2-Methylthiophenylboronic acid
- Product Name
- 2-Methylthiophenylboronic acid
- CAS No.
- 168618-42-6
- Chemical Name
- 2-Methylthiophenylboronic acid
- Synonyms
- 3-BORONOTHIOANISOLE;2-BORONOTHIOANISOLE;RARECHEM AH PB 0143;RARECHEM AH PB 0144;2-Methylthiophenylbo;2-Methylthiophenylboronic;2-THIOANISOLEBORONIC ACID;2-thioanisolephenylborate;THIOANISOLE-2-BORONIC ACID;THIOANISOLE-3-BORONIC ACID
- CBNumber
- CB7116432
- Molecular Formula
- C7H9BO2S
- Formula Weight
- 168.02
- MOL File
- 168618-42-6.mol
2-Methylthiophenylboronic acid Property
- Melting point:
- 77-83 °C (lit.)
- Boiling point:
- 215C
- Density
- 1,087g/cm
- refractive index
- 1,423-1,425
- storage temp.
- Inert atmosphere,2-8°C
- Water Solubility
- Slightly soluble in water
- form
- Crystalline Powder
- pka
- 8.50±0.58(Predicted)
- color
- White
- BRN
- 8309529
- InChI
- InChI=1S/C7H9BO2S/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5,9-10H,1H3
- InChIKey
- QXBWTYBCNFKURT-UHFFFAOYSA-N
- SMILES
- B(C1=CC=CC=C1SC)(O)O
- CAS DataBase Reference
- 168618-42-6(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38-22
- Safety Statements
- 26-36/37/39-36-7/9-37/39-22
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 29163990
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.
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.
N-Bromosuccinimide Price
- Product number
- 521248
- Product name
- 2-(Methylthio)phenylboronic acid
- Packaging
- 10g
- Price
- $92.7
- Updated
- 2025/07/31
- Product number
- M1570
- Product name
- 2-(Methylthio)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $46
- Updated
- 2025/07/31
- Product number
- M1570
- Product name
- 2-(Methylthio)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $180
- Updated
- 2025/07/31
- Product number
- M218800
- Product name
- 2-(Methylthio)phenylboronic acid
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- J91260
- Product name
- 2-(Methylthio)phenylboronic acid
- Packaging
- 1g
- Price
- $15
- Updated
- 2021/12/16
2-Methylthiophenylboronic acid Chemical Properties,Usage,Production
Chemical Properties
White crystalline powde
Uses
suzuki reaction
Uses
Reactant for:
- Palladium-catalyzed cross-coupling reactions
- Suzuki-Miyaura coupling reactions
Synthesis
5419-55-6
19614-16-5
168618-42-6
Part A: Preparation of 2-methylthiophenylboronic acid. 2-Bromothioanisole (29.0 g, 143 mmol) was dissolved in anhydrous tetrahydrofuran (400 mL) and the solution was cooled to -75°C. n-Butyllithium (62.0 mL, 2.5 M hexane solution, 155 mmol) was added slowly over 50 minutes. After stirring for 25 min, triisopropyl borate (46 mL, 199 mmol) was added dropwise over 35 min. The cold bath was removed and the reaction mixture was stirred at room temperature for 16 hours. The resulting solution was cooled in an ice bath and 6 M hydrochloric acid (100 mL) was added. The mixture was stirred at room temperature for 5 hours and then concentrated to half the original volume. The concentrate was partitioned between ether and water. The organic layer was extracted with 2 M sodium hydroxide solution, subsequently acidified with 6 M hydrochloric acid, concentrated again, and extracted several times with ether. The ether extracts were combined, dried with sodium sulfate, filtered and the solvent evaporated to give a beige solid product (20.4 g, 85% yield).1H-NMR (CDCl3) δ: 8.01 (dd, 1H, J = 7.3, J' = 1.4), 7.53 (dd, 1H, J = 7.7, J' = 1.1), 7.43 (td, 1H, J = 7.3, J' = 1.8), 7.34 (td, 1H, J = 7.3, J'= 1.5), 6.22 (s, 2H), 2.50 (s, 3H).
References
[1] Patent: EP946508, 2009, B1. Location in patent: Page/Page column 60
[2] Patent: EP1491187, 2004, A1. Location in patent: Page 26
2-Methylthiophenylboronic acid Preparation Products And Raw materials
Raw materials
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View Lastest Price from 2-Methylthiophenylboronic acid manufacturers
- Product
- 2-Methylthiophenylboronic acid 168618-42-6
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-09-27
- Product
- 2-Methylthiophenylboronic acid 168618-42-6
- Price
- US $35.00-25.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 Ton
- Release date
- 2023-10-31
- Product
- 2-Methylthiophenylboronic acid 168618-42-6
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99.9%
- Supply Ability
- 30000 Kg
- Release date
- 2023-11-15