ChemicalBook > CAS DataBase List > 2-(Tributylstannyl)pyrimidine

2-(Tributylstannyl)pyrimidine

Product Name
2-(Tributylstannyl)pyrimidine
CAS No.
153435-63-3
Chemical Name
2-(Tributylstannyl)pyrimidine
Synonyms
SKL1126;2-tributyltinpyrMidine;2-(tributyltin) pyrimidine;-(Tributylstannyl)pyrimidine;Tributyl(2-pyrimidyl)stannane;2-(Tributylstannanyl)pyrimidine;PyriMidine,2-(tributylstannyl)-;ributyl(pyrimidin-2-yl)stannane;2-(tri-n-butylstannyl)pyrimidine;(Pyrimidin-2-yl)tributylstannane
CBNumber
CB81177116
Molecular Formula
C16H30N2Sn
Formula Weight
369.13
MOL File
153435-63-3.mol
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2-(Tributylstannyl)pyrimidine Property

Boiling point:
381.2±25.0 °C(Predicted)
Density 
1.164 g/mL at 25 °C
refractive index 
n20/D1.512
Flash point:
>110℃
storage temp. 
Sealed in dry,2-8°C
solubility 
soluble in Methanol; Ethyl Acetate; Dichloromethane; Chloroform; DMF; DMSO
form 
liquid
pka
1.42±0.33(Predicted)
color 
Colourless
InChI
InChI=1S/C4H3N2.3C4H9.Sn/c1-2-5-4-6-3-1;3*1-3-4-2;/h1-3H;3*1,3-4H2,2H3;
InChIKey
WTFFOOAJSDVASL-UHFFFAOYSA-N
SMILES
C1([Sn](CCCC)(CCCC)CCCC)=NC=CC=N1
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Safety

Hazard Codes 
Xi,T,N
Risk Statements 
21-25-36/38-48/23/25-50/53
Safety Statements 
36/37/39-45-60-61-35
RIDADR 
UN 2788 6.1 / PGIII
WGK Germany 
3
HazardClass 
IRRITANT, TOXIC, KEEP COLD
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H372Causes damage to organs through prolonged or repeated exposure

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
721174
Product name
2-(Tributylstannyl)pyrimidine
Purity
95%
Packaging
1g
Price
$146.3
Updated
2025/07/31
Sigma-Aldrich
Product number
721174
Product name
2-(Tributylstannyl)pyrimidine
Purity
95%
Packaging
5g
Price
$245
Updated
2025/07/31
TRC
Product number
T773988
Product name
2-(Tributylstannyl)pyrimidine
Packaging
2.5g
Price
$385
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
OGM0000535
Product name
2-(TRIBUTYLSTANNYL)PYRIMIDINE
Purity
95.00%
Packaging
250MG
Price
$276.15
Updated
2021/12/16
AK Scientific
Product number
4440CH
Product name
2-(Tributylstannyl)pyrimidine
Packaging
5g
Price
$363
Updated
2021/12/16
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2-(Tributylstannyl)pyrimidine Chemical Properties,Usage,Production

Chemical Properties

Clear colorless liquid

Uses

2-(Tributylstannyl)pyrimidine is an organotin compound used in Stille coupling reaction. This can be used as one of the precursors in the synthesis of 2-aminopyridine oxazolidinones as potent and selective tankyrase (TNKS) inhibitors and the synthesis of canagliflozin, a novel inhibitor for sodium-dependent glucose cotransporter.
It can also be used in the preparation of various (2-pyrimidyl)silanes.

Synthesis

1722-12-9

688-73-3

153435-63-3

Under nitrogen protection, tributyltin hydride (12.5 g) was dissolved in 20 mL of anhydrous tetrahydrofuran in a round bottom flask. With stirring at 0 °C, 2M lithium diisopropylammonium (18.75 g) was slowly added with continuous stirring for 30 min. Subsequently, the reaction system was cooled to -18 °C and 2-chloropyrimidine (4 g, 35 mmol) dissolved in 20 mL of anhydrous tetrahydrofuran was slowly added dropwise. After the dropwise addition, the reaction system was gradually warmed to room temperature and stirring was continued for 12 hours. Upon completion of the reaction, the reaction was quenched by the addition of 30 mL of water and extracted with ethyl acetate. The organic phases were combined, concentrated under reduced pressure to remove the solvent, and finally purified by column chromatography to afford 2-(tributyltin)pyrimidine (11.68 g, 90% yield).

References

[1] Patent: KR2018/75381, 2018, A. Location in patent: Paragraph 0071; 0072-0074
[2] Patent: EP1724268, 2006, A1. Location in patent: Page/Page column 58; 77; 95

2-(Tributylstannyl)pyrimidine Preparation Products And Raw materials

Raw materials

Preparation Products

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2-(Tributylstannyl)pyrimidine Suppliers

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View Lastest Price from 2-(Tributylstannyl)pyrimidine manufacturers

Career Henan Chemical Co
Product
2-(Tributylstannyl)pyrimidine 153435-63-3
Price
US $2.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
100g , 1kg, 5kg , 50kg
Release date
2020-01-07

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