ChemicalBook > CAS DataBase List > 2-(TRIBUTYLSTANNYL)THIOPHENE

2-(TRIBUTYLSTANNYL)THIOPHENE

Product Name
2-(TRIBUTYLSTANNYL)THIOPHENE
CAS No.
54663-78-4
Chemical Name
2-(TRIBUTYLSTANNYL)THIOPHENE
Synonyms
tributyl(thiophen-2-yl)stannane;TRIBUTYL(2-THIENYL)STANNANE;TH-Sn;EA065;Th-SnB;SKL1115;2-(TributyL;Thiophenyltrinbutyltin;TRIBUTYL(2-THIENYL)TIN;2-THIENYLTRI-N-BUTYLTIN
CBNumber
CB8258656
Molecular Formula
C16H30SSn
Formula Weight
373.18
MOL File
54663-78-4.mol
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2-(TRIBUTYLSTANNYL)THIOPHENE Property

Melting point:
197-198 °C
Boiling point:
155 °C/0.1 mmHg (lit.)
Density 
1.175 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.518(lit.)
Flash point:
221 °F
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
form 
liquid
color 
Clear, almost colourless
Specific Gravity
1.175
InChI
InChI=1S/C4H3S.3C4H9.Sn/c1-2-4-5-3-1;3*1-3-4-2;/h1-3H;3*1,3-4H2,2H3;
InChIKey
UKTDFYOZPFNQOQ-UHFFFAOYSA-N
SMILES
[Sn](CCCC)(CCCC)(CCCC)C1SC=CC=1
CAS DataBase Reference
54663-78-4(CAS DataBase Reference)
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Safety

Hazard Codes 
T,N
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 3
WGK Germany 
3
TSCA 
No
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29349990
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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
414492
Product name
2-(Tributylstannyl)thiophene
Purity
97%
Packaging
10ml
Price
$72.48
Updated
2025/07/31
Sigma-Aldrich
Product number
414492
Product name
2-(Tributylstannyl)thiophene
Purity
97%
Packaging
50ml
Price
$285
Updated
2025/07/31
Sigma-Aldrich
Product number
414492
Product name
2-(Tributylstannyl)thiophene
Purity
97%
Packaging
250ml
Price
$415
Updated
2025/07/31
TRC
Product number
T773960
Product name
2-(Tributylstannyl)thiophene
Packaging
50g
Price
$210
Updated
2021/12/16
Frontier Specialty Chemicals
Product number
JK305465
Product name
2-(Tributylstannyl)thiophene
Purity
95%
Packaging
5g
Price
$25
Updated
2021/12/16
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2-(TRIBUTYLSTANNYL)THIOPHENE Chemical Properties,Usage,Production

Chemical Properties

Colorless liquid

Uses

2-(Tri-n-butylstannyl)thiophene derivative is employed in Stille reaction involving efficient carbon-carbon bond formation.

Uses

2-(Tributylstannyl)thiophene has been used to synthesize diphenylquinoxaline monomer for the electrochromism polymers. It can also be used as a reactant in Stille coupling reaction.

Synthesis

1003-09-4

1461-22-9

54663-78-4

2-Bromothiophene (4.89 g, 30 mmol) and 60 mL of anhydrous tetrahydrofuran were added to a 250 mL three-necked flask with a device constant pressure dropping funnel. The system was evacuated and then displaced three times with argon to remove air. The reaction flask was placed in a cryostat reaction bath and cooled to -20 °C. Subsequently, a n-hexane solution of n-butyllithium (2.2 mol/L, 15 mL, 33 mmol) was slowly added dropwise under argon protection and the temperature was maintained at -20 °C for 1 h of reaction. Next, tributyltin chloride (8.95 mL, 33 mmol) was slowly added dropwise and the reaction was continued at -20 °C for 1 hour. Upon completion of the reaction, the reaction system was slowly brought to room temperature and stirred overnight. After the reaction was terminated, 150 mL of deionized water was added to the reaction flask and extracted three times with dichloromethane (80 mL x 3). The organic layers were combined and washed three times with saturated saline (100 mL x 3). The organic phase was dried overnight over anhydrous magnesium sulfate and filtered to remove the desiccant. The filtrate was concentrated by rotary evaporation and the residue was purified by silica gel column chromatography using a petroleum ether solution containing a small amount of triethylamine as eluent to give 11.08 g of the colorless liquid product 2-tributylmethylstannylthiophene in 90% yield.

References

[1] Patent: CN105732680, 2016, A. Location in patent: Paragraph 0021

2-(TRIBUTYLSTANNYL)THIOPHENE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2-(TRIBUTYLSTANNYL)THIOPHENE manufacturers

Sach biotech Co.,Ltd
Product
2-(Tributylstannyl)thiophene 54663-78-4
Price
US $500.00-470.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
5mt
Release date
2025-06-11
Career Henan Chemical Co
Product
2-(TRIBUTYLSTANNYL)THIOPHENE 54663-78-4
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kg
Release date
2019-12-26

54663-78-4, 2-(TRIBUTYLSTANNYL)THIOPHENERelated Search:


  • 2-(TRIBUTYLSTANNYL)THIOPHENE
  • 2-THIOPHENYLTRI-N-BUTYLTIN
  • 2-THIENYLTRI-N-BUTYLTIN
  • TRI-N-BUTYL(2-THIENYL)TIN
  • TRIBUTYL(2-THIENYL)STANNANE
  • TRIBUTYL(2-THIENYL)TIN
  • Thiophenyltrinbutyltin
  • (2-Thienyl)tributylstannane
  • 2-Thienyltributylstannane
  • 2-Thienyltributyltin(IV)
  • Tributyl(thien-2-yl)tin, Tributyl(thien-2-yl)stannane
  • 2-(Tri-n-butylstannyl)thiophene, 97%
  • tributyl(thiophen-2-yl)stannane
  • (Thien-2-yl)tributylstannane
  • TH-Sn
  • Stannane,tributyl-2-thienyl-
  • 2-(Tributylstannyl)thiophene 97%
  • 2-(TributyL
  • Tributyl(2-thiophenyl)tin
  • 2-(Tributylstannyl)thiophene, 95%, for synthesis
  • 2-(TRIBUTYLSTANNYL)THIOPHENE ISO 9001:2015 REACH
  • EA065
  • Th-SnB
  • SKL1115
  • CAS54663-78-4 2-(TRIBUTYLSTANNYL)THIOPHENE
  • tributyl(thien-2-yl)stannane
  • 2-(TRIBUTYLSTANNYL)THIOP
  • 2-<WBR>(Tributylstannyl)<WBR>thiophene
  • 54663-78-4
  • C16H30SSn
  • Organotins
  • Organotin
  • Organometallic Reagents
  • Sn (Tin) Compounds
  • Typical Metal Compounds
  • Classes of Metal Compounds
  • organic tin
  • Classes of Metal Compounds
  • Sn (Tin) Compounds
  • Typical Metal Compounds
  • Organometallic Reagents
  • Organotin
  • Organotins