| Identification | More | [Name]
2-Methylthiophenylboronic acid | [CAS]
168618-42-6 | [Synonyms]
2-BORONOTHIOANISOLE
(2-METHYLSULFANYL-PHENYL)-BORONIC ACID
2-(METHYLTHIO)BENZENEBORONIC ACID
2-(METHYLTHIO)PHENYLBORONIC ACID
2-THIOANISOLEBORONIC ACID
(2-THIOMETHYLPHENYL)BORONIC ACID
3-BORONOTHIOANISOLE
3-(METHTHIO)PHENYLBORONIC ACID
3-(METHYLSULFANYL)PHENYLBORONIC ACID
3-(METHYLTHIO)BENZENEBORONIC ACID
3-(METHYLTHIO)PHENYLBORONIC ACID
3-THIOANISOLEBORONIC ACID
(3-THIOMETHYLPHENYL)BORONIC ACID
M-(METHYLTHIO)PHENYLBORONIC ACID
O-(METHYLTHIO)PHENYLBORONIC ACID
RARECHEM AH PB 0143
RARECHEM AH PB 0144
THIOANISOLE-2-BORONIC ACID
THIOANISOLE-3-BORONIC ACID
2-thioanisolephenylborate | [EINECS(EC#)]
605-521-2 | [Molecular Formula]
C7H9BO2S | [MDL Number]
MFCD01319105 | [Molecular Weight]
168.02 | [MOL File]
168618-42-6.mol |
| Chemical Properties | Back Directory | [Appearance]
White crystalline powde | [Melting point ]
77-83 °C (lit.) | [Boiling point ]
215C | [density ]
1,087g/cm | [refractive index ]
1,423-1,425 | [storage temp. ]
0-6°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 Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36:Wear suitable protective clothing .
S7/9:Keep container tightly closed and in a well-ventilated place . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29163990 |
| Hazard Information | Back Directory | [Chemical Properties]
White crystalline powde | [Uses]
suzuki reaction | [Synthesis]
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 |
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