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

Description

PHENYLTHIOTRI-N-BUTYLTIN is an organotin compound that exhibits potent fungicidal and biocidal properties, making it a valuable tool in agricultural and industrial settings for controlling fungal diseases and preventing the growth of algae and other aquatic organisms. However, its use has been limited due to its toxic effects on non-target organisms, including humans, and its potential to accumulate in the environment, leading to concerns about its environmental and health impacts.

Uses

Used in Agricultural Applications:
PHENYLTHIOTRI-N-BUTYLTIN is used as a fungicide for controlling a range of fungal diseases in crops, ensuring their health and productivity. Its effectiveness in preventing fungal infections contributes to increased crop yields and reduced losses due to disease.
Used in Industrial Applications:
In industrial settings, PHENYLTHIOTRI-N-BUTYLTIN is used as a biocide to prevent the growth of algae and other aquatic organisms in water systems. This helps maintain the efficiency of industrial water systems and reduces the need for costly maintenance and cleaning.
However, due to the toxic effects of PHENYLTHIOTRI-N-BUTYLTIN on non-target organisms and its potential to accumulate in the environment, there is a growing interest in finding safer alternatives for crop protection and industrial uses. These alternatives should offer similar benefits in terms of disease control and water system maintenance while minimizing the risks to human health and the environment.

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

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

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 
• 3111-54-4 2-phenylsulfanylpyridine 
• 28856-77-1 3-phenylthiopyridine 
• 14080-18-3 2-(pyrimidinylthio)benzene 
• 141075-04-9 5-(phenylsulfanyl)pyrimidine 
• 13343-26-5 phenyl p-chlorophenyl sulfide 
• 1208-20-4 S-phenyl benzenethiosulfinate 
• 14204-24-1 N-(phenylthio)succinimide 
• 106753-55-3 N-tert-Butyl-thiobenzimidic acid phenyl ester 
• 139-66-2 diphenyl sulfide 
• 99054-47-4 1-methoxy-1-phenylthiononane 

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.