17314-33-9

Basic information

• Product Name: PHENYLTHIOTRI-N-BUTYLTIN
• Synonyms: PHENYLTHIOTRI-N-BUTYLTIN;phenyl tributyltin sulfide;tributyltin thiophenolate;Phenylthiortri-n-butyltin
• CAS NO: 17314-33-9
• Molecular Formula: C₁₈H₃₂SSn
• Molecular Weight: 399.22
• Mol File: 17314-33-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 147 °C0.3 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.172 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.544(lit.)
• CAS DataBase Reference: PHENYLTHIOTRI-N-BUTYLTIN(CAS DataBase Reference)
• NIST Chemistry Reference: PHENYLTHIOTRI-N-BUTYLTIN(17314-33-9)
• EPA Substance Registry System: PHENYLTHIOTRI-N-BUTYLTIN(17314-33-9)

Safety Data

• Hazard Codes: T,N
• Statements: 21-25-36/38-48/23/25-50/53
• Safety Statements: 35-36/37/39-45-60-61
• RIDADR: UN 2788 6.1/PG 2
• WGK Germany: 3
• HazardClass: 6.1(a)
• PackingGroup: II
• Hazardous Substances Data: 17314-33-9(Hazardous Substances Data)

Usage

General Description

PHENYLTHIOTRI-N-BUTYLTIN is an organotin compound that is widely used as a fungicide and biocide in agricultural and industrial applications. It is known for its ability to control a range of fungal diseases in crops and for its effectiveness in preventing the growth of algae and other aquatic organisms in industrial water systems. However, PHENYLTHIOTRI-N-BUTYLTIN has also been found to have toxic effects on non-target organisms, including humans, and its use has been restricted in many countries due to concerns about its environmental and health impacts. Studies have shown that PHENYLTHIOTRI-N-BUTYLTIN can accumulate in the environment and in living organisms, and it has been linked to a range of adverse effects, including reproductive and developmental toxicity, neurotoxicity, and immunotoxicity. As a result, there is growing interest in finding safer alternatives to PHENYLTHIOTRI-N-BUTYLTIN for crop protection and industrial uses.

InChI:InChI=1/C6H6S.3C4H9.Sn/c7-6-4-2-1-3-5-6;3*1-3-4-2;/h1-5,7H;3*1,3-4H2,2H3;/q;;;;+1/p-1/rC12H27Sn.C6H6S/c1-4-7-10-13(11-8-5-2)12-9-6-3;7-6-4-2-1-3-5-6/h4-12H2,1-3H3;1-5,7H/q+1;/p-1

Upstream product

• 154777-27-2 1-cyclohexyl-3-phenyl-1-propyl phenyl sulfide 
• 688-73-3 tri-n-butyl-tin hydride 
• 108-98-5 thiophenol 
• 3111-52-2 potassium thiophenolate 
• 5847-51-8 tributyltin formate 
• 702-04-5 crotyl phenyl sulfide 
• 24850-33-7 allyltributylstanane 
• 882-33-7 diphenyldisulfane 
• 66680-87-3 (E)-1-phenyl-(2-tributylstannyl)ethene 
• 831-91-4 Benzyl phenyl sulfide 
• 20087-24-5 6-Amino-penicillansaeure-tributylzinnester 
• 1461-22-9 tributyltin chloride 
• 2973-86-6 lithium thiophenoxide 
• 56-35-9 bis(tri-n-butyltin)oxide 

Downstream Products

• 934-87-2 S-phenyl thioacetate 
• 79528-49-7 phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 
• 60623-60-1 2-(phenylthio)tetrahydrofuran 
• 20965-36-0 2-(phenylthio)tetrahydro-2H-pyran 
• 14080-18-3 2-(pyrimidinylthio)benzene 
• 5633-57-8 1-methoxy-4-(phenylsulfanyl)benzene 
• 13992-15-9 phenyl-1-thio-α-D-glucopyranoside 
• 2936-70-1 (2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol 
• 16758-34-2 1-thiophenyl-β-D-galactopyranoside 
• 28244-97-5 phenyl-1-thio-α-D-galactopyranoside 
• 66967-48-4 (E)-hept-1-en-1-yl(phenyl)sulfane 
• 33667-82-2 2-chlorophenyl phenyl sulfide 
• 51238-46-1 4-(phenylthio)benzonitrile 
• 78609-87-7 Phenyl Phenylmethanethiosulfinate 

Relevant articles and documents

Recycle of tin thiolate compounds relevant to ammonia-borane regeneration

The use of benzenedithiol as a digestant for ammonia-borane spent fuel has been shown to result in tin thiolate compounds which we demonstrate can be recycled, yielding Bu3SnH and ortho-benzenedithiol for reintroduction to the ammonia-borane regeneration scheme.

Generation of Aminyl Radicals using Sulfenamides as Synthetic Precursors

Sulfenamides are synthesised from reaction between amines and N-(benzenesulfenil)-phthalimide or benzenesulfenyl chloride.The sulfenamides undergo reaction with tributyltin hydride to yield aminyl radicals which can be cyclised onto suitable alkenes. Key Words: sulfenamides; aminyl radicals; tributyltin hydride; radical-cyclisation; N-(benzenesulfenyl)phthalimide

Organotin-Mediated Selective Desulfurization: Tri-n-butyltin Hydride Reduction of Unsymmetric Sulfides

Tri-n-butyl hydride (TBTH) has been evaluated as a selective agent for the reductive cleavage of one C-S-bond in unsymmetric sulfides 1.Sulfides 1 (RR1) (where combinations of R and R1 included primary, secondary, tertiary, benzylic, phenyl, allylic, and α-(to carbonyl) carbon bound to sulfur> were each reacted with 1 equiv of TBTH in the presence of AIBN initiator.Reduction by TBTH occurs initially at the R1-S bond (where R1 can form the more stable carbon radical intermediate) in sulfide 1 selectively, if not specifically, to yield hydrocarbon 4 and tributylstannyl alkyl sulfide 3.However, this specifity can be negated by an enhanced reacitivity toward reduction by TBTH which the C-S bond in 3 exhibits, producing hydrocarbon 6 and bis(tributyltin) sulfide.The degree of selectivity in desulfurization is determined by the competition between unsymmetric sulfide 1 and alkyl organotin sulfide 3 for TBTH.The reduction of secondary and primary alkyl C-S bonds in 1 is so slow as to discount the synthetic utility of trialkyltin hydride reduction for such sulfides.