2-(TRIBUTYLSTANNYL)THIAZOLE

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CAS:121359-48-6
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Products Intro: Product Name:2-(Tributylstannyl)-1,3-thiazole
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CAS:121359-48-6
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CAS:121359-48-6
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2-(TRIBUTYLSTANNYL)THIAZOLE manufacturers

2-(TRIBUTYLSTANNYL)THIAZOLE Basic information
Product Name:2-(TRIBUTYLSTANNYL)THIAZOLE
Synonyms:2-(Tri-n-butylstannyl)thiazole, 96%;2-(TRIBUTYLSTANNYL)THIAZOLE;2-(Tributylstannyl)-1,3-thiazole 95+%;2-Tributylstaylthiazole;(1,3-Thiazol-2-yl)tributylstannane;Thiazole,2-(tributylstannyl)-;2-(Tributyltin)thiazole;Tributyl-2-thiazolylstannane
CAS:121359-48-6
MF:C15H29NSSn
MW:374.17
EINECS:
Product Categories:Organometallic Reagents;Organostannes;Thiazole;Tributylstanny;Organometallic Reagents;Organotin;Organotins;Chemical Synthesis
Mol File:121359-48-6.mol
2-(TRIBUTYLSTANNYL)THIAZOLE Structure
2-(TRIBUTYLSTANNYL)THIAZOLE Chemical Properties
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. Sealed in dry,2-8°C
solubility Not miscible or difficult to mix.
pka2.73±0.10(Predicted)
form liquid
color Clear, almost colourless
InChIInChI=1S/3C4H9.C3H2NS.Sn/c3*1-3-4-2;1-2-5-3-4-1;/h3*1,3-4H2,2H3;1-2H;
InChIKeyWUOFQGMXQCSPPV-UHFFFAOYSA-N
SMILESS1C=CN=C1[Sn](CCCC)(CCCC)CCCC
Safety Information
Hazard Codes T,N,Xi
Risk Statements 21-25-36/38-48/23/25-50/53
Safety Statements 35-36/37/39-45-60-61
RIDADR UN 2788 6.1/PG 2
WGK Germany 3
HazardClass IRRITANT, KEEP COLD, TOXIC
HazardClass 6.1
HS Code 2934100090
Storage Class6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard ClassificationsAcute Tox. 3 Oral
Acute Tox. 4 Dermal
Aquatic Acute 1
Aquatic Chronic 1
Eye Irrit. 2
Repr. 1B
Skin Irrit. 2
STOT RE 1
MSDS Information
ProviderLanguage
SigmaAldrich English
2-(TRIBUTYLSTANNYL)THIAZOLE Usage And Synthesis
UsesReagent for arylation of thiazole by Stille cross-coupling.1
UsesUsed as reagent for arylation of thiazole by Stille cross-coupling.
Synthesis
2-Bromothiazole

3034-53-5

Tributyltin chloride

1461-22-9

2-(TRIBUTYLSTANNYL)THIAZOLE

121359-48-6

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
2-(TRIBUTYLSTANNYL)THIAZOLE Preparation Products And Raw materials
Raw materials2-Bromothiazole-->Tributyltin chloride-->2-(Trimethylsilyl)thiazole-->Hexane-->n-Butyllithium
Preparation Products3-(Thiazol-2-yl)aniline
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