2-Acetylthiazole

Base Information

• Chemical Name: 2-Acetylthiazole
• CAS No.: 24295-03-2
• Molecular Formula: C5H5NOS
• Molecular Weight: 127.167
• Hs Code.: 29341000
• European Community (EC) Number: 246-134-5
• UNII: 16IGS5268I
• DSSTox Substance ID: DTXSID0030162
• Nikkaji Number: J45.590C
• Wikidata: Q27251815
• Metabolomics Workbench ID: 45813
• ChEMBL ID: CHEMBL1589555
• Mol file: 24295-03-2.mol

Synonyms:2-acetylthiazole

Chemical Property of 2-Acetylthiazole

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.173mmHg at 25°C
• Melting Point: 65.5 °C
• Refractive Index: n20/D 1.548(lit.)
• Boiling Point: 212.509 °C at 760 mmHg
• PKA: 0.05±0.10(Predicted)
• Flash Point: 82.323 °C
• PSA: 58.20000
• Density: 1.227 g/cm³
• LogP: 1.34570
• Storage Temp.: Store below +30°C.
• Sensitive.: Stench
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 127.00918496
• Heavy Atom Count: 8
• Complexity: 105

Purity/Quality:

98% ^*data from raw suppliers

2-Acetylthiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36-43-36/37/38
• Safety Statements: 26-36/37-24/25-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1=NC=CS1
• 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.

Technology Process of 2-Acetylthiazole

There total 26 articles about 2-Acetylthiazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.2%

2-bromo-1,3-thiazole (3034-53-5,215777-74-5) + ethyl acetate (141-78-6) → 2-Acetylthiazole (24295-03-2,260998-74-1)

Guidance literature:

2-bromo-1,3-thiazole; With n-butyllithium; at -78 ℃; for 3h;

ethyl acetate; for 3h; Temperature;

Reference yield: 91.0%

2-(1,1-Dibromoethyl)thiazole (134271-23-1) → 2-Acetylthiazole (24295-03-2,260998-74-1)

Guidance literature:

With silver nitrate; In ethanol; Heating;

DOI:10.1016/S0040-4020(01)87090-3

Reference yield: 90.0%

2-lithiothiazole (40610-14-8) + ethyl acetate (141-78-6) → 2-Acetylthiazole (24295-03-2,260998-74-1)

Guidance literature:

In diethyl ether; at -78 ℃;

DOI:10.1016/S0040-4039(01)93855-9

upstream raw materials:

1,3-thiazole

ethylmagnesium bromide

(±)-1-(thiazol-2-yl)ethanol

thiazole-2-carboxylic acid ethyl ester

Downstream raw materials:

2-bromo-1-thiazol-2-yl-ethanone

(3S,4S,5S)-6-O-benzyl-4,5-O-isopropyliden-3,4,5,6-tetrahydroxy-1-(2-thiazolyl)-1-hexanone

(3R,4S)-4-Benzyloxy-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-1-thiazol-2-yl-butan-1-one

(3S,4R,5R)-4-O-Benzyl-5,6-O-isopropylidene-3,4,5,6-tetrahydroxy-1-(2-thiazolyl)-1-hexanone

Refernces

• 1、 Zhang, Youcan,Yin, Zhiping,Wu, Xiao-Feng. "Carbonylative Acetylation of Heterocycles". supporting information. p. 213 - 216. Retrieved 2020/01/22.
• 2、 Yu, Ai-Nong,Tan, Zhi-Wei,Wang, Fa-Song. "Mechanism of formation of sulphur aroma compounds from l-ascorbic acid and l-cysteine during the Maillard reaction". experimental part. p. 1316 - 1323. Retrieved 2012/06/30.