Chlorotri-n-butylstannane

Base Information

• Chemical Name: Chlorotri-n-butylstannane
• CAS No.: 1461-22-9
• Molecular Formula: C12H27ClSn
• Molecular Weight: 325.509
• Hs Code.: 29310095
• Mol file: 1461-22-9.mol

Synonyms:Chlorotri-n-butylstannane;tributylstannylium chloride;SCHEMBL1130;STR01706;AKOS032949808;T0363

Chemical Property of Chlorotri-n-butylstannane

Chemical Property:

• Appearance/Colour: Clear colorless to pale yellow liquid
• Vapor Pressure: <0.01 mm Hg ( 20 °C)
• Melting Point: -9 °C
• Refractive Index: n20/D 1.492(lit.)
• Boiling Point: 289.4 °C at 760 mmHg
• Flash Point: 128.8 °C
• PSA: 0.00000
• Density: 1.2 g/mL at 25 °C(lit.)
• LogP: 5.57100
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: 0.017g/l
• Water Solubility.: PRACTICALLY INSOLUBLE
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 326.082331
• Heavy Atom Count: 14
• Complexity: 72.1

Purity/Quality:

98% ^*data from raw suppliers

Tributyltin chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 21-25-36/38-48/23/25-50/53
• Safety Statements: 35-36/37/39-45-60-61-26

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC[Sn+](CCCC)CCCC.[Cl-]
• Description: Tributyltin chloride is also as Chlorotributyltin, is the chloride of tributyltin. It is a biocide that contaminates foods, especially shellfish. It is an endocrine disrupter in several marine species and is neurotoxic and immuno-toxic in mammals. It has been used as a heat stabilizer, agricultural pesticide and component of antifouling paints2. However, it is perhaps the most acutely toxic chemical to aquatic organisms ever deliberately introduced to water. It has been demonstrated to have an adverse effect on shellfish in France and England, and as a consequence the use of tributyltin‐containing antifouling paints has been restricted in these countries. Other countries have banned the use of tributyltin‐containing antifouling paints or are contemplating restrictions3.
• Uses: Tributyltin Chloride is a triorganotin compound with insecticidal acitivity. It is an endocrine disruptor as well as an inhibitor for the V-ATPases (potential targets in the treatmen t of diseases such as osteoporosis and cancer). Tributyltin Chloride has the functions of antiseptic, sterilization and mildew proof and widely used in wood preservation, ship paint, etc. Further, it is used in hot end glass coating and rodent-repellent for cable coatings.

Technology Process of Chlorotri-n-butylstannane

There total 369 articles about Chlorotri-n-butylstannane 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: 98.0%

chloro-trimethyl-silane (75-77-4) + bis(tributylstannyl)carbodiimide (34885-41-1) → bis(trimethylsilyl)carbodi-imide (1000-70-0) + tributyltin chloride (1461-22-9)

Guidance literature:

In neat (no solvent); isolation from atmosphere; heating (20 - 160°C, 1 - 2 h); distn.;

Reference yield: 95.0%

(C4H9)3SnOCH(CH2Cl)2 (35952-61-5) → tributyltin chloride (1461-22-9) + chloroacetone (78-95-5) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7)

Guidance literature:

63% decompn. at 210°C (1 h);

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

Reference yield: 94.0%

chloro(methyl)phenylsilane (1631-82-9) + tributyltin ethoxide (682-00-8) → diethoxy-methyl-phenyl-silane (775-56-4) + tributyltin chloride (1461-22-9) + tri-n-butyl-tin hydride (688-73-3)

Guidance literature:

2:1; room temp.;

upstream raw materials:

tri-n-butyl(vinyl)tin

tetra-n-butyltin(IV)

benzyltributyltin

ethenetetracarbonitrile

Downstream raw materials:

tri-n-butyl(vinyl)tin

allyltributylstanane

tri-n-butyl-tin hydride

bis(tri-n-butyltin)oxide

Refernces

• 1、 Burlachenko et al.. "". . p. C59. Retrieved 1971.
• 2、 Nicholson, John W.,Douek, Josephine A.,Collins, John D.. "INVESTIGATION OF THE DIRECT SYNTHESIS OF TETRABUTYLTIN FROM BUTYL CHLORIDE". . p. 173 - 183. Retrieved 1982.
• 3、 Sisido et al.. "". . p. 109,113. Retrieved 1967.
• 4、 Tagliavini et al.. "". . p. L41. Retrieved 1978.
• 5、 Menapace,Kuivila. "". . p. 3047,3050. Retrieved 1964.
• 6、 Folaranmi et al.. "". . p. 59,62. Retrieved 1974.
• 7、 Paul et al.. "". . p. 355. Retrieved 1972.
• 8、 Ugo, R.,Chiesa, A.,Fusi, A.. "A highly selective synthesis of R2SnX2 (R = alkyl, X = Br, Cl) species directly from tin and alkyl halides". . p. 25 - 30. Retrieved 1987.
• 9、 Altamura, Patrizia,Giardina, Giorgio,Sterzo, Claudio Lo,Russo, Maria Vittoria. "Use of the extended one-pot (EOP) procedure for the preparation of ethynylated thiophene derivatives and related palladium-ethynylthiophene organometallic oligomers". . p. 4360 - 4368. Retrieved 2001.
• 10、 Scattolin, Thomas,Visentin, Fabiano,Santo, Claudio,Bertolasi, Valerio,Canovese, Luciano. "Isocyanide insertion across the Pd-C bond of allenyl and propargyl palladium complexes bearing phosphoquinoline as a spectator ligand. Synthesis of a palladium complex bearing a coordinated cyclobutenyl fragment". . p. 5210 - 5217. Retrieved 2017.