(Octane-1,8-diyl)bis[bromo(diphenyl)stannane]

Base Information

• Chemical Name: (Octane-1,8-diyl)bis[bromo(diphenyl)stannane]
• CAS No.: 87518-48-7
• Molecular Formula: C₃₂H₃₆Br₂Sn₂
• Molecular Weight: 817.866
• DSSTox Substance ID: DTXSID20531220
• Wikidata: Q82402915
• Mol file: 87518-48-7.mol

Synonyms:(Octane-1,8-diyl)bis[bromo(diphenyl)stannane];87518-48-7;DTXSID20531220

Chemical Property of (Octane-1,8-diyl)bis[bromo(diphenyl)stannane]

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 13
• Exact Mass: 817.92014
• Heavy Atom Count: 36
• Complexity: 499

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[Sn](CCCCCCCC[Sn](C2=CC=CC=C2)(C3=CC=CC=C3)Br)(C4=CC=CC=C4)Br

Technology Process of (Octane-1,8-diyl)bis[bromo(diphenyl)stannane]

There total 1 articles about (Octane-1,8-diyl)bis[bromo(diphenyl)stannane] 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:

1,8-bis(triphenylstannyl)octane (87518-43-2) → 1,8-bis(bromodiphenylstannyl)octane (87518-48-7)

Guidance literature:

With hydrogen bromide; In dichloromethane; to soln. of Sn compd. added slowly (2 h) soln. of 2.1 equiv of HBr at -78°C, slowly warmed to 25°C, reacted for 8-10 h; evapd. (vac.), chromd. (MeCN or MeCN/THF);

DOI:10.1021/om00079a003

Reference yield: 62.0%

1,8-bis(bromodiphenylstannyl)octane (87518-48-7) + 1,8-octanediyldimagnesium dibromide (45037-87-4) → 1,1,10,10-tetraphenyl-1,10-distannacyclooctadecane (87531-98-4)

Guidance literature:

In tetrahydrofuran; dilute (0.03 M) solns. of reagents were added simultaneously to THF over 2 h at 25°C; purified by reverse phase chromy. and recrystn.;

DOI:10.1039/c39840001159

Reference yield: 25.0%

1,8-dibromooctane (4549-32-0) + 1,8-bis(bromodiphenylstannyl)octane (87518-48-7) → 1,1,10,10,19,19,28,28-octaphenyl-1,10,19,28-tetrastannacyclohexatricontane (87518-41-0) + 1,1,10,10-tetraphenyl-1,10-distannacyclooctadecane (87531-98-4)

Guidance literature:

With iodine; magnesium; In tetrahydrofuran; (N2); to suspn. of Mg and I2 at 25°C added over 1 h soln. of Br(CH2)8Br, stirred for 4 h, sepd. from excess of Mg, diluted with THF, added over 2.5 h to Sn-compd. soln. at 0°C, allowed to warm to 25°C, stirred for 10 h; satd. aq. NH4Cl added at 0°C, aq. layer extd. (ether), combined ethereal solns. washed (satd. aq. NaCl), dried (MgSO4), filtered, concd., chromd. (MeCN/THF), recrystd. (hexane or MeCN/THF); elem. anal.;

DOI:10.1021/om00079a003

upstream raw materials:

1,8-bis(triphenylstannyl)octane

Downstream raw materials:

1,1,10,10-tetraphenyl-1,10-distannacyclooctadecane

1,1,10,10,19,19,28,28-octaphenyl-1,10,19,28-tetrastannacyclohexatricontane

C₆H₅ClSn(CH₂)16SnClC₆H₅

1,10-diphenyl-1,10-distannabicyclo{8.8.8}hexacosane