2-(Trimethylsilyl)thiazole

2-(Trimethylsilyl)thiazole Basic information
Product Name:2-(Trimethylsilyl)thiazole
Synonyms:2-TST;2-THIAZOLYTRIMETHYLSILANE;2-Thiazolyltrimethylsilane;Thiazole, 2-(trimethylsilyl)-;2-(trimethyl)thiazole;2-TRIMETHYLSILYTHIAZOLE;Dondoni;2-Thiazolyltrimethylsilane, 2-TST
CAS:79265-30-8
MF:C6H11NSSi
MW:157.31
EINECS:
Product Categories:Thiazoles, Isothiazoles & Benzothiazoles;API intermediates;Si (Classes of Silicon Compounds);Si-(C)4 Compounds;Silicon Compounds (for Synthesis);Synthetic Organic Chemistry;Thiazoles, Isothiazoles &Benzothiazoles;Building Blocks;C3 to C7;Chemical Synthesis;Heterocyclic Building Blocks;Thiazoles
Mol File:79265-30-8.mol
2-(Trimethylsilyl)thiazole Structure
2-(Trimethylsilyl)thiazole Chemical Properties
Boiling point 56-57 °C10 mm Hg(lit.)
density 0.985 g/mL at 25 °C(lit.)
refractive index n20/D 1.497(lit.)
Fp 135 °F
storage temp. Inert atmosphere,2-8°C
solubility THF: very soluble(lit.)
pka2.91±0.10(Predicted)
form Liquid
color Clear colorless to slightly yellow
Specific Gravity0.99
Water Solubility IMMISCIBLE
Hydrolytic Sensitivity7: reacts slowly with moisture/water
BRN 3538017
CAS DataBase Reference79265-30-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 23-24/25-26
RIDADR 1993
WGK Germany 3
10-21
HazardClass 3
PackingGroup III
HS Code 29341000
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
2-(Trimethylsilyl)thiazole Usage And Synthesis
Chemical PropertiesColorless to light yellow liqui
Physical propertiesbp 51–53 °C/10 mmHg; d 0.992 g mL?1; nD 1.4980.
Uses2-(Trimethylsilyl)thiazole is used as formyl anion equivalent; effective one-carbon homologating reagent of alkoxy aldehydes, amino aldehydes, and dialdoses.It takes part in the reactions of Homologation of Aldehydes, Metalation and Reactivity with Electrophiles, Cross-coupling Reactions, etc.
PreparationAlthough 2-(trimethylsilyl)thiazole (1) is commercially available, it can be easily prepared on a multigram scale from 2-bromothiazole, n-butyllithium, and chlorotrimethylsilane as shown in eq 1.

79265-30-8 synthesis

2-(Trimethylsilyl)thiazole Preparation Products And Raw materials
Preparation Products5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole-->ETHYL 2-CHLOROTHIAZOLE-5-CARBOXYLATE-->2-Cyanothiazole-->5-Bromothiazole-->Thiazole-5-carboxylic acid-->Methyl 6-(2-thiazolyl)-6-oxohexanoate-->Ethyl 4-(2-thiazolyl)-4-oxobutyrate-->pyridin-2-yl(thiazol-2-yl)Methanone-->Ethyl 2-oxo-2-(thiazol-2-yl)acetate
1,3-Thiazole-2-carbaldehyde Methylisothiazolinone 2,5-Bis(trimethylsilyl)thiazole, 96% Lithium bis(trimethylsilyl)amide 2,4-Dichloro-5-(trimethylsilyl)thiazole Trimethylsilylacetylene 4-BROMO-2-(TRIMETHYLSILYL)THIAZOLE 2,4-Dibromo-5-(trimethylsilyl)thiazole 2-Bromo-4-chloro-5-(trimethylsilyl)thiazole 2-(Trimethylsilyl)thiazole 2-(tert-Butyldimethylsilyl)thiazole N-(Trimethylsilyl)acetamide Thiazole Silicone rubber,methyl-vinyl 2-(TRIMETHYLSILYL)BENZOTHIAZOLE Hexamethyldisilazane 2-TRIMETHYLSILANYL-5-TRIMETHYL-STANNANYL-THIAZOLE

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