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2-Acetylthiazole

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2-Acetylthiazole Basic information

Product Name:
2-Acetylthiazole
Synonyms:
  • THIAZOLE-2-ACETYL
  • 1-(1,3-Thiazol-2-yl)ethanone
  • 1-(2-thiazolyl)-ethanon
  • 2-Acetylthiazol
  • 2-Thiazolylmethylketone
  • Acetylthiazole
  • Ketone, methyl 2-thiazolyl
  • 1-(2-thiazolyl)-ethanone
CAS:
24295-03-2
MF:
C5H5NOS
MW:
127.16
EINECS:
246-134-5
Product Categories:
  • A-B
  • Alphabetical Listings
  • thiazole Flavor
  • Flavors and Fragrances
  • Building Blocks
  • Heterocyclic Building Blocks
  • ACETYLGROUP
  • Sulphur Derivatives
  • Thiazoles
Mol File:
24295-03-2.mol
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2-Acetylthiazole Chemical Properties

Melting point:
65.5°C
Boiling point:
89-91 °C/12 mmHg (lit.)
Density 
1.227 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.548(lit.)
FEMA 
3328 | 2-ACETYLTHIAZOLE
Flash point:
173 °F
storage temp. 
Inert atmosphere,Room Temperature
form 
Powder or Crystals
pka
0.05±0.10(Predicted)
Specific Gravity
1.23
color 
White to slightly yellow
Odor
at 0.10 % in dipropylene glycol. nutty popcorn roasted peanuts hazelnut
Odor Type
popcorn
Sensitive 
Stench
JECFA Number
1041
BRN 
109803
LogP
0.37
CAS DataBase Reference
24295-03-2(CAS DataBase Reference)
NIST Chemistry Reference
2-Acetylthiazole(24295-03-2)
EPA Substance Registry System
Ethanone, 1-(2-thiazolyl)- (24295-03-2)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
22-36-43-36/37/38
Safety Statements 
26-36/37-24/25-36
RIDADR 
3334
WGK Germany 
3
13
Hazard Note 
Irritant/Stench
TSCA 
T
HazardClass 
STENCH
HS Code 
29341000

MSDS

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2-Acetylthiazole Usage And Synthesis

Chemical Properties

2-Acetylthiazole is a colorless to pale yellow liquid with green onion, herbal, grassy, hazelnuts, roasted meat, caramel, corn, and butter odor. Natural products are found in beef broth. Slightly soluble with water, soluble in most organic solvents. It is used in foods as antioxidant, as appearance control agent, and as flavoring ingredient.

Occurrence

2-Acetylthiazole is naturally found in raw asparagus, cooked asparagus, kohlrabi, cooked or boiled potatoes, turkey (roasted), raw chicken, boiled and cooked beef, grilled and roasted beef, pork liver, beer, Finnish whiskey, heated beans, other varieties of mushroom, rice bran, maize, and other natural sources.

Uses

2-Acetylthiazole can be used as a flavoring agent in food industries. It may be used as a food additive in the preparation of ′fragrant′ rice. It also was used in the preparation of triazolothiazoles, chiral alcohols and in aldol condensation reactions.

Preparation

2-Acetylthiazole is formed by oxidation of the corresponding carbinol using dichromate.

Definition

ChEBI: 2-Acetylthiazole is an aromatic ketone.

Aroma threshold values

Detection at 4 ppb

Taste threshold values

Taste characteristics at 30 ppm: corn chip with slightly musty background

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 1748, 1988 DOI: 10.1021/jo00243a029

General Description

2-Acetylthiazole is a volatile flavoring substance generally formed by the Maillard reaction between an amino acid and carbonyl compounds. It is reported to occur in canned sweet corn products, cooked pine mushroom, cooked asparagus and roasted beef.

Purification Methods

Check NMR spectrum; if it is not too bad, distil it through an efficient column in a vacuum. The oxime sublimes at 140-145o, m 159o, and when crystallised from H2O has m 163-165.5o. [Erlenmeyer et al. Helv Chim Acta 31 1142 1948, Waisvisz et al. J Am Chem Soc 79 4524 1957, Menasseé et al. Helv Chim Acta 40 554 1957, Beilstein 27 IV 2617.]

2-Acetylthiazole Preparation Products And Raw materials

Raw materials

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