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Thiazole

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Related articles

  • Synthesis of Thiazole
  • Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type ....
  • Jan 24,2022
Thiazole Basic information
Product Name:Thiazole
Synonyms:FEMA 3615;FEMA NUMBER 3615;1,3-THIAZOLE;THIAZOLE;Thiazole,98%;THIAZOLE 99+%;THIAN-4-ONEOXIME;Thiazole >
CAS:288-47-1
MF:C3H3NS
MW:85.13
EINECS:206-021-3
Product Categories:Organohalides;Building Blocks;Halogenated;Thiazoles, Isothiazoles & Benzothiazoles;Alphabetical Listings;Flavors and Fragrances;Q-Z;Building Blocks;Heterocyclic Building Blocks;Thiazoles;Thiazoles, Isothiazoles &Benzothiazoles;Thiazole;C3 to C7;Chemical Synthesis;Heterocyclic Building Blocks
Mol File:288-47-1.mol
Thiazole Structure
Thiazole Chemical Properties
Melting point -33°C
Boiling point 117-118 °C (lit.)
density 1.2 g/mL at 25 °C (lit.)
FEMA 3615 | THIAZOLE
refractive index n20/D 1.538(lit.)
Fp 72 °F
storage temp. Keep in dark place,Inert atmosphere,2-8°C
pka2.44(at 20℃)
form Liquid
color Clear colorless to yellow
Specific Gravity1.200
Odorat 0.10 % in propylene glycol. pyridine nutty meaty
Odor Typefishy
biological sourcesynthetic
Water Solubility slightly soluble
Sensitive Air & Light Sensitive
Merck 14,9307
JECFA Number1032
BRN 103852
Stability:Stable. Incompatible with strong oxidizing agents.
InChI1S/C3H3NS/c1-2-5-3-4-1/h1-3H
InChIKeyFZWLAAWBMGSTSO-UHFFFAOYSA-N
SMILESc1cscn1
LogP0.44
CAS DataBase Reference288-47-1(CAS DataBase Reference)
NIST Chemistry ReferenceThiazole(288-47-1)
EPA Substance Registry SystemThiazole (288-47-1)
Safety Information
Hazard Codes Xn,F
Risk Statements 10-22-37/38-41
Safety Statements 16-26-39
RIDADR UN 1993 3/PG 3
WGK Germany 3
RTECS XJ1290000
8-10-23
TSCA TSCA listed
HazardClass 3
PackingGroup II
HS Code 29341000
Storage Class3 - Flammable liquids
Hazard ClassificationsAcute Tox. 4 Oral
Flam. Liq. 2
MSDS Information
ProviderLanguage
Thiazole English
SigmaAldrich English
ACROS English
ALFA English
Thiazole Usage And Synthesis
Chemical Propertiescolourless or pale yellow liquid with a disgusting smell
Chemical PropertiesThiazole has a green, sweet, nutty, tomato note.
OccurrenceReported found in roasted chicken, chicken fat, boiled and cooked beef, grilled and roasted beef, pork liver, beer, cognac and other types of grape brandy, rum, coffee, roasted barley, roasted filbert, roasted peanut, soybean, popcorn, oat products, rice bran, buckwheat, malt, wort, dried bonito, crab, crayfish, Chinese quince and other natural sources.
UsesThiazoles were used to create novel recognition motifs for interaction with divalent and trivalent metal ions in siderophores or antibiotics.
UsesThiazole is used as a flavoring agent and in the preparation of dyes and rubber accelerators. It serves as a component of the vitamin thiamine (B1). It acts as a protected formyl group used in natural product synthesis. It reacts with alkyl lithium and Grignards reagent to prepare organometallic complexes. It is involved in the electrophilic aromatic substitution and nucleophilic aromatic substitution at C-5 and C-2 positions respectively. Further, it undergoes alkylation reaction to get thiazolium cation, which is used as a catalyst in the Stetter reaction and the Benzoin condensation. In addition to this, it is involved in the preparation of alagebrium.
UsesOrganic synthesis of fungicides, dyes, and rubber accelerators.
DefinitionA colorless volatile liquid, a beterocyclic compound with a five-membered ring containing three carbon atoms, one nitrogen atom, and one sulfur atom. It resembles PYRIDINE in its reactions.
Definitionthiazole: A heterocyclic compound containing a five-membered ringwith sulphur and nitrogen heteroatoms, C3SNH3. A range of thiazoledyes are manufactured containingthis ring system.
Application​The generation of thiazole derivatives by means of condensation of α-haloketones and thioamidesis referred to as the Hantzsch thiazole synthesis. This reaction takes place due to the strong nucleophilicity of the sulfur atom in thioamides or thioureas, and gives fantabulous yields for simple thiazoles but low yields for some substituted thiazoles, as of dehalogenation. It is a multistep reaction, and the intermediates have been isolated at low temperatures. This reaction has been changed to reduce the epimerization upon the formation of thiazole. Additionally, α-tosyloxy ketones have been used to replace α-haloketones for such reactions. It has wide application in the preparation of thiazole derivatives.
Aroma threshold valuesDetection: 3.1 ppm
General DescriptionColorless or pale yellow liquid with a foul odor.
Air & Water ReactionsSlightly water soluble.
Reactivity ProfileThioisocyanates, such as Thiazole, are incompatible with many classes of compounds, reacting exothermically to release toxic gases. Reactions with amines, aldehydes, alcohols, alkali metals, ketones, mercaptans, strong oxidizers, hydrides, phenols, and peroxides can cause vigorous releases of heat.
Tag:Thiazole(288-47-1) Related Product Information
2-Mercaptobenzothiazole 2-Aminothiazole 2,2'-Dithiobis(benzothiazole) 2-Thiophenecarboxylic acid hydrazide 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole Ethyl thiazole-2-carboxylate Thioxanthen-9-one Thiazolo[5,4-c]pyridine 2,4-Dihydroxythieno[2,3-d]pyrimidine 2-Thiopheneboronic acid Thieno[3,2-b]thiophene Pseudothiohydantoin Thiazole-4-carboxaldehyde Thiazolo[5,4-c]pyridine-2-thiol Thiazole-5-carboxylic acid Thiazolyl Blue 2-THIAZOLE-4-BORONIC ACID 4-Thiazolecarboxylic acid

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