100073-20-9

Basic information

• Product Name: (Tributyl(1-cyclohexen-1-yl)stannane
• Synonyms: (Tributyl(1-cyclohexen-1-yl)stannane;1-Cyclohexenyltributyltin
• CAS NO: 100073-20-9
• Molecular Formula: C₁₈H₃₆Sn
• Molecular Weight: 371.18844
• Mol File: 100073-20-9.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (Tributyl(1-cyclohexen-1-yl)stannane(CAS DataBase Reference)
• NIST Chemistry Reference: (Tributyl(1-cyclohexen-1-yl)stannane(100073-20-9)
• EPA Substance Registry System: (Tributyl(1-cyclohexen-1-yl)stannane(100073-20-9)

Safety Data

• Hazardous Substances Data: 100073-20-9(Hazardous Substances Data)

Usage

Description

(Tributyl(1-cyclohexen-1-yl)stannane is a chemical compound with the formula C20H39Sn. It is a tin-based organic compound that is commonly used as a chemical reagent in organic synthesis. (Tributyl(1-cyclohexen-1-yl)stannane is formed from a stannane group (SnH3) bonded to a cyclohexenyl group.

Uses

Used in Chemical Synthesis:
(Tributyl(1-cyclohexen-1-yl)stannane is used as a chemical reagent for organic transformations, particularly in metal-catalyzed coupling reactions.
Used in Synthesis of Complex Organic Molecules:
(Tributyl(1-cyclohexen-1-yl)stannane is used as a reagent in the synthesis of complex organic molecules.
Used as a Precursor for Organotin Compounds:
(Tributyl(1-cyclohexen-1-yl)stannane is used as a precursor for the preparation of functionalized organotin compounds.
Used in Chemical Research:
(Tributyl(1-cyclohexen-1-yl)stannane is used as a research compound for studying its properties and potential applications in various chemical processes.
Used in Pharmaceutical Industry:
(Tributyl(1-cyclohexen-1-yl)stannane is used as a reagent in the development of new pharmaceutical compounds.
Used in Material Science:
(Tributyl(1-cyclohexen-1-yl)stannane is used as a reagent in the synthesis of new materials with specific properties.
Safety Precaution:
It is important to handle and use (Tributyl(1-cyclohexen-1-yl)stannane with caution, as it is toxic and can cause harm if not properly handled.

Upstream product

• 29684-56-8 Burgess Reagent 
• 27490-36-4 (CH₃(CH₂)3)3SnC₆H₁₀(OH) 
• 937-63-3 p-Tolyl chlorothionoformate 
• 27262-82-4 tributylstannylmagnesium chloride 
• 108-94-1 cyclohexanone 
• 75-36-5 acetyl chloride 
• 2044-08-8 1-bromocyclohex-1-ene 
• 1461-22-9 tributyltin chloride 
• 7439-95-4 magnesium 
• 106-93-4 ethylene dibromide 
• 81518-07-2 cyclohex-1-enyl magnesium bromide 
• 136052-40-9 tributylstannylcyclohexyl oxalate 
• 136052-31-8 (C₄H₉)3SnC₆H₁₀OCONHC₆H₅ 
• 116064-54-1 C₆H₁₀(OC(O)CH₃)(Sn(C₄H₉)3) 

Downstream Products

• 1424-22-2 1-cyclohexenyl acetate 
• 147581-55-3 3-Cyclohex-1-enyl-8-methyl-5,6,10,11-tetrahydro-9,11a-diaza-benzo[c]fluorene 
• 881997-21-3 methyl 3-[(1E)-3-tert-butoxy-3-oxoprop-1-enyl]-2-(cyclohex-1-enyl)-4-oxo-4H-pyrido[1,2-a]pyrimidine-8-carboxylate 
• 554411-64-2 4-cyclohex-1-enyl-1-methoxy-2-nitro-benzene 
• 535924-68-6 2-cyclohex-1-enyl-N-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-isonicotinamide 
• 131428-26-7 cyclohex-1-enyl-lead triacetate 
• 930-68-7 cyclohexenone 
• 155791-51-8 2-(Tri-n-butylstannyl)-2-cyclohexen-1-ol 
• 156666-06-7 2-(tri-n-butylstannyl)-2-cyclohexen-1-one 
• 591-49-1 1-methylcyclohex-1-ene 
• 208465-02-5 5-(cyclohex-1-en-1-yl)-3-(N,N-dimethylaminoglyoxyl)-1H-indole 

Relevant articles and documents

Stereochemistry of the thermal decomposition of (2-(acyloxy)alkyl)triorganostannanes

The stereochemical study of the thermal decomposition of (2-(acyloxy)alkyl)triorganostannanes revealed an anti β-elimination of (acyloxy)triorganostannanes. The process is highly stereospecific and not perturbed by the presence of a possible internal chelation favoring syn elimination. It corresponds to an open transition state. Kinetics of β-elimination in cyclohexyl and norbornyl systems showed that the reaction is much more rapid with a 180° dihedral angle between the metal and the ester group than with a 60° angle between the two. Stabilization of the partial positive charge developed during the transition state occurs mainly through hyperconjugation effect.

Multistereocenter-Containing Cyclopentanoids from Ynamides via Oxazolidinone-Controlled Nazarov Cyclization

Achieving ready-enantioselective access to multistereocenter-containing cyclopentyl rings is an area of great significance to organic synthesis. In this work, we describe a general protocol for accessing multistereocenter-containing cyclopentanoids from simple N-alkynyloxazolidinones (Ox-ynamides). This protocol involves conversion of Ox-ynamides into Ox-activated divinyl and aryl vinyl ketones that undergo facile Nazarov cyclization with excellent chemo-, regio-, and stereocontrol. The Ox auxiliary directs all aspects of reactivity and selectivity, both in the electrocyclization and in the subsequent transformations of the resulting oxyallyl intermediate. Stereoinduction in the electrocyclization results from a "coupled-torque" mechanism in which rotation of the Ox group, driven by increasing orbital overlap of the nitrogen lone pair with the incipient oxyallyl cation, is coupled with the rotation of the termini of the pentadienyl cation, favoring a particular direction of conrotatory ring closure (torquoselectivity). The associated lone-pair stabilization of the transition state by Ox promotes cyclization of traditionally resistant substrates, broadening the scope of this asymmetric Nazarov cyclization. The Ox group also facilitates the stereo- and regioselective incorporation of nucleophiles (Nu) and dienes, giving more complex, multistereocenter containing cyclopentanoids. Finally, the Ox group is readily removed and recovered or can be converted into other amine functionalities.

HYDROSTANNATION OF METHYL(CARBOXYSULFAMOYL) TRIETHYLAMMONIUM HYDROXIDE INNER SALT : A NEW ROUTE TO TRIBUTYLTIN ISOCYANATE

A synthetically useful and facile method for the synthesis of tributyltin isocyanate is described.