3-Carboxyphenylboronic acid
3-Carboxyphenylboronic acid Basic information
- Product Name:
- 3-Carboxyphenylboronic acid
- Synonyms:
-
- 3-(dihydroxyboranyl)benzoic acid
- 3 - carboxyl benzene boric acid
- RARECHEM AH PB 0148
- 3-borono-benzoicaci
- 3-Carboxypenylboronic Acid
- m-borono-benzoicaci
- m-carboxy-benzeneboronicaci
- m-carboxybenzeneboronicacid
- CAS:
- 25487-66-5
- MF:
- C7H7BO4
- MW:
- 165.94
- EINECS:
- 607-734-6
- Product Categories:
-
- Substituted Boronic Acids
- B (Classes of Boron Compounds)
- CHIRAL CHEMICALS
- Boronic Acids & Esters
- Phenyls & Phenyl-Het
- Boronic Acids
- Boronic Acids and Derivatives
- organic or inorganic borate
- Boronic Acids & Esters
- Phenyls & Phenyl-Het
- Boronic acids
- Boronic Acid
- Aryl
- Organoborons
- Acids and Derivatives
- Boron, Nitrile, Thio,& TM-Cpds
- Aryl Boronic Acids
- Boronic Acids and Derivatives
- Chemical Synthesis
- Monosubstituted Aryl Boronic Acids
- Organometallic Reagents
- blocks
- BoronicAcids
- Carboxes
- Boronic Acid series
- Boronate Ester
- Potassium Trifluoroborate
- Eltrombopag/Lumacaftor
- Boric Acid| Boric Acid Ester| Potassium Trifluoroborate| carboxylic acid
- Thiophenes
- Mol File:
- 25487-66-5.mol
3-Carboxyphenylboronic acid Chemical Properties
- Melting point:
- 243-247 °C (lit.)
- Boiling point:
- 434.5±47.0 °C(Predicted)
- Density
- 1.40±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly), Water (Slightly)
- pka
- 4.21±0.10(Predicted)
- form
- Crystalline Powder
- color
- Off-white
- Water Solubility
- 2.5 g/100 mL
- BRN
- 2967400
- InChI
- InChI=1S/C7H7BO4/c9-7(10)5-2-1-3-6(4-5)8(11)12/h1-4,11-12H,(H,9,10)
- InChIKey
- DBVFWZMQJQMJCB-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C1=CC=CC(B(O)O)=C1
- CAS DataBase Reference
- 25487-66-5(CAS DataBase Reference)
Safety Information
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-20/21/22
- Safety Statements
- 37/39-26-36
- WGK Germany
- 2
- RTECS
- CY8750000
- HazardClass
- IRRITANT
- HS Code
- 29163990
- Toxicity
- mouse,LD50,intravenous,2560mg/kg (2560mg/kg),"Boron, Metallo-Boron Compounds and Boranes," Adams, R.M., ed., New York, John Wiley & Sons, Inc., 1964Vol. -, Pg. 693, 1964.
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
3-Carboxyphenylboronic acid Usage And Synthesis
Chemical Properties
3-Carboxyphenylboronic acid is off-white crystalline powder
Uses
suzuki reaction
Uses
3-Carboxyphenylboronic acid can be used as a substrate in the preparation of:
- Biaryl derivatives by reacting with bromoaniline through the Suzuki-Miyaura coupling reaction.
- Boronic acid-functionalized block copolymer.
- 1H-Imidazo[1,2-a]quinoxaline derivatives.
Uses
3-Carboxyphenylboronic acid is used in Suzuki coupling chemistry.1,2,3
Synthesis
150255-96-2
25487-66-5
1. Synthesis of 3-carboxyphenylboronic acid: 10 g (68 mmol) of 3-cyanophenylboronic acid was suspended in 40 mL of ethylene glycol with 15.26 g (272 mmol, 4 eq.) of potassium hydroxide powder, heated to 175 °C and maintained for 3 hours. After completion of the reaction, the reaction mixture was cooled and diluted with 60 mL of water. The pH was adjusted to 2-3 with 32% hydrochloric acid solution, colorless crystalline 3-carboxyphenylboronic acid was precipitated and the product was separated by filtration. The resulting crystals were washed with water and dried under mild vacuum at 35 °C. The final product was 10.04 g in mass. The final product was 10.04 g (60.5 mmol, 89% yield).
References
[1] Patent: US2009/286995, 2009, A1. Location in patent: Page/Page column 4
3-Carboxyphenylboronic acid Preparation Products And Raw materials
Preparation Products
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