ChemicalBook > CAS DataBase List > 4-Biphenylboronic acid

4-Biphenylboronic acid

Product Name
4-Biphenylboronic acid
CAS No.
5122-94-1
Chemical Name
4-Biphenylboronic acid
Synonyms
AKOS BRN-0030;4-Boronobiphenyl;RARECHEM AH PB 0261;4-Biphenylboric acid;4-Biphenylboronic ac;4-Biphenylboronicaci;4-Diphenyl Boric Acid;4-BIPHENYLBORONIC ACID;4-Diphenylboronic acid;BIPHENYL-4-BORONIC ACID
CBNumber
CB8127772
Molecular Formula
C12H11BO2
Formula Weight
198.03
MOL File
5122-94-1.mol
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4-Biphenylboronic acid Property

Melting point:
232-245 °C (lit.)
Boiling point:
385.5±35.0 °C(Predicted)
Density 
1.18±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
soluble in Acetone,Methanol
pka
8.61±0.10(Predicted)
form 
Powder
color 
White
Water Solubility 
Insoluble in water.
BRN 
2937410
InChI
InChI=1S/C12H11BO2/c14-13(15)12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9,14-15H
InChIKey
XPEIJWZLPWNNOK-UHFFFAOYSA-N
SMILES
B(C1=CC=C(C2=CC=CC=C2)C=C1)(O)O
CAS DataBase Reference
5122-94-1(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
26-37/39-36-24/25
WGK Germany 
3
TSCA 
No
HazardClass 
IRRITANT
HS Code 
29310095
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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.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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
483451
Product name
4-Biphenylboronic acid
Purity
≥95.0%
Packaging
5g
Price
$22.24
Updated
2025/07/31
Sigma-Aldrich
Product number
483451
Product name
4-Biphenylboronic acid
Purity
≥95.0%
Packaging
25g
Price
$107
Updated
2025/07/31
TCI Chemical
Product number
B2294
Product name
4-Biphenylboronic Acid (contains varying amounts of Anhydride)
Packaging
5g
Price
$28
Updated
2025/07/31
TCI Chemical
Product number
B2294
Product name
4-Biphenylboronic Acid (contains varying amounts of Anhydride)
Packaging
25g
Price
$86
Updated
2025/07/31
TRC
Product number
B535233
Product name
4-Biphenylboronic acid
Packaging
1g
Price
$55
Updated
2021/12/16
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4-Biphenylboronic acid Chemical Properties,Usage,Production

Chemical Properties

Solid

Uses

suzuki reaction: Suzuki coupling of 2-(4-bromophenyl)thiophene with phenylboronic acid and 4-biphenylboronic acid are used for the preparation of 4-(2-thieny)biphenyl and 4-(2-thienyl)-1,1':4,1''-biphenyl respectively. Coupling of two equivalents of 4-(2-thienyl)phenylboronic acid with 1,4-diiodobenzene gives 4,4''-bis(2-thienyl)-1,1':4,1''-terphenyl and with 2,5-diiodothiophene, 2,5-bis[4-(2-thienyl)-phenyl]-thiophene is obtained.

Uses

Used in Suzuki reactions and as intermediates of liquid crystals.

Synthesis

92-66-0

5122-94-1

The general procedure for the synthesis of 4-biphenylboronic acid from 4-bromobiphenyl was as follows: 4-bromobiphenyl (30 g, 0.12 mol) was added to a single-neck flask and the reaction was carried out under argon protection. Tetrahydrofuran (THF) (500 mL) was added and stirred at -78 °C for 10 min. Slowly n-butyllithium (2.5 M in hexane) (77 mL, 0.19 mol) was added and the mixture was stirred at -78 °C for 1 hour. Subsequently, dimethyl borate (21.9 mL, 0.19 mol) was added at -78 °C and stirring was continued at -78 °C for 30 min, then brought to room temperature and stirred for 4 hours. After completion of the reaction, extraction was carried out with distilled water and ethyl acetate (EA) and the organic layer was dried with anhydrous magnesium sulfate (MgSO4). The solvent was removed using a rotary evaporator. Finally, pure 4-biphenylboronic acid (21 g, 84% yield) was isolated by column chromatography using hexane and ethyl acetate (EA) as eluents.

References

[1] Patent: WO2011/105700, 2011, A1. Location in patent: Page/Page column 18; 19; 21; 22
[2] Angewandte Chemie - International Edition, 2006, vol. 45, # 9, p. 1404 - 1408
[3] Tetrahedron, 2007, vol. 63, # 20, p. 4297 - 4303
[4] Journal of Organic Chemistry, 2011, vol. 76, # 4, p. 1013 - 1030
[5] Journal of the Chemical Society [Section] C: Organic, 1966, p. 566 - 571

4-Biphenylboronic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Biphenylboronic acid Suppliers

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View Lastest Price from 4-Biphenylboronic acid manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
4-Biphenylboronic acid 5122-94-1
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-04-07
Hebei Zhuanglai Chemical Trading Co Ltd
Product
4-Biphenylboronic acid 5122-94-1
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-12-03
Henan Aochuang Chemical Co.,Ltd.
Product
4-Biphenylboronic acid 5122-94-1
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-27

5122-94-1, 4-Biphenylboronic acidRelated Search:

Biphenyl Bifenthrin Bifendate Bifonazole 2,3,3',4,4',5-HEXACHLOROBIPHENYL trans-Bifenthtin Boric acid Phenylboronic acid FIREMASTER BP-6 2-Biphenylboronic acid ,97%,Biphenylboronic acid,1,1'-BIPHENYLBORONIC ACID,2-BIPHENYLBORONIC ACID Biphenyl-4,4'-dicarboxylic acid 3-Biphenylcarboxylic acid 1,2-Diphenylethane 9 9-DIDODECYLFLUORENE-2 7-DIBORONIC ACID 4,4'-BIPHENYLDIBORONIC ACID BIS(NEOPENTYL GLYCOL) ESTER 9 9-DIOCTYLFLUORENE-2 7-DIBORONIC ACID 4'-METHOXY-4-BIPHENYLBORONIC ACID 4,4'-Biphenylboronic acid

  • RARECHEM AH PB 0261
  • (1,1'-BIPHENYL-4-YL)BORONIC ACID
  • AKOS BRN-0030
  • 4-PHENYLBENZENEBORONIC ACID
  • 4-PHENYLPHENYLBORONIC ACID
  • 4-BIPHENYLBORONIC ACID
  • 4-BIPHENYLYLBORONIC ACID
  • BIPHENYL-4-BORONIC ACID
  • 4-Biphenylboric acid
  • 4-Biphenylboronic acid, 98+%
  • 4-Diphenyl Boric Acid
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  • Biphenyl-4-boronic acid, 98+%
  • 4-Biphenylboronic ac
  • 4-Biphenylboronic Acid&nbsp
  • Biphenyl-4-ylboronic acid
  • (1,1'-Biphenyl)-4-boronic acid
  • 4-Biphenylboronic acid >=95.0%
  • 4-Biphenylboronic acid [1,1'-Biphenyl]-4-ylboronic acid
  • [1,1'-Diphenyl]-4-ylboronic acid
  • 4-Diphenylboronic acid
  • BORONICACID, B-[1,1'-BIPHENYL]-4-YL-
  • 4-Boronobiphenyl
  • 4-Biphenylboronic Acid (contains varying amounts of ahydride)
  • 4-Biphenylboronicaci
  • B-[1,1'-biphenyl]-4-yl-Boronic acid
  • 5122-94-1 4-Biphenylboronic acid
  • 4-Biphenylboronic acid (6CI, 7CI, 8CI)
  • 4Biphenylboronic acid,4 Biphenylboronic acid
  • 1,1'-Biphenyl-4-ylboronic acid
  • Boronic acid, B-[1,1'-biphenyl]-4-yl-
  • 1,1'-biphenyl]-4-ylboronic acid 98%min
  • 5122-94-1
  • C12H11BO2
  • BORONIC ACID
  • B (Classes of Boron Compounds)
  • Boronic Acids
  • Boronic acid
  • Organoborons
  • Aryl
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  • Boronic Acids and Derivatives
  • B (Classes of Boron Compounds)
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  • Substituted Boronic Acids
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