragraph 0147; 0148; 0149
[2] Organic Process Research and Development, 2018, vol. 22, # 6, p. 741 - 746
[3] Patent: US2002/156081, 2002, A1
[4] Patent: US6921763, 2005, B2
4-PHENOXYPHENYLBORONIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-PHENOXYPHENYLBORONIC ACID manufacturers
Hebei Zhuanglai Chemical Trading Co Ltd
- Product
- 4-PHENOXYPHENYLBORONIC ACID 51067-38-0
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-12-02
Hebei Yanxi Chemical Co., Ltd.
- Product
- 4-PHENOXYPHENYLBORONIC ACID 51067-38-0
- Price
- US $40.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 10 tons
- Release date
- 2023-09-06
Nanjing Fred Technology Co., Ltd
- Product
- 4-Phenoxyphenylboronic acid 51067-38-0
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1 ton
- Release date
- 2023-12-28
51067-38-0, 4-PHENOXYPHENYLBORONIC ACIDRelated Search:
4-PHENOXYBENZOIC ACID
(R)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)propan-1-one
4''-PROPYL-3-FLUOROBIPHENYL-4-BORONIC ACID
3,4,5-Trifluorophenylboronic acid
4-Chloro-2-fluoro-3-methoxyphenylboronic acid
4-(Hydroxymethyl)phenylboronic acid
3-Carboxyphenylboronic acid
3-Tolylboronic acid
1-Methyl-4-pyrazole boronic acid pinacol ester
Ibrutinib Impurity 24
Ibrutinib
(S)-Ibrutinib
(S)-3-Hydroxypiperidine
Ibrutinib Dimer Impurity
Ibrutinib Impurity 28
Ibrutinib Impurity 25
Acrylic anhydride
3-(4-Phenoxy-phenyl)-1-piperidin-3-yl-1H-pyrazolo[3,4-d]pyriMidin-4-ylaMine