TRANS-2-(4-CHLOROPHENYL)VINYLBORONIC ACID
- Product Name
- TRANS-2-(4-CHLOROPHENYL)VINYLBORONIC ACID
- CAS No.
- 154230-29-2
- Chemical Name
- TRANS-2-(4-CHLOROPHENYL)VINYLBORONIC ACID
- Synonyms
- RARECHEM AL BA 0169;(4-Chlorostyryl)boronic acid;(E)-(4-Chlorostyryl)boronic acid;TRANS-2-(4-CHLORPHENYL)VINYLBORONIC ACID;TRANS-2-(4-CHLOROPHENYL)VINYLBORONIC ACI;TRANS-2-(4-CHLOROPHENYL)VINYLBORONIC ACID;trans-2-(4-Chlorophenyl)ethenylboronic acid;[(E)-2-(4-chlorophenyl)ethenyl]boronic acid;[(Z)-2-(4-chlorophenyl)ethenyl]boronic acid;Boronic acid, [(1E)-2-(4-chlorophenyl)ethenyl]-
- CBNumber
- CB7224829
- Molecular Formula
- C8H8BClO2
- Formula Weight
- 182.41
- MOL File
- 154230-29-2.mol
TRANS-2-(4-CHLOROPHENYL)VINYLBORONIC ACID Property
- Melting point:
- 165 °C (dec.)(lit.)
- Boiling point:
- 356.7±44.0 °C(Predicted)
- Density
- 1.277±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 9.55±0.43(Predicted)
- form
- Crystalline Powder
- color
- White to off-white
- CAS DataBase Reference
- 154230-29-2(CAS DataBase Reference)
Safety
- WGK Germany
- 3
- HS Code
- 29310099
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 523569
- Product name
- trans-2-(4-Chlorophenyl)vinylboronic acid
- Purity
- ≥95%
- Packaging
- 1g
- Price
- $134
- Updated
- 2023/06/20
- Product number
- 523569
- Product name
- trans-2-(4-Chlorophenyl)vinylboronic acid
- Purity
- ≥95%
- Packaging
- 10g
- Price
- $684
- Updated
- 2023/06/20
- Product number
- BOR0001737
- Product name
- TRANS-2-(4-CHLOROPHENYL)VINYLBORONIC ACID
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $1693.23
- Updated
- 2021/12/16
- Product number
- 069485
- Product name
- trans-2-(4-Chlorophenyl)vinylboronic acid
- Purity
- 98%
- Packaging
- 5g
- Price
- $600
- Updated
- 2021/12/16
- Product number
- FC40159
- Product name
- trans-2-(4-Chlorophenyl)vinylboronic acid
- Packaging
- 1g
- Price
- $300
- Updated
- 2021/12/16
TRANS-2-(4-CHLOROPHENYL)VINYLBORONIC ACID Chemical Properties,Usage,Production
Uses
Reactant involved in:• ;Synthesis of biarylketones and phthalides1• ;Trifluoromethylation2• ;Asymmetrical Michael addition for preparation of chromanes3• ;Cobalt-catalyzed coupling to vinyl nitrogen containing heteroaromatic compounds4• ;1,2 and 1,4-Addition reactions with o-hydroxycinnamaldehydes5• ;Petasis reactions6
Uses
Reactant involved in:
- Synthesis of biarylketones and phthalides
- Trifluoromethylation
- Asymmetrical Michael addition for preparation of chromanes
- Cobalt-catalyzed coupling to vinyl nitrogen containing heteroaromatic compounds
- 1,2 and 1,4-Addition reactions with o-hydroxycinnamaldehydes
- Petasis reactions
Synthesis
873-73-4
274-07-7
154230-29-2
General procedure for the synthesis of (E)-(4-chlorophenylvinyl)boronic acid from 4-chlorophenylacetylene and catecholborane: 1-chloro-4-ethynylbenzene (0.50 g, 3.66 mmol, 1.00 eq.) and catecholborane (0.47 mL, 4.39 mmol, 1.20 eq.) were dissolved in tetrahydrofuran (THF, 1.4 mL) and the mixture was refluxed for for 18 hours. After completion of the reaction, the solvent was removed by evaporation and water (1 mL) was added. The suspension was stirred vigorously for 4 h at room temperature. The solid was collected by filtration and recrystallized from water. It was filtered again to give (E)-(4-chlorophenylvinyl)boronic acid (652.9 mg, 3.62 mmol, 99% yield) and dried under vacuum. The product was characterized by 1H NMR (400 MHz, DMSO-d6) and 13C NMR (101 MHz, DMSO) with the following data: 1H NMR (DMSO-d6) δ 7.83 (s, 2H), 7.50 (d, J = 8.4 Hz, 2H), 7.45-7.39 (m, 2H), 7.24 (d, J = 18.4 Hz. 1H), 6.14 (d, J = 18.3 Hz, 1H); 13C NMR (DMSO) δ 145.7, 144.8, 137.0, 133.3, 129.2 (2C), 128.7 (2C).
References
[1] Patent: WO2016/198836, 2016, A1. Location in patent: Paragraph 00142
TRANS-2-(4-CHLOROPHENYL)VINYLBORONIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from TRANS-2-(4-CHLOROPHENYL)VINYLBORONIC ACID manufacturers
- Product
- Trans-2-(4-chlorophenyl)vinylboronic acid 154230-29-2
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98.2%
- Supply Ability
- 100 tons
- Release date
- 2022-02-08