3-Chlorophenylboronic acid
- Product Name
- 3-Chlorophenylboronic acid
- CAS No.
- 63503-60-6
- Chemical Name
- 3-Chlorophenylboronic acid
- Synonyms
- 3-CHLOROBENZENEBORONIC ACID;AKOS BRN-0010;RARECHEM AH PB 0179;3-Chlorophenylboroni;3-Chlorophenylboronic;3-Chlorophenylboric acid;3-CHLOROPHENYLBORNIC ACID;3-Chlorophenylboroic acid;3-CHLOROPHENYLBORONIC ACID;M-CHLOROPHENYLBORONIC ACID
- CBNumber
- CB3486386
- Molecular Formula
- C6H6BClO2
- Formula Weight
- 156.37
- MOL File
- 63503-60-6.mol
3-Chlorophenylboronic acid Property
- Melting point:
- 185-189 °C(lit.)
- Boiling point:
- 311.4±44.0 °C(Predicted)
- Density
- 1.32±0.1 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- soluble in Methanol
- pka
- 7.55±0.10(Predicted)
- form
- Crystalline Powder or Needles
- color
- White to light yellow-green
- Water Solubility
- Slightly soluble in water. soluble in ether, tetrahydrofuran,, dimethyl sulfoxide, dimethyl formamide, methanol.
- BRN
- 2936343
- InChI
- InChI=1S/C6H6BClO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4,9-10H
- InChIKey
- SDEAGACSNFSZCU-UHFFFAOYSA-N
- SMILES
- B(C1=CC=CC(Cl)=C1)(O)O
- CAS DataBase Reference
- 63503-60-6(CAS DataBase Reference)
Safety
- Hazard Codes
- Xn,Xi
- Risk Statements
- 20/21/22-36/37/38
- Safety Statements
- 36-37/39-26
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 29163990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- 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.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
N-Bromosuccinimide Price
- Product number
- 417521
- Product name
- 3-Chlorophenylboronic acid
- Purity
- ≥95%
- Packaging
- 1g
- Price
- $36.5
- Updated
- 2025/07/31
- Product number
- 417521
- Product name
- 3-Chlorophenylboronic acid
- Purity
- ≥95%
- Packaging
- 10g
- Price
- $104
- Updated
- 2025/07/31
- Product number
- C1613
- Product name
- 3-Chlorophenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $36
- Updated
- 2025/07/31
- Product number
- C1613
- Product name
- 3-Chlorophenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 25g
- Price
- $142
- Updated
- 2025/07/31
- Product number
- C596510
- Product name
- 3-Chlorophenylboronic acid
- Packaging
- 50mg
- Price
- $60
- Updated
- 2021/12/16
3-Chlorophenylboronic acid Chemical Properties,Usage,Production
Chemical Properties
white to light yellow-green crystalline powder
Uses
3-Chlorophenylboronic acid is employed as a reactant involved in 1,4-conjugate addition reactions with ethenesulfonamides to form arylethanesulfonamides, Suzuki-Miyaura reactions with dibromotrifluoromethylbenzene, cross-coupling reactions with diazoesters3 or potassium cyanate. It is involved in the synthesis of biarylketones and phthalides and synthesis of inhibitors including PDE4 inhibitors6 among others.
Uses
suzuki reaction
Uses
Reactant involved in:
- 1,4-conjugate addition reactions with ethenesulfonamides to form arylethanesulfonamides
- Suzuki-Miyaura reactions with dibromotrifluoromethylbenzene
- Cross-coupling reactions with diazoesters or potassium cyanate
- Synthesis of biarylketones and phthalides
- Synthesis of inhibitors including PDE4 inhibitors among others
Synthesis
Using m-dichlorobenzene as the starting material, iodine particles and 1,2-dibromoethane as the initiator reacts with magnesium in an organic solvent to prepare 3-chlorophenyl magnesium chloride. Then, the trimethyl borate is reacted with an organic solvent to prepare 3-chlorophenyl borate dimethyl ester. Finally, the product 3-chlorophenylboronic acid is obtained through hydrolysis, extraction, and crystallization.
Solubility in organics
3-Chlorophenylboronic acid can be dissolved in organic solvents such as N, N-dimethylformamide, ethyl acetate, and dichloromethane. In addition, it also has specific solubility in low-polarity and non-polar organic solvents, but 3-chlorophenylboronic acid has poor solubility in water.
References
[1] European Journal of Medicinal Chemistry, 2017, vol. 126, p. 590 - 603
[2] Organic Letters, 2005, vol. 7, # 21, p. 4757 - 4759
[3] Tetrahedron, 2007, vol. 63, # 35, p. 8529 - 8536
3-Chlorophenylboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-Chlorophenylboronic acid manufacturers
- Product
- 3-Chlorophenylboronic acid 63503-60-6
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-09-27
- Product
- 3-Chlorophenylboronic acid 63503-60-6
- Price
- US $471.00/kg
- Min. Order
- 1kg
- Purity
- 0.98
- Supply Ability
- 100kg
- Release date
- 2023-10-26
- Product
- 3-Chlorophenylboronic acid 63503-60-6
- Price
- US $34.00-1.20/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-08