ChemicalBook--->CAS DataBase List--->4688-76-0

4688-76-0

4688-76-0 Structure

4688-76-0 Structure
IdentificationMore
[Name]

2-BIPHENYLBORONIC ACID
[CAS]

4688-76-0
[Synonyms]

(1,1'-BIPHENYL-2-YL)BORONIC ACID
1,1'-BIPHENYLBORONIC ACID
2-BIPHENYLBORONIC ACID
AKOS BRN-0154
BIPHENYL-2-BORONIC ACID
TIMTEC-BB SBB005895
2-Phenylbenzeneboronic acid
Biphenylboronic acid
2-Biphenylboronicacid,95%
Biphenyl-2-bronic acid
Biphenyl-2-ylbronic acid
2-Biphenylboronic acid ,97%
[EINECS(EC#)]

670-315-1
[Molecular Formula]

C12H11BO2
[MDL Number]

MFCD00136929
[Molecular Weight]

198.03
[MOL File]

4688-76-0.mol
Questions And AnswerBack Directory
[Synthesis]

233g (1.0mol) of 2-bromobiphenyl and 1400ml of THF were added to a 5000ml four-necked flask. Butyllithium solution (1.2mol) was added dropwise between -50℃ and -65℃. After the addition was complete, the temperature was maintained for 1 hour, and the reaction was monitored by gas chromatography until the reactants were fully reacted. 244.5g (1.3mol) of triisopropyl borate was added dropwise at -50℃, maintaining the temperature below -5℃. After the addition was complete, the temperature was maintained at this level for 1 hour, then allowed to rise naturally to room temperature. Hydrochloric acid was added to adjust the pH to 1, causing the mixture to separate into layers. The THF was removed under reduced pressure, and water was added to form a slurry. The mixture was then filtered, and the filter cake was further slurried with toluene and dried to obtain 169g of 2-biphenylboronic acid. The HPLC purity was 99.3%, and the yield was 85.5%.

Synthetic Route of 2-Biphenylboronic Acid

Chemical PropertiesBack Directory
[Appearance]

Off-white powder
[Melting point ]

167-172 °C (lit.)
[Boiling point ]

404.0±38.0 °C(Predicted)
[density ]

1.18
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[solubility ]

DMSO (Slightly), Methanol (Slightly, Sonicated)
[form ]

Powder or Low Melting Solid
[pka]

8.50±0.58(Predicted)
[color ]

White to yellow
[Water Solubility ]

Insoluble in water.
[λmax]

250nm(CH2Cl2)(lit.)
[BRN ]

3031806
[InChI]

InChI=1S/C12H11BO2/c14-13(15)12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9,14-15H
[InChIKey]

HYCYKHYFIWHGEX-UHFFFAOYSA-N
[SMILES]

B(C1=CC=CC=C1C1=CC=CC=C1)(O)O
[CAS DataBase Reference]

4688-76-0(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[Hazard Codes ]

C,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 ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[Hazard Note ]

Corrosive
[HazardClass ]

IRRITANT
[HS Code ]

29319090
[Storage Class]

13 - Non Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

Off-white powder
[Characteristics]

2-Biphenylboronic acid can undergo oxidation reactions and also can undergo a variety of cross-coupling reactions under the catalysis of metal palladium.
[Uses]

suzuki reaction
Spectrum DetailBack Directory
[Spectrum Detail]

2-BIPHENYLBORONIC ACID(4688-76-0)1HNMR
2-BIPHENYLBORONIC ACID(4688-76-0)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Biphenyl-2-boronic acid, 97+%(4688-76-0)
[Alfa Aesar]

Biphenyl-2-boronic acid, 95%(4688-76-0)
[Sigma Aldrich]

4688-76-0(sigmaaldrich)
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