656-53-1

Basic information

• Product Name: 4-Methyl-5-thiazolylethyl acetate
• Synonyms: 4-Methyl-5-thiazolylethyl acetate, Sulfurol acetate;4-Methyl-5-(2-acetoxyethyl)thiazole-4-Methyl-5-thiazoleethanol acetate;2-(4-Methyl-1,3-thiazol-5-yl)ethyl acetate;4-Methyl-5-thiazolylethyl acetate ,99%;4-Methyl-5-thiazolylethyl acetate >=98.0%;Acetic Acid 2-(4-Methyl-5-thiazolyl)ethyl Ester 5-(2-Acetoxyethyl)-4-methylthiazole;4-Methyl-5-(2-hydroxyethyl)thiazoleacetate;4-methyl-5-thiazoleethanoacetate(ester)
• CAS NO: 656-53-1
• Molecular Formula: C₈H₁₁NO₂S
• Molecular Weight: 185.24
• EINECS: 211-515-7
• Product Categories: thiazole Flavor;Building Blocks;C8 to C9;Chemical Synthesis;Heterocyclic Building Blocks;Thiazoles;Heterocyclic Compounds
• Mol File: 656-53-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 112 °C
• Boiling Point: 117-118 °C6 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear brown/Liquid
• Density: 1.147 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00774mmHg at 25°C
• Refractive Index: n20/D 1.51(lit.)
• Storage Temp.: 2-8°C
• PKA: 3.26±0.10(Predicted)
• CAS DataBase Reference: 4-Methyl-5-thiazolylethyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-5-thiazolylethyl acetate(656-53-1)
• EPA Substance Registry System: 4-Methyl-5-thiazolylethyl acetate(656-53-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25
• RIDADR: UN 3334
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 656-53-1(Hazardous Substances Data)

Usage

Description

May be prepared from 2-methylthio-4-methyl-5-(2-acetoxyethyl)- thiazole and AlHg; by dehydrogenation with sulfur at 130°C of the (i-acetyl derivative of 4-methyl-5-(P-hydroxyethyl)-3-thiazoline.

Chemical Properties

Different sources of media describe the Chemical Properties of 656-53-1 differently. You can refer to the following data:
1. 4-Methyl-5-thiazoleethanol acetate has an odor reminiscent of meat.
2. Colorless to light yellow liqui

Uses

4-Methyl-5-thiazolylethyl Acetate is used in biological study for research on contribution of oxidized tallow to aroma characteristics of beeflike process flavor assessed by gas chromatography-mass spectrometry and partial least squares regression.

Preparation

From 2-methylthio-4-methyl-5-(2-acetohxyethyl)-thiazole and AlHg; by dehydrogenation with sulfur at 130°C of the β-acetyl derivative of 4-methyl-5-(β-hydroxyethyl)-3-thiazoline

Taste threshold values

Taste characteristics at 10 ppm: meaty, brothy, bready and brown with a beefy, bloody and chicken note.

InChI:InChI=1/C8H11NO2S/c1-6-7(12-5-9-6)3-4-8(10)11-2/h5H,3-4H2,1-2H3

Upstream product

• 137-00-8 5-hydroxyethyl-4-methylthiazole 
• 108-24-7 acetic anhydride 
• 98426-41-6 1-acetoxy-2-(4-methyl-2,5-dihydro-thiazol-5-yl)-ethane 
• 760210-61-5 1-acetoxy-2-(2-chloro-4-methyl-thiazol-5-yl)-ethane 
• 77287-34-4 formamide 
• 13051-49-5 5-Acetoxy-3-chloropentan-2-one 
• 115-08-2 thiocarboxamide 
• 14066-76-3 2-mercapto-4-methyl-5-(β-acetoxyethyl)thiazole 
• 75-36-5 acetyl chloride 
• 412307-97-2 5-(2-acetoxy-ethyl)-4-methyl-3H-thiazol-2-one 
• 64-17-5 ethanol 
• 98960-04-4 1-acetoxy-2-(4-methyl-2-methylsulfanyl-thiazol-5-yl)-ethane 
• 69243-00-1 2-(2-amino-4-methylthiazol-5-yl)ethyl acetate 

Downstream Products

• 137-00-8 5-hydroxyethyl-4-methylthiazole 
• 109311-81-1 5-(2-acetoxy-ethyl)-4-methyl-3-(4-nitro-benzyl)-thiazolium; bromide 
• 1579941-84-6 (E)-2-(4-methyl-2-styrylthiazol-5-yl)ethyl acetate 
• 100724-70-7 2-hydroxy-4-nitro-benzoic acid-[2-(4-methyl-thiazol-5-yl)-ethyl ester] 
• 100795-90-2 4-amino-2-hydroxy-benzoic acid-[2-(4-methyl-thiazol-5-yl)-ethyl ester] 

Relevant articles and documents

A side condensation reaction of 5-acetoxy-3-chloropentan-2-one with thioformamide involved in the synthesis of vitamin B1

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Preparation method of 4-methyl-5-(2-acetoxyethyl) thiazole

The invention relates to a preparation method of 4-methyl-5-(2-acetoxyethyl) thiazole, and discloses a preparation method of 4-methyl-5-(2-acetoxyethyl) thiazole, the 4-methyl-5-(2-acetoxyethyl) thiazole is obtained by reaction of 3-halogenated-5-acetoxy-2-pentanone and thioformamide, and the reaction takes SBA-15 molecular sieve loaded ionic liquid as a catalyst. The catalyst not only improves the reaction yield, but also improves the product purity.

Synthesis of [thiazolium-2,2′-14C2]-SAR97276A from [14C]-thiourea

[thiazolium-2,2′-14C2]-SAR97276A, a bis(thiazolium) antimalarial development candidate, was synthesized from [ 14C]-thiourea with an overall radiochemical yield of 15%. The synthetic route involves a modified procedure for the synthesis of [ 14C]-sulfurol, also a key intermediate in thiamine synthesis, which was developed due to unlabelled chemistry proving irreproducible with the radiolabelled substrate. Copyright

C2, C5, and C4 azole N-oxide direct arylation including room-temperature reactions

The N-oxide group imparts a dramatic increase in reactivity at all positions of the azole ring of thiazoles and imidazoles and changes the weak bias for C5 > C2 arylation to a reliable C2 > C5 > C4 reactivity profile. Use of this cross-coupling strategy enables high yielding and room-temperature C2 arylations, mild reactions at C5, and the first examples of C4 arylation-providing a unique opportunity for exhaustive functionalization of the azole core with complete control of regioselectivity. A correlation of reactivity with the relative contributions of each carbon atom to the HOMO is observed and discussed. Copyright