2,4-Dimethylthiazole

2,4-Dimethylthiazole Property

Melting point:

272 °C

Boiling point:

144-146 °C719 mm Hg(lit.)

Density 

1.056 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.509(lit.)

Flash point:

109 °F

storage temp. 

Inert atmosphere,Room Temperature

form 

Liquid

pka

pK1:3.98 (25°C,μ=0.1)

color 

Clear colorless to light yellow

Specific Gravity

1.06

Odor

at 0.10 % in dipropylene glycol. coffee tea beefy roasted barley

Odor Type

coffee

Water Solubility 

Slightly soluble in water

BRN 

106414

LogP

0.361 (est)

CAS DataBase Reference

541-58-2(CAS DataBase Reference)

NIST Chemistry Reference

Thiazole, 2,4-dimethyl-(541-58-2)

EPA Substance Registry System

Thiazole, 2,4-dimethyl- (541-58-2)

Safety

Hazard Codes 

Xi,F

Risk Statements 

10-36/37/38

Safety Statements 

16-26-36-37/39

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

RTECS 

XJ4375000

TSCA 

Yes

HazardClass 

3

PackingGroup 

III

HS Code 

29339900

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H226Flammable liquid and vapour

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P501Dispose of contents/container to..…

2,4-Dimethylthiazole Chemical Properties,Usage,Production

Chemical Properties

Colorless to light yellow liqui

Uses

2,4-Dimethylthiazole is a substance used in the preparation of insects repellant. It also functions as an anesthetic for aquatic animals. 2,4-Dimethylthiazole is a flavor component of peanut oils.

Definition

ChEBI: 2,4-Dimethylthiazole is a member of thiazoles.

Synthesis Reference(s)

Synthesis, p. 696, 1976 DOI: 10.1055/s-1976-24165

Synthesis

GENERAL METHOD: Thioacetamide (0.75 g, 10 mmol) and bromoacetone (1.99 g, 10 mmol) were dissolved in 5 mL of DMF in a 20 mL pressure tube. The reaction mixture was sealed and heated in an oil bath at 60 °C for 1 hour. After the reaction was completed, the reaction mixture was diluted with saturated aqueous ammonium chloride solution. Subsequently, the target product 2,4-dimethylthiazole was extracted with ethyl acetate. The combined organic layers were dried with anhydrous magnesium sulfate, filtered and concentrated. Finally, the crude product was purified by silica gel column chromatography (eluent: hexane/ethyl acetate) to afford 2,4-dimethylthiazole in 99% yield as a white solid.

References

[1] Tetrahedron, 2013, vol. 69, # 51, p. 10990 - 10995