2-Bromo-4,5-dimethyl-1,3-thiazole

2-Bromo-4,5-dimethyl-1,3-thiazole Property

Melting point:

31.5-32.0 °C

Boiling point:

95-96 °C(Press: 12 Torr)

Density 

1.589±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

1.97±0.10(Predicted)

Appearance

White to off-white Solid

Safety

HazardClass 

IRRITANT

HS Code 

2934100090

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.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

2-Bromo-4,5-dimethyl-1,3-thiazole Chemical Properties,Usage,Production

Synthesis

The general procedure for the synthesis of 2-bromo-4,5-dimethyl-1,3-thiazole from 4,5-dimethylthiazole is as follows: Step 1: Preparation of 4,5-dimethylthiazole-2-thiols Bromine (6.8 mL, 132 mmol) was slowly added dropwise to a solution of 4,5-dimethylthiazole (4.7 mL, 44 mmol) at 0 °C. After the dropwise addition was completed, the reaction mixture was stirred at room temperature overnight. After completion of the reaction, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic layers were combined, dried over anhydrous sodium sulfate, filtered to remove the desiccant, and the filtrate was subsequently concentrated under reduced pressure. The concentrated residue was purified by column chromatography to give 3.9 g of clear oily product in 47% yield.

References

[1] European Journal of Organic Chemistry, 1998, # 4, p. 593 - 594
[2] Patent: WO2010/30811, 2010, A2. Location in patent: Page/Page column 71
[3] Patent: WO2009/55696, 2009, A1. Location in patent: Page/Page column 85