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2-BROMO-5-BROMOMETHYL-THIAZOLE

Product Name
2-BROMO-5-BROMOMETHYL-THIAZOLE
CAS No.
131748-91-9
Chemical Name
2-BROMO-5-BROMOMETHYL-THIAZOLE
Synonyms
CAS:131748-91-9;2-BROMO-5-BROMOMETHYL-THIAZOLE;Thiazole, 2-broMo-5-(broMoMethyl)-;2-bromo-5-(bromomethyl)-1,3-thiazole
CBNumber
CB9189827
Molecular Formula
C4H3Br2NS
Formula Weight
256.95
MOL File
131748-91-9.mol
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2-BROMO-5-BROMOMETHYL-THIAZOLE Property

Melting point:
64-66°C
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
Chloroform; Dichloromethane; DMSO; Ethyl Acetate
form 
Solid
color 
White
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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
B680763
Product name
2-Bromo-5-bromomethylthiazole
Packaging
500mg
Price
$120
Updated
2021/12/16
Matrix Scientific
Product number
145132
Product name
2-Bromo-5-(bromomethyl)thiazole
Purity
95%
Packaging
1g
Price
$186
Updated
2021/12/16
Matrix Scientific
Product number
145132
Product name
2-Bromo-5-(bromomethyl)thiazole
Purity
95%
Packaging
5g
Price
$556
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0142721
Product name
2-BROMO-5-BROMOMETHYL-THIAZOLE
Purity
98.00%
Packaging
1G
Price
$825.83
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0142721
Product name
2-BROMO-5-BROMOMETHYL-THIAZOLE
Purity
98.00%
Packaging
50G
Price
$6237
Updated
2021/12/16
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2-BROMO-5-BROMOMETHYL-THIAZOLE Chemical Properties,Usage,Production

Uses

2-Bromo-5-bromomethylthiazole is an intermediate in the synthesis of Deschloro-2-bromo-thiamethoxam (D290785), an impurity of thiamethoxam (T344180), which is a neonicotinoid insecticide. Reports show that when exposed to neonicotinid pesticides honeybees have probelms returnign home after foraging and bumblebee colonies grow poorly and produce fewer queens.

Synthesis

41731-23-1

131748-91-9

Step 1: Synthesis of 2-bromo-5-(bromomethyl)thiazole. 2-Bromo-5-methylthiazole (1 g, 5.6 mmol) and N-bromosuccinimide (1.1 g, 6.18 mmol, 1.1 eq.) were dissolved in a solvent mixture of 40 mL of dichloromethane and 40 mL of water. The reaction mixture was stirred at 90 °C under UV irradiation. The reaction setup was a round-bottomed flask equipped with a reflux condenser and the reaction lasted for 3 hours. After completion of the reaction, the mixture was cooled to room temperature and transferred to a split funnel for extraction. The aqueous phase was extracted twice more with dichloromethane, and all organic phases were combined and dried with anhydrous magnesium sulfate. The dried organic phase was filtered through cotton, concentrated and purified by automated column chromatography using a gradient elution of hexane solution with 0% to 3% ethyl acetate to give the target product 2-bromo-5-(bromomethyl)thiazole 1.24 g in 78% yield. The product was confirmed by 1H NMR (400 MHz, CDCl3): δ 7.46 (d, J=0.9 Hz, 1H), 4.57 (d, J=0.9 Hz, 3H); 13C NMR (101 MHz, CDCl3) δ 141.92, 139.80, 137.39, 22.37; Mass Spectra (ESI): m/z 255.8 [M +H]+.

References

[1] Patent: WO2014/145331, 2014, A1. Location in patent: Page/Page column 68; 69
[2] Journal of Agricultural and Food Chemistry, 2008, vol. 56, # 1, p. 204 - 212
[3] Patent: US2015/51402, 2015, A1. Location in patent: Paragraph 0084
[4] Patent: US5034404, 1991, A

2-BROMO-5-BROMOMETHYL-THIAZOLE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-BROMO-5-BROMOMETHYL-THIAZOLE Suppliers

China 57 India 1 Switzerland 1 United Kingdom 1 United States 11 Global 71
A.J Chemicals
Tel
--
Fax
--
Email
sales@ajchem.in
Country
India
ProdList
6100
Advantage
58
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View Lastest Price from 2-BROMO-5-BROMOMETHYL-THIAZOLE manufacturers

Career Henan Chemical Co
Product
2-BROMO-5-BROMOMETHYL-THIAZOLE 131748-91-9
Price
US $1.00/KG
Min. Order
1KG
Purity
95-99%
Supply Ability
1ton
Release date
2020-01-02

131748-91-9, 2-BROMO-5-BROMOMETHYL-THIAZOLERelated Search:

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  • 2-BROMO-5-BROMOMETHYL-THIAZOLE
  • Thiazole, 2-broMo-5-(broMoMethyl)-
  • 2-bromo-5-(bromomethyl)-1,3-thiazole
  • CAS:131748-91-9
  • 131748-91-9
  • C4H3Br2NS
  • ADVANCED CHEMICALS
  • Heterocycles