| Identification | More | [Name]
3-Carboxyphenylboronic acid | [CAS]
25487-66-5 | [Synonyms]
3-BORONOBENZOIC ACID
3-CARBOXYBENZENEBORONIC ACID
3-CARBOXYPHENYLBORONIC ACID
3-(DIHYDROXYBORANE)BENZOIC ACID
3-(DIHYDROXYBORONYL)BENZOIC ACID
3-(DIHYDROXYBORYL)BENZOIC ACID
AKOS BRN-0007
M-CARBOXYPHENYLBORONIC ACID
RARECHEM AH PB 0148
3-borono-benzoicaci
m-borono-benzoicaci
m-carboxy-benzeneboronicaci
m-carboxybenzeneboronicacid
3-Carboxypenylboronic Acid
3-Carboxyphenylboronicacid,min.97%
3-CARBOXYBENZENEBORONIC ACID 98%
3-Carboxyphenylboronic Acid (contains varying amounts of Anhydride)
3-Carboxyphenylboronic acid ,98%
3-Carboxyphenylboronic acid, min. 97%
(3-Formyloxyphenyl)boronicacid | [EINECS(EC#)]
607-734-6 | [Molecular Formula]
C7H7BO4 | [MDL Number]
MFCD00036833 | [Molecular Weight]
165.94 | [MOL File]
25487-66-5.mol |
| Chemical Properties | Back Directory | [Appearance]
off-white crystalline powder | [Melting point ]
243-247 °C (lit.) | [Boiling point ]
434.5±47.0 °C(Predicted) | [density ]
1.40±0.1 g/cm3(Predicted) | [storage temp. ]
0-6°C | [solubility ]
DMSO (Slightly), Methanol (Slightly), Water (Slightly) | [form ]
Crystalline Powder | [pka]
4.21±0.10(Predicted) | [color ]
Off-white | [Water Solubility ]
2.5 g/100 mL | [Detection Methods]
HPLC,NMR | [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 Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
2
| [RTECS ]
CY8750000
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29319099 | [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. |
| Hazard Information | Back Directory | [Chemical Properties]
3-Carboxyphenylboronic acid is off-white crystalline powder
| [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
| [Uses]
suzuki reaction | [Synthesis]
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 |
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