ChemicalBook--->CAS DataBase List--->162607-20-7

162607-20-7

162607-20-7 Structure

162607-20-7 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[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
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Diethyl ether-->Tetrahydrofuran-->n-Butyllithium-->Triisopropyl borate-->2-Methylthiophene-->Triethyl borate
Hazard InformationBack Directory
[Chemical Properties]

white to light yellow powder
[Uses]

Reactant for:
  • Suzuki-Miyaura cross-coupling reactions
[Uses]

suzuki reaction
[Synthesis]

2-Methylthiophene

554-14-3

Triethyl borate

150-46-9

5-Methylthiophene-2-boronic acid

162607-20-7

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
Spectrum DetailBack Directory
[Spectrum Detail]

5-Methylthiophene-2-boronic acid(162607-20-7)1HNMR
5-Methylthiophene-2-boronic acid(162607-20-7)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

5-Methylthiophene-2-boronic acid, 98%(162607-20-7)
[Alfa Aesar]

5-Methylthiophene-2-boronic acid, 98%(162607-20-7)
[Sigma Aldrich]

162607-20-7(sigmaaldrich)
[TCI AMERICA]

5-Methyl-2-thiopheneboronic Acid  (contains varying amounts of Anhydride)(162607-20-7)
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