2-(Trimethylsilyl)thiazole
- Product Name
- 2-(Trimethylsilyl)thiazole
- CAS No.
- 79265-30-8
- Chemical Name
- 2-(Trimethylsilyl)thiazole
- Synonyms
- 2-TST;Dondoni;Dondoni reagent;2-（trimethyl)thiazole;2-TRIMETHYLSILYTHIAZOLE;2-THIAZOLYTRIMETHYLSILANE;2-Thiazolyltrimethylsilane;2-(TRIMETHYLSILYL)THIAZOLE;2-TRIMETHYLSILANYL-THIAZOLE;trimethyl(2-thiazolyl)silane
- CBNumber
- CB5194791
- Molecular Formula
- C6H11NSSi
- Formula Weight
- 157.31
- MOL File
- 79265-30-8.mol
2-(Trimethylsilyl)thiazole Property
- Boiling point:
- 56-57 °C10 mm Hg(lit.)
- Density
- 0.985 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.497(lit.)
- Flash point:
- 135 °F
- storage temp.
- Inert atmosphere,2-8°C
- solubility
- THF: very soluble(lit.)
- form
- Liquid
- pka
- 2.91±0.10(Predicted)
- Specific Gravity
- 0.99
- color
- Clear colorless to slightly yellow
- Water Solubility
- IMMISCIBLE
- Hydrolytic Sensitivity
- 7: reacts slowly with moisture/water
- BRN
- 3538017
- CAS DataBase Reference
- 79265-30-8(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 23-24/25-26
- RIDADR
- 1993
- WGK Germany
- 3
- F
- 10-21
- HazardClass
- 3
- PackingGroup
- III
- HS Code
- 29341000
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H226Flammable liquid and vapour
H227Combustible liquid
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P370+P378In case of fire: Use … for extinction.
P403+P235Store in a well-ventilated place. Keep cool.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- T1299
- Product name
- 2-Trimethylsilylthiazole
- Purity
- >95.0%(GC)
- Packaging
- 1mL
- Price
- $62
- Updated
- 2025/07/31
- Product number
- T1299
- Product name
- 2-Trimethylsilylthiazole
- Purity
- >95.0%(GC)
- Packaging
- 5mL
- Price
- $245
- Updated
- 2025/07/31
- Product number
- T898823
- Product name
- 2-(Trimethylsilyl)thiazole
- Packaging
- 250mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- T898823
- Product name
- 2-(Trimethylsilyl)thiazole
- Packaging
- 2.5g
- Price
- $155
- Updated
- 2021/12/16
- Product number
- OR2997
- Product name
- 2-(Trimethylsilyl)-1,3-thiazole
- Packaging
- 5g
- Price
- $174
- Updated
- 2021/12/16
2-(Trimethylsilyl)thiazole Chemical Properties,Usage,Production
Chemical Properties
Colorless to light yellow liqui
Physical properties
bp 51–53 °C/10 mmHg; d 0.992 g mL?1; nD 1.4980.
Uses
2-(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.
Preparation
Although 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.
Synthesis
288-47-1
75-77-4
79265-30-8
A solution of thiazole (5.03 g) dissolved in ether (59 mL) was slowly added dropwise to a mixture of n-butyllithium (2.5 M hexane solution, 24 mL) and ether (18 mL) at -78 °C. After completion of the dropwise addition, the reaction was kept at -78°C for 30 min. Subsequently, a solution of trimethylchlorosilane (TMSCl, 6.41 g) dissolved in ether (59 mL) was added at the same temperature. The reaction mixture was continued to be stirred at -78 °C for 1 h, followed by slow warming to room temperature. After completion of the reaction, the reaction mixture was washed with saturated sodium bicarbonate (NaHCO3) solution and the organic phase was dried with anhydrous sodium sulfate (Na2SO4). After removal of the solvent by decompression evaporation, the residue was subjected to decompression distillation (80 °C/14 mmHg) to afford the target product 2-(trimethylsilyl)thiazole (I-54) in 90% yield. The product was analyzed by GC-MS and showed the molecular ion peak (M+H)+ with m/z of 157.10.
References
[1] Patent: WO2011/79114, 2011, A1. Location in patent: Page/Page column 125
[2] Patent: WO2012/48129, 2012, A2. Location in patent: Page/Page column 385
[3] Tetrahedron Letters, 2008, vol. 49, # 1, p. 66 - 69
[4] Journal of Organic Chemistry, 1988, vol. 53, # 8, p. 1748 - 1761
[5] Patent: WO2009/21992, 2009, A2. Location in patent: Page/Page column 84
2-(Trimethylsilyl)thiazole Preparation Products And Raw materials
Raw materials
Preparation Products
2-(Trimethylsilyl)thiazole Suppliers
- Tel
- 18210857532; 18210857532
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 96815
- Advantage
- 76
- Tel
- 4006356688 18621169109
- Fax
- 86-21-61259102
- market03@meryer.com
- Country
- China
- ProdList
- 40228
- Advantage
- 62
- Tel
- 0515-82159099 13770142076
- Fax
- 86-0515-8215909
- info@njuchem.com
- Country
- China
- ProdList
- 242
- Advantage
- 65
- Tel
- 400-6106006
- Fax
- 021-67582001/03/05
- saleschina@alfa-asia.com
- Country
- China
- ProdList
- 30123
- Advantage
- 84
- Tel
- 021-67121386
- Fax
- 021-67121385
- Sales-CN@TCIchemicals.com
- Country
- China
- ProdList
- 24529
- Advantage
- 81
- Tel
- 021-021-58432009 400-005-6266
- Fax
- 021-58436166
- sales8178@energy-chemical.com
- Country
- China
- ProdList
- 44801
- Advantage
- 61
- Tel
- +86 (0) 571 85 58 67 18
- Fax
- 0086-571-85864795
- Country
- China
- ProdList
- 18207
- Advantage
- 66
- Tel
- 13817811078
- Fax
- 86-021-50426522,50426273
- sales@jingyan-chemical.com
- Country
- China
- ProdList
- 9976
- Advantage
- 60
- Tel
- 001-857-928-2050 or 1-888-588-9418
- Fax
- 001-617-206-9595
- sales@chemreagents.com
- Country
- United States
- ProdList
- 10186
- Advantage
- 62
- Tel
- 021-58099652-8005 13585536065
- Fax
- 021-58099609
- bin.wu@shlschem.com
- Country
- China
- ProdList
- 9883
- Advantage
- 59
View Lastest Price from 2-(Trimethylsilyl)thiazole manufacturers
- Product
- 2-(Trimethylsilyl)thiazole 79265-30-8
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2018-12-21