| Identification | More | [Name]
5-Methylthiophene-2-boronic acid | [CAS]
162607-20-7 | [Synonyms]
5-METHYL-2-THIENYLBORIC ACID
5-METHYL-2-THIENYLBORONIC ACID
5-METHYL-2-THIOPHENEBORONIC ACID
5-METHYLTHIOPHENE-2-BORONIC ACID
AKOS BRN-0271
CHEMBRDG-BB 3200980
RARECHEM AH PB 0219
TIMTEC-BB SBB004150
5-methylthiophen-2-ylboronic acid
5-METHYLTHIOPHENE-2-BORONIC ACID 97%
5-Methyl-2-thiopheneboronic Acid (contains varying amounts of Anhydride)
5-Methylthiophene-2-boronic acid ,98% | [EINECS(EC#)]
672-308-9 | [Molecular Formula]
C5H7BO2S | [MDL Number]
MFCD01318166 | [Molecular Weight]
141.98 | [MOL File]
162607-20-7.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow powder | [Melting point ]
161.5-166.5 °C(lit.) | [Boiling point ]
302.9±44.0 °C(Predicted) | [density ]
1.25±0.1 g/cm3(Predicted) | [storage temp. ]
0-6°C | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
8.73±0.53(Predicted) | [color ]
White to Yellow to Orange | [Detection Methods]
HPLC,NMR | [BRN ]
7019569 | [InChI]
InChI=1S/C5H7BO2S/c1-4-2-3-5(9-4)6(7)8/h2-3,7-8H,1H3 | [InChIKey]
NRIYPIBRPGAWDD-UHFFFAOYSA-N | [SMILES]
B(C1SC(C)=CC=1)(O)O | [CAS DataBase Reference]
162607-20-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
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, KEEP COLD | [HS Code ]
29349990 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow powder | [Uses]
Reactant for:
- Suzuki-Miyaura cross-coupling reactions
| [Uses]
suzuki reaction | [Synthesis]
General procedure for the synthesis of 5-methylthiophene-2-boronic acid from 2-methylthiophene and triethyl borate: 5-methylthiophene-2-boronic acid (4.42 g, 85% yield) was obtained by reacting 2-methylthiophene (3.6 g, 17.3 mmol) with n-butyllithium at -78 °C, followed by the addition of triethyl borate. Next, 5-methylthiophene-2-boronic acid (4.42 g) was reacted with methyl 5-bromo-2-iodobenzoate at 80 °C via Suzuki coupling reaction to synthesize intermediate 1 (7.78 g, 80% yield). Intermediate 1 was subsequently cyclized with CH3MgCl to give Intermediate 2 (3.14 g, 40% yield). Finally, intermediate 2 was reacted with 9-phenylanthracene boronic acid via Suzuki coupling to give compound 1 (3.3 g, 60% yield). The structure of compound 1 was confirmed by 1HNMR and mass spectrometry (MS). | [References]
[1] Patent: KR2015/96594, 2015, A. Location in patent: Paragraph 0290; 0291; 0292 |
|
|