31614-66-1

Basic information

• Product Name: Stannane, tributyl(4-methylphenyl)-
• CAS NO: 31614-66-1
• Molecular Formula: C19H34Sn
• Molecular Weight: 381.189
• Mol File: 31614-66-1.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: Stannane, tributyl(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Stannane, tributyl(4-methylphenyl)-(31614-66-1)
• EPA Substance Registry System: Stannane, tributyl(4-methylphenyl)-(31614-66-1)

Safety Data

• Hazardous Substances Data: 31614-66-1(Hazardous Substances Data)

Upstream product

• 1461-22-9 tributyltin chloride 
• 106-38-7 para-bromotoluene 
• 813-19-4 bis(tri-n-butyltin) 
• 17955-46-3 trimethylsilyltributyltin 
• 7646-78-8 tin(IV) chloride 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 624-31-7 4-tolyl iodide 
• 5720-05-8 4-methylphenylboronic acid 
• 1067-52-3 tributyltin methoxide 
• 4226-01-1 tri-n-butyltin lithium 
• 99-75-2 4-methyl-benzoic acid methyl ester 
• 352-32-9 p-fluorotoluene 
• 99-94-5 p-Toluic acid 
• 874-60-2 4-methyl-benzoyl chloride 

Downstream Products

• 104375-70-4 (E)-4-methyl-N-(4-(p-tolyl)but-3-en-1-yl)benzenesulfonamide 
• 104375-68-0 N-(4-toluenesulfonyl)-2-(4-methylphenyl)pyrrolidine 
• 130837-48-8 3-Methyl-4-p-tolyl-cyclobut-3-ene-1,2-dione 
• 130837-54-6 3-Isopropoxy-4-p-tolyl-cyclobut-3-ene-1,2-dione 
• 140709-90-6 4',6-dimethyl-4,5-dihydro-[1,1'-biphenyl]-2(3H)-one 
• 96633-25-9 3-p-tolyl-4-phenylbuten-2-one 
• 140709-93-9 (3aR,7S,7aS)-7-(tert-Butyl-dimethyl-silanyloxy)-2,2-dimethyl-5-p-tolyl-7,7a-dihydro-3aH-benzo[1,3]dioxol-4-one 
• 140709-96-2 Acetic acid (1S,6R)-4-oxo-3-p-tolyl-6-triisopropylsilanyloxy-cyclohept-2-enyl ester 
• 140709-99-5 (4R,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-p-tolyl-6-triisopropylsilanyloxy-cyclohept-2-enone 
• 70855-14-0 3-methyl-2-(4-methylphenyl)-2-cyclopenten-1-one 
• 352-32-9 p-fluorotoluene 
• 613-33-2 (4,4'-dimethyl-1,1'-biphenyl) 
• 6833-18-7 4-methyl-N-phenylbenzamide 
• 20912-17-8 2-(4-methylphenylsulfanyl)nitrobenzene 

Relevant articles and documents

Illuminating Stannylation

We have developed photoboosted stannylation reactions of terminal alkynes (linear-selective hydrostannylation) and fluoroarenes (defluorostannylation), in which the stannyl anion is photoexcited to an excited triplet (T1) stannyl diradical species. This u

Method for converting substituted sodium aryl sulfonate to aryl tri-n-butyltin

The invention discloses a method for converting substituted sodium acryl sulfonate to aryl tri-n-butyltin. The synthetic method of the aryl tri-n-butyltin compound comprises the following steps: uniformly mixing sodium aryl sulfonate, silver carbonate, bis(tri-tert-butylphosphine)palladium, and hexabutyldistannane in a solvent, reacting for 1 to 8 hours at 80 to 140 DEG C, and after the reaction is ended, concentrating; and performing the column chromatography, and obtaining a pure aryl tri-n-butyltin product. The adopted raw material is sodium aryl sulfonate which is significant in supplementation, wide in source, cheap and easy to obtain compared with the existing method adopting aromatic halides as a raw material. The reaction in the invention has good tolerance and universality for a functional group, and the substituent group can be hydrogen, methyl, tertiary butyl, fluorine, chlorine, bromine, cyanogroup, trifluoromethyl, nitro, acetyl or carbethoxy.

Stannylation of Aryl Halides, Stille Cross-Coupling, and One-Pot, Two-Step Stannylation/Stille Cross-Coupling Reactions under Solvent-Free Conditions

Solvent-free protocols for palladium-catalyzed stannylation of aryl halides, Stille cross-coupling, and one-pot, two-step stannylation/Stille cross-coupling (SSC) are reported for the first time. (Het)aryl halides bearing acceptor, donor, as well as sterically demanding substituents are stannylated and/or coupled in high yields. The reactions are catalyzed by conventional palladium(II) acetate/PCy3 [Pd(OAc)2/PCy3] under air, using available base CsF, and without the use of high purity reagents. The developed synthetic procedures are versatile, robust, and easily scalable. The absence of solvent, and the elimination of isolation procedures of aryl stannanes makes the SSC protocol simple, step economical, and highly efficient for the synthesis of biaryls in a one-pot two-step procedure.