Cas no 86134-26-1 (2,5-Bis(trimethylstannyl)thiophene)

2,5-Bis(trimethylstannyl)thiophene structure
86134-26-1 structure
Product Name:2,5-Bis(trimethylstannyl)thiophene
CAS No:86134-26-1
MF:C10H20SSn2
MW:409.750800132751
MDL:MFCD01940352
CID:834954
PubChem ID:329765309
Update Time:2025-09-24

2,5-Bis(trimethylstannyl)thiophene Chemical and Physical Properties

Names and Identifiers

    • 2,5-Bis(trimethylstannyl)thiophene
    • trimethyl-(5-trimethylstannylthiophen-2-yl)stannane
    • 1,1 inverted exclamation marka-(2,5-thiophenediyl)bis[1,1,1-trimethyl] Stannane
    • 2,5-bis-(trimethylstannyl)thiophene
    • 2,5-bis(-trimethylstannyl)thiphene
    • 2,5-bis(trimethyltin)thiophene
    • 2,5-bis-trimethylstannanyl-thiophene
    • 2,5-di(trimethylstannyl)thiophene
    • trimethyl[5-(trimethylstannyl)thien-2-yl]stannane
    • 1,1′-(2,5-thiophenediyl)bis[1,1,1-trimethyl] Stannane
    • KKRPPVXJVZKJON-UHFFFAOYSA-N
    • 2,5-bis(trimethylstannyl)-thiophene
    • (Thiene-2,5-diyl)bis(trimethylstannane)
    • Stannane, 2,5-thiophenediylbis[trimethyl-
    • Stannane, 1,1'-(2,5-thiophenediyl)bis[1,1,1-trimethyl-
    • 1,1′-(2,5-Thiophenediyl)bis[1,1,1-trimethylstannane] (ACI)
    • Stannane, 2,5-thiophenediylbis[trimethyl- (9CI)
    • 2,5-Bis(trimethylstannanyl)thiophene
    • bis(triMethylstannyl)th
    • D81152
    • SY100706
    • iophene
    • A934283
    • DTXSID70511198
    • MFCD01940352
    • 2,5-Bis(trimethylstannyl)thiophene, 97%
    • SCHEMBL572368
    • TRIMETHYL[5-(TRIMETHYLSTANNYL)THIOPHEN-2-YL]STANNANE
    • 86134-26-1
    • AI-942/25034796
    • 2,5(c)\\ bis(triMethylstannyl)th iophene
    • MDL： MFCD01940352
    • Inchi： 1S/C4H2S.6CH3.2Sn/c1-2-4-5-3-1;;;;;;;;/h1-2H;6*1H3;;
    • InChI Key： KKRPPVXJVZKJON-UHFFFAOYSA-N
    • SMILES： S1C([Sn](C)(C)C)=CC=C1[Sn](C)(C)C

Computed Properties

  • Exact Mass: 411.93300
  • Monoisotopic Mass: 411.93298g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 158
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 28.2

Experimental Properties

  • Melting Point: 93-102?°C
  • Solubility: Almost insoluble (0.032 g/l) (25 o C),
  • PSA: 32.09000
  • LogP: 2.58800

2,5-Bis(trimethylstannyl)thiophene Security Information

2,5-Bis(trimethylstannyl)thiophene Pricemore >>

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2,5-Bis(trimethylstannyl)thiophene Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  -78 °C; 1 h, -78 °C
1.2 Solvents: Tetrahydrofuran ;  -78 °C; -78 °C → rt; overnight, rt
Reference
Stille type P-C coupling polycondensation towards phosphorus-crosslinked polythiophenes with P-regulated photocatalytic hydrogen evolution
Zhang, Zhikai; et al, Chemical Science, 2023, 14(11), 2990-2998

Production Method 2

Reaction Conditions
1.1 Reagents: Butyllithium ,  N,N,N′,N′-Tetramethylethylenediamine Solvents: Hexane ;  10 min, 0 °C; rt → reflux; 45 min, reflux; reflux → 0 °C
1.2 Solvents: Tetrahydrofuran ;  10 min, 0 °C; 15 h, 24 °C
1.3 Reagents: Ammonium chloride Solvents: Water
Reference
Chemoselective Cross-Coupling Reactions with Differentiation between Two Nucleophilic Sites on a Single Aromatic Substrate
Linshoeft, Julian; et al, Organic Letters, 2012, 14(22), 5644-5647

Production Method 3

Reaction Conditions
1.1 Reagents: Bromine Solvents: Chloroform ;  rt; overnight, rt
1.2 Reagents: Sodium bisulfite Solvents: Water
2.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  -78 °C; 1.5 h, -78 °C
2.2 Solvents: Hexane ;  1 h, -78 °C; -78 °C → rt; overnight, rt
Reference
Difluoroterthiophene as promising block to build highly planar conjugated polymer for polymer photovoltaic cells
Jhang, Rong-Xian; et al, Dyes and Pigments, 2021, 188,

Production Method 4

Reaction Conditions
1.1 Catalysts: Tri-o-tolylphosphine ,  Tris(dibenzylideneacetone)dipalladium Solvents: Toluene ;  10 min, 80 °C; 10 min, 100 °C; 30 min, 120 °C; 50 min, 140 °C
1.2 Reagents: 2-(Tributylstannyl)thiophene ;  10 min, 100 °C; 20 min, 140 °C
1.3 Reagents: 2-Bromothiophene ;  10 min, 100 °C; 20 min, 140 °C
2.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ;  -78 °C; 2 h, -78 °C
2.2 -78 °C → rt; overnight, rt
Reference
Dicyanodistyrylbenzene-Based Copolymers for Ambipolar Organic Field-Effect Transistors with Well-Balanced Hole and Electron Mobilities
Ryu, Hwa Sook; et al, Macromolecules (Washington, 2018, 51(20), 8258-8267

Production Method 5

Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ;  -78 °C; 2 h, -78 °C
1.2 -78 °C → rt; overnight, rt
2.1 Catalysts: Tri-o-tolylphosphine ,  Tris(dibenzylideneacetone)dipalladium Solvents: Toluene ;  10 min, 80 °C; 10 min, 100 °C; 30 min, 120 °C; 50 min, 140 °C
2.2 Reagents: 2-(Tributylstannyl)thiophene ;  10 min, 100 °C; 20 min, 140 °C
2.3 Reagents: 2-Bromothiophene ;  10 min, 100 °C; 20 min, 140 °C
3.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ;  -78 °C; 2 h, -78 °C
3.2 -78 °C → rt; overnight, rt
Reference
Dicyanodistyrylbenzene-Based Copolymers for Ambipolar Organic Field-Effect Transistors with Well-Balanced Hole and Electron Mobilities
Ryu, Hwa Sook; et al, Macromolecules (Washington, 2018, 51(20), 8258-8267

Production Method 6

Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ;  -73 °C
2.1 Reagents: Potassium tert-butoxide Solvents: tert-Butanol ;  rt; 1 h, 50 °C
3.1 Catalysts: Tri-o-tolylphosphine ,  Tris(dibenzylideneacetone)dipalladium Solvents: Toluene ;  10 min, 80 °C; 10 min, 100 °C; 30 min, 120 °C; 50 min, 140 °C
3.2 Reagents: 2-(Tributylstannyl)thiophene ;  10 min, 100 °C; 20 min, 140 °C
3.3 Reagents: 2-Bromothiophene ;  10 min, 100 °C; 20 min, 140 °C
4.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ;  -78 °C; 2 h, -78 °C
4.2 -78 °C → rt; overnight, rt
Reference
Dicyanodistyrylbenzene-Based Copolymers for Ambipolar Organic Field-Effect Transistors with Well-Balanced Hole and Electron Mobilities
Ryu, Hwa Sook; et al, Macromolecules (Washington, 2018, 51(20), 8258-8267

Production Method 7

Reaction Conditions
1.1 Catalysts: Dichlorobis(triphenylphosphine)palladium
Reference
Low band gap polymers for organic solar cells
Bundgaard, Eva; et al, Proceedings of SPIE-The International Society for Optical Engineering, 2006, 6334,

Production Method 8

Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  -78 °C; 100 min, -78 °C
1.2 Solvents: Tetrahydrofuran ;  -78 °C; -78 °C → rt; overnight, rt
Reference
Conjugated Boron Porous Polymers Having Strong p-π* Conjugation for Amine Sensing and Absorption
Xue, Cece; et al, Macromolecules (Washington, 2022, 55(10), 3850-3859

Production Method 9

Reaction Conditions
1.1 Reagents: Butyllithium ,  N,N,N′,N′-Tetramethylethylenediamine Solvents: Hexane ;  0 °C; 45 min, rt → reflux; reflux → 0 °C
1.2 Solvents: Tetrahydrofuran ;  10 min, 0 °C; 15 h, 24 °C
1.3 Reagents: Ammonium chloride
Reference
Dual Selectivity: Electrophile and Nucleophile Selective Cross-Coupling Reactions on a Single Aromatic Substrate
Heinrich, Annika C. J.; et al, Organic Letters, 2013, 15(18), 4666-4669

Production Method 10

Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ;  -78 °C; 2 h, -78 °C
1.2 -78 °C → rt; overnight, rt
Reference
Dicyanodistyrylbenzene-Based Copolymers for Ambipolar Organic Field-Effect Transistors with Well-Balanced Hole and Electron Mobilities
Ryu, Hwa Sook; et al, Macromolecules (Washington, 2018, 51(20), 8258-8267

Production Method 11

Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Solvents: Acetic acid ;  8 h, reflux
2.1 Reagents: Butyllithium ,  N,N,N′,N′-Tetramethylethylenediamine Solvents: Tetrahydrofuran ,  Hexane ;  1 h, rt → -78 °C; 2 h, -78 °C → 0 °C; -78 °C
2.2 Solvents: Tetrahydrofuran ;  4 h, rt
Reference
Electrochromic properties of pyrene conductive polymers modified by chemical polymerization
Li, Rui; et al, RSC Advances, 2021, 11(62), 39291-39305

Production Method 12

Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Solvents: Dimethylformamide ;  20 h, rt
2.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  20 min, -78 °C; 1 h, -78 °C
2.2 overnight, -78 °C → rt
2.3 Solvents: Water ;  rt
Reference
Solution-Processable BODIPY-Based Small Molecules for Semiconducting Microfibers in Organic Thin-Film Transistors
Ozdemir, Mehmet; et al, ACS Applied Materials & Interfaces, 2016, 8(22), 14077-14087

Production Method 13

Reaction Conditions
1.1 Reagents: Potassium tert-butoxide Solvents: tert-Butanol ;  rt; 1 h, 50 °C
2.1 Catalysts: Tri-o-tolylphosphine ,  Tris(dibenzylideneacetone)dipalladium Solvents: Toluene ;  10 min, 80 °C; 10 min, 100 °C; 30 min, 120 °C; 50 min, 140 °C
2.2 Reagents: 2-(Tributylstannyl)thiophene ;  10 min, 100 °C; 20 min, 140 °C
2.3 Reagents: 2-Bromothiophene ;  10 min, 100 °C; 20 min, 140 °C
3.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ;  -78 °C; 2 h, -78 °C
3.2 -78 °C → rt; overnight, rt
Reference
Dicyanodistyrylbenzene-Based Copolymers for Ambipolar Organic Field-Effect Transistors with Well-Balanced Hole and Electron Mobilities
Ryu, Hwa Sook; et al, Macromolecules (Washington, 2018, 51(20), 8258-8267

Production Method 14

Reaction Conditions
1.1 Catalysts: Dichlorobis(triphenylphosphine)palladium
Reference
Low band gap polymers for organic solar cells
Bundgaard, Eva; et al, Proceedings of SPIE-The International Society for Optical Engineering, 2006, 6334,

Production Method 15

Reaction Conditions
1.1 Catalysts: Dichlorobis(triphenylphosphine)palladium
Reference
Low band gap polymers for organic solar cells
Bundgaard, Eva; et al, Proceedings of SPIE-The International Society for Optical Engineering, 2006, 6334,

2,5-Bis(trimethylstannyl)thiophene Raw materials

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SunaTech Inc.
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(CAS:86134-26-1)2,5‐ bis(triMethylstannyl)th iophene
Order Number:IN1477
Stock Status:in Stock
Quantity:5g
Purity:99
Pricing Information Last Updated:Friday, 25 July 2025 14:34
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SunaTech Inc.
(CAS:86134-26-1)2,5‐ bis(triMethylstannyl)th iophene
IN1477
Purity:99
Quantity:5g
Price ($):Inquiry
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