Tributyltin bromide

Base Information

• Chemical Name: Tributyltin bromide
• CAS No.: 1461-23-0
• Molecular Formula: C12H27 Br Sn
• Molecular Weight: 369.96
• Hs Code.: 29319090
• European Community (EC) Number: 215-959-2
• NSC Number: 202816
• UNII: 9LLL4VJ24O
• DSSTox Substance ID: DTXSID501023072
• Wikidata: Q27272709
• Mol file: 1461-23-0.mol

Synonyms:Tributyltin bromide;1461-23-0;Tri-n-butyltin bromide;Bromotributyltin;Bromotributylstannane;STANNANE, BROMOTRIBUTYL-;Tributylbromostannane;Tributylstannyl bromide;bromo(tributyl)stannane;Stannane, tributylbromo-;Tri-n-butylbromotin;NSC-202816;TRI-N-BUTYLTINBROMIDE;tributyltinbromide;Bu3SnBr;tri-n-butyl tin bromide;C12H27BrSn;TIN, BROMOTRIBUTYL-;C12-H27-Sn.Br;[Sn](Br)(CCCC)(CCCC)CCCC;DTXSID501023072;WLN: E-SN-4&4&4;MFCD00010660;NSC202816;AKOS025293687;AS-58306;Tributyltin bromide, technical grade, 90%;FT-0633565;Q27272709

Chemical Property of Tributyltin bromide

Chemical Property:

• Vapor Pressure: 0.00181mmHg at 25°C
• Melting Point: <0°C
• Refractive Index: 1.5070
• Boiling Point: 302.1 °C at 760 mmHg
• Flash Point: 136.5 °C
• PSA: 0.00000
• Density: 1,338 g/cm³
• LogP: 5.72710
• Sensitive.: Moisture Sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 9
• Exact Mass: 370.03182
• Heavy Atom Count: 14
• Complexity: 104

Purity/Quality:

99% ^*data from raw suppliers

Bromotributyl-stannane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+
• Statements: 34-26/27/28
• Safety Statements: 26-36/37/39-45-23

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC[Sn](CCCC)(CCCC)Br
• Uses: Bromotributyl-stannane exerts cytotoxicity and modulation of migration in triple-negative breast cancer cell line MDA-MB-231.

Technology Process of Tributyltin bromide

There total 259 articles about Tributyltin bromide 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: 100.0%

tributylphenylstannane (960-16-7) + para-bromoacetophenone (99-90-1) → biphenyl-4-acetaldehyde (92-91-1) + tributyltin bromide (1461-23-0)

Guidance literature:

diiodo(1,3-di[(R)-1-phenylethyl]imidazolin-2-ylidene)(triphenylphosphino)palladium(II); In toluene; toluene, 110°C, 17 h (N2); H2O was added, the aq. phase was extd. with diethyl ether, the organic phase was dried over MgSO4;

DOI:10.1016/S0022-328X(00)00722-1

Reference yield: 89.0%

(C4H9)3SnOC(CH3)2CH2Br → 2-methyl-1,2-epoxypropane (558-30-5) + tributyltin bromide (1461-23-0)

Guidance literature:

decompn. at 70°C (0.5 h);

DOI:10.1016/S0022-328X(00)86886-2

Reference yield: 88.0%

(C4H9)3SnOCH(CH3)CH(CH3)Br → 2,3-epoxybutane (1758-32-3,1758-33-4,3266-23-7,6189-41-9,21490-63-1,63864-69-7,103110-88-9) + tributyltin bromide (1461-23-0)

Guidance literature:

decompn. at 120°C for 3 h;

DOI:10.1016/S0022-328X(00)86886-2

upstream raw materials:

tri-n-butyl(vinyl)tin

norborn-2-ene

bromobenzene

tributylstannylethynylbenzene

Downstream raw materials:

tributyl(naphthalene-2-yl)stannane

methyltributyltin

1-tributylstannyl-4-trimethylsilylbenzene

mono-n-butyltin tribromide

Refernces

• 1、 Gielen,Mayence. "". . p. 363. Retrieved 1968.
• 2、 Armitage,Tarassoli. "Synthesis of organotin mixed dihalides". . p. 1210 - 1211. Retrieved 1975.
• 3、 Grady. "". . p. 255. Retrieved 1971.
• 4、 Wilt,J.W. et al.. "-". . p. 2803 - 2806. Retrieved 1970.
• 5、 Seyferth et al.. "". . p. 282. Retrieved 1964.
• 6、 Fentiman et al.. "". . p. 645,650. Retrieved 1966.
• 7、 Fentiman et al.. "". . p. 302. Retrieved 1965.
• 8、 Matsuda,Matsuda. "". . p. 208,210. Retrieved 1962.
• 9、 Warkentin,Sanford. "". . p. 1667. Retrieved 1968.
• 10、 Suzuki, Itaru,Esumi, Naoto,Yasuda, Makoto,Baba, Akio. "GaBr3-catalyzed Coupling between α-Iodo Esters with Alkynylstannanes under UV Irradiation". supporting information. p. 38 - 40. Retrieved 2015/03/18.