Identification | Back Directory | [Name]
2-(TRIBUTYLSTANNYL)THIAZOLE | [CAS]
121359-48-6 | [Synonyms]
TZ-Sn SKL010 SKL978 2-Tributylstaylthiazole 2-(Tributyltin)thiazole 2-(TRIBUTYLSTANNYL)THIAZOLE Tributyl-2-thiazolylstannane 2-Tributylstannanyl-thiazole Thiazole,2-(tributylstannyl)- 2-Tributylstannylthiazole 97% tributyl(thiazol-2-yl)stannane 2-(Tributylstannyl)-1,3-thiazole (1,3-Thiazol-2-yl)tributylstannane Tributyl(1,3-thiazol-2-yl)stannane 2-(tributylstannanyl)-1,3-thiazole 2-(Tri-n-butylstannyl)thiazole, 96% 2-(Tributylstannyl)-1,3-thiazole 95+% | [Molecular Formula]
C15H29NSSn | [MDL Number]
MFCD01319057 | [MOL File]
121359-48-6.mol | [Molecular Weight]
374.17 |
Chemical Properties | Back Directory | [Melting point ]
224-225℃ | [Boiling point ]
307-309 °C(lit.)
| [density ]
1.1900 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.5200(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Keep Cold | [solubility ]
Not miscible or difficult to mix. | [form ]
liquid | [pka]
2.73±0.10(Predicted) | [color ]
Clear, almost colourless | [InChI]
InChI=1S/3C4H9.C3H2NS.Sn/c3*1-3-4-2;1-2-5-3-4-1;/h3*1,3-4H2,2H3;1-2H; | [InChIKey]
WUOFQGMXQCSPPV-UHFFFAOYSA-N | [SMILES]
S1C=CN=C1[Sn](CCCC)(CCCC)CCCC |
Hazard Information | Back Directory | [Uses]
Reagent for arylation of thiazole by Stille cross-coupling.1 | [Synthesis]
A hexane solution of n-butyllithium (6.14 mmol, 2.5 M) was slowly added dropwise to a stirred anhydrous ethyl ether solution of 2-bromothiazole (3.07 mmol) at 0 °C under argon protection. After 1 hour of reaction, the mixture was cooled to -78 °C, followed by the slow addition of anhydrous ether solution of tributyltin chloride (3.07 mmol). The mixture was stirred at -78°C overnight. After completion of the reaction, the mixture was poured into water (50 mL) and the aqueous layer was extracted with ether (3 x 30 mL). The organic layers were combined, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure to remove the solvent to give 2-(tri-n-butylmethylstannyl)thiazole (L-01b) as a light brown oil in quantitative yield. The product was used directly for the synthesis of the subsequent compound L-01a without further purification. | [References]
[1] Patent: US8575355, 2013, B2. Location in patent: Paragraph 0032 [2] Patent: JP2016/56276, 2016, A. Location in patent: Paragraph 0129; 0130 [3] Patent: KR2017/26286, 2017, A. Location in patent: Paragraph 0112-0115 [4] Patent: EP1982982, 2008, A1. Location in patent: Page/Page column 76 [5] Patent: KR101511396, 2015, B1. Location in patent: Paragraph 1061-1064 |
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