5-METHYL-4-BROMOTHIOPHEN-2-YLBORONIC ACID

Product Name: 5-METHYL-4-BROMOTHIOPHEN-2-YLBORONIC ACID
CAS No.: 154566-69-5
Chemical Name: 5-METHYL-4-BROMOTHIOPHEN-2-YLBORONIC ACID
Synonyms: (4-Bromo-5-methylthiophen-2-yl);3-Bromo-2-methyl-5-thienylboronic acid;4-Bromo-5-methylthiophene-2-boronic acid;4-Bromo-5-methyl-2-thiopheneboronic acid;5-METHYL-4-BROMOTHIOPHEN-2-YLBORONIC ACID;(4-BroMo-5-Methylthiophen-2-yl)boronic acid;(4-bromo-5-methyl-2-thiophenyl)boronic acid;Boronic acid, B-(4-bromo-5-methyl-2-thienyl)-
CBNumber: CB01519657
Molecular Formula: C5H6BBrO2S
Formula Weight: 220.88
MOL File: 154566-69-5.mol

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5-METHYL-4-BROMOTHIOPHEN-2-YLBORONIC ACID Property

storage temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
Appearance: White to off-white Solid

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Safety

HS Code: 2934999090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: B694908
Product name: 4-Bromo-5-methylthiophene-2-boronicacid
Packaging: 50mg
Price: $90
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB42780
Product name: 4-Bromo-5-methylthiophene-2-boronic acid
Packaging: 50mg
Price: $90
Updated: 2021/12/16

AK Scientific

Product number: X1331
Product name: 4-Bromo-5-methylthiophene-2-boronicacid
Packaging: 250mg
Price: $100
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB42780
Product name: 4-Bromo-5-methylthiophene-2-boronic acid
Packaging: 100mg
Price: $145
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB42780
Product name: 4-Bromo-5-methylthiophene-2-boronic acid
Packaging: 250mg
Price: $260
Updated: 2021/12/16

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5-METHYL-4-BROMOTHIOPHEN-2-YLBORONIC ACID Chemical Properties,Usage,Production

Synthesis

29421-73-6

154566-69-5

The general procedure for the synthesis of 4-bromo-5-methylthiophene-2-boronic acid from 3,5-dibromo-2-methylthiophene was as follows: 3,5-dibromo-2-methylthiophene (12.8 g, 50 mmol) was dissolved in anhydrous ether (240 mL) under argon protection and degassed. The solution was cooled to -78 °C and n-butyllithium (n-BuLi, 20.4 mL, 50 mmol, 2.5 M hexane solution) was added slowly and dropwise. The reaction mixture was stirred continuously at -78 °C for 30 min. Subsequently, tributyl borate (12.68 g, 50 mmol) was added and the reaction mixture was stirred overnight at room temperature. Upon completion of the reaction, 1 M HCl aqueous solution (200 mL) was added for acidification, and the ether phase was separated and extracted. The ether phase was washed three times with 1 M NaOH aqueous solution (3 x 70 mL). The NaOH phases were combined, concentrated and the pH was adjusted with HCl to 1. Under this acidic condition, the target product 4-bromo-5-methylthiophene-2-boronic acid precipitated as a beige solid in 76% yield.

References

[1] European Journal of Organic Chemistry, 2011, # 18, p. 3301 - 3312
[2] Acta Crystallographica Section C: Crystal Structure Communications, 2005, vol. 61, # 10, p. o599-o601
[3] Canadian Journal of Chemistry, 2007, vol. 85, # 1, p. 12 - 20
[4] Journal of Molecular Structure, 2007, vol. 833, # 1-3, p. 23 - 29
[5] Dyes and Pigments, 2010, vol. 84, # 1, p. 25 - 35

5-METHYL-4-BROMOTHIOPHEN-2-YLBORONIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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5-METHYL-4-BROMOTHIOPHEN-2-YLBORONIC ACID Suppliers

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154566-69-5, 5-METHYL-4-BROMOTHIOPHEN-2-YLBORONIC ACIDRelated Search:

5-Methylthiophene-2-boronic acid 4-BROMO-3,5-DIMETHYL-THIOPHENE-2-BORONIC ACID PINACOL ESTER 3-BROMOTHIOPHENE-5-BORONIC ACID 4-BROMO-5-METHYL-THIOPHENE-2-BORONIC ACID PINACOL ESTER 5-METHYL-4-BROMOTHIOPHEN-2-YLBORONIC ACID 4-BROMO-5-ETHYL-THIOPHENE-2-BORONIC ACID PINACOL ESTER

5-METHYL-4-BROMOTHIOPHEN-2-YLBORONIC ACID

4-Bromo-5-methylthiophene-2-boronic acid

3-Bromo-2-methyl-5-thienylboronic acid

4-Bromo-5-methyl-2-thiopheneboronic acid

(4-BroMo-5-Methylthiophen-2-yl)boronic acid

(4-Bromo-5-methylthiophen-2-yl)

(4-bromo-5-methyl-2-thiophenyl)boronic acid

Boronic acid, B-(4-bromo-5-methyl-2-thienyl)-

154566-69-5

C5H6BBrO2S