19752-27-3

Basic information

• Product Name: Tributyl(2-phenylethenyl)stannane
• Synonyms: (2-Phenylethenyl)tributylstannane;[2-(Tributylstannyl)ethenyl]benzene;1-(Tributylstannyl)-2-phenylethene;Styryltributylstannane;Tributyl(2-phenylethenyl)stannane;Tributyl(styryl)stannane;tributyl(3-phenyl-2-propen-1-yl)Stannane
• CAS NO: 19752-27-3
• Molecular Formula: C₂₁H₃₆Sn
• Molecular Weight: 393.19396
• Mol File: 19752-27-3.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Tributyl(2-phenylethenyl)stannane(CAS DataBase Reference)
• NIST Chemistry Reference: Tributyl(2-phenylethenyl)stannane(19752-27-3)
• EPA Substance Registry System: Tributyl(2-phenylethenyl)stannane(19752-27-3)

Safety Data

• Hazardous Substances Data: 19752-27-3(Hazardous Substances Data)

Usage

General Description

Tributyl(2-phenylethenyl)stannane is an organotin compound with the chemical formula C24H40Sn. It is a colorless to pale yellow liquid with a distinctive odor. This chemical is commonly used as a reagent in organic synthesis, particularly in the formation of carbon-carbon bonds. It can act as a source of nucleophilic vinyl stannane species, and is often utilized in the Stille coupling reaction to form complex organic compounds. Tributyl(2-phenylethenyl)stannane is also used in the production of polymers and as a stabilizer in PVC plastics. However, it is important to note that organotin compounds, including tributyl(2-phenylethenyl)stannane, have raised concerns regarding their potential toxicity and environmental impact.

Upstream product

• 100-42-5 styrene 
• 66222-29-5 tri-n-butylstannylmethyl iodide 
• 24850-33-7 allyltributylstanane 
• 36635-36-6 3-butenyltributylstannane 
• 1426-65-9 1,2,2-trifluorovinyl tri-n-butylstannane 
• 2327-99-3 1-phenylpropadiene 
• 68725-14-4 tri-n-butyltin triflate 
• 1461-22-9 tributyltin chloride 
• 51800-74-9 1-phenylallyl magnesium chloride 
• 2687-12-9 cinnamyl chloride 
• 74785-32-3 (E)-cinnamyl(tributyl)tin 
• 17955-46-3 trimethylsilyltributyltin 
• 77821-95-5 3-phenyl-2-propen-1-yl 2,2-dimethylproponate 
• 104-54-1 3-Phenylpropenol 

Downstream Products

• 1187159-11-0 C₂₂H₂₁N 
• 1067-97-6 tributyltin hydroxide 
• 462093-17-0 1,3,4-triphenylhex-5-en-1-one 
• 768-03-6 Phenyl vinyl ketone 
• 40596-15-4 3-phenyl-1-hexene-4-ol 
• 54985-35-2 (E)-1-Phenylhex-1-en-4-ol 
• 54985-34-1 trans-1-phenyl-1-penten-3-ol 
• 57082-95-8 2,2-Dichloro-3-phenyl-pent-4-enal 
• 32121-04-3 N-cinnamyl-4-methylbenzenesulfonamide 
• 58567-43-4 4-methyl-N-(1-phenyl-allyl)-benzenesulfonamide 

Relevant articles and documents

Visible Light-Induced Room-Temperature Heck Reaction of Functionalized Alkyl Halides with Vinyl Arenes/Heteroarenes

The first visible light-induced Pd-catalyzed Heck reaction of α-heteroatom substituted alkyl iodides and -bromides with vinyl arenes/heteroarenes has been developed. This transformation efficiently proceeds at room temperature and enables synthesis of valuable functionalized allylic systems, such as allylic silanes, boronates, germanes, stannanes, pivalates, phosphonates, phthalimides, and tosylates from the corresponding α-substituted methyl iodides. Notably, synthesis of the latter substrates failed under existing thermally induced Pd-catalyzed conditions, which highlights the importance of visible light for this transformation.

Addition of allylstannanes to an oxy-stabilized carbenium ion on a 1,7-dioxaspiro[5.5]undecane ring system

The nucleophilic addition of allylstannanes to (2R*,5S*,6S*)-2-acetoxy-5-benzyloxy-1,7-dioxaspiro-[5.5] undecane 1 has been studied. The optimum conditions involve the use of trimethylsilyl trifluoromethanesulfonate in dichloromethane at -78°C. In the exa

Tributyl(3-methyl-2-butenyl)tin

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