Bis(trimethylstannyl)acetylene

Base Information

• Chemical Name: Bis(trimethylstannyl)acetylene
• CAS No.: 2117-50-2
• Molecular Formula: C8H18Sn2
• Molecular Weight: 351.651
• Hs Code.: 29310099
• European Community (EC) Number: 218-324-8
• DSSTox Substance ID: DTXSID00175409
• Wikidata: Q72447575
• Mol file: 2117-50-2.mol

Synonyms:Bis(trimethylstannyl)acetylene;2117-50-2;trimethyl(2-trimethylstannylethynyl)stannane;Ethynylenebis(trimethylstannane);Bis(trimethyltin)acetylene;Ethynylenebis[trimethyl]tin;1,2-Ethynediylbis[trimethylstannane];MFCD01073798;DTXSID00175409;EINECS 218-324-8;AKOS015916179

Chemical Property of Bis(trimethylstannyl)acetylene

Chemical Property:

• Appearance/Colour: white to beige, crystal powder
• Vapor Pressure: 0.177mmHg at 25°C
• Melting Point: 59-61 °C(lit.)
• Boiling Point: 219.3 °C at 760 mmHg
• Flash Point: 86.1 °C
• PSA: 0.00000
• LogP: 2.74460
• Storage Temp.: Flammables area
• Sensitive.: air sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 351.94466
• Heavy Atom Count: 10
• Complexity: 149

Purity/Quality:

98%,99%, ^*data from raw suppliers

Bis(trimethyltin)acetylene, 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+N
• Hazard Codes: T+,N
• Statements: 26/27/28-50/53
• Safety Statements: 26-27-28-45-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Sn](C)(C)C#C[Sn](C)(C)C

Technology Process of Bis(trimethylstannyl)acetylene

There total 10 articles about Bis(trimethylstannyl)acetylene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

trimethyltin(IV)chloride (1066-45-1) + dilithium acetylide (1070-75-3) → bis(trimethyltin)acetylene (2117-50-2)

Guidance literature:

In pentane; byproducts: LiCl; inert atmosphere, addn. of soln. of (CH3)3SnCl to suspension of Li2C2 at-25°C (40 min), warming to room temp., reflux (1 h); filtration from LiCl, concn., recrystn. (pentane, -78°C), drying (40°C, 5 Torr);

DOI:10.1002/(SICI)1099-0682(199806)1998:6<761::AID-EJIC761>3.0.CO;2-1

Reference yield: 71.0%

trimethyltin(IV)chloride (1066-45-1) + acetylene (74-86-2,25067-58-7) → bis(trimethyltin)acetylene (2117-50-2)

Guidance literature:

With n-butyllithium; In hexane; byproducts: LiCl; acetylene was passed through soln. n-BuLi in hexane at -35°C, react. mixt. was refluxed for 1 h and cooled to -35°C, soln. Me3SnClin hexane was added, react. mixt. was refluxed for 1 h and kept for 14 h; soln. was decanted and concd. in vacuo and distilled;

DOI:10.1007/s11172-008-0203-8

Reference yield: 71.0%

sodium acetylide + trimethyltin bromide (1066-44-0) → bis(trimethyltin)acetylene (2117-50-2)

Guidance literature:

In diethyl ether; stirring; filtering, evapn. of ether; recrystn. from hexane;

upstream raw materials:

trimethyltin bromide

trimethyltin(IV)chloride

dilithium acetylide

acetylene

Downstream raw materials:

trimethyltin(IV)chloride

bis[10,15,20-triphenylporphyrinatozinc(II)-5-yl]butadiyne

C₄₆H₄₈N₆O₆

Refernces

• 1、 Lukevics, Edmunds,Rubina, Kira,Abele, Edgars,Fleisher, Mendel,Arsenyan, Pavel,Grinberga, Solveiga,Popelis, Juris. "Fluoride ion mediated reactions of disubstituted acetylenes Me3SiCCMMe3 (M=C, Si, Ge, Sn) with terminal acetylenes". . p. 69 - 73. Retrieved 2007/10/03.
• 2、 Sebald, Angelika,Wrackmeyer, Bernd. "ORGANOBORIERUNG VON ALKINYLSTANNANEN XVI. BOROL-SYNTHESE UEBER DIE ORGANOBORIERUNG VON BIS(ALKINYL)BORANEN". . p. 157 - 166. Retrieved 2007/10/02.