TRIBUTYL(1-ETHOXYVINYL)TIN
Reaction- Product Name
- TRIBUTYL(1-ETHOXYVINYL)TIN
- CAS No.
- 97674-02-7
- Chemical Name
- TRIBUTYL(1-ETHOXYVINYL)TIN
- Synonyms
- Tributyl(1-ethoxyvinyl)stannane;SKL1024;(1-ethoxyvinyL;(1-ethoxyvinyl)tributyltin;Tributyl(1-ethoxyvinyl)tin(IV);ETHOXYVINYL TRIBUTYL TIN;tributyl ethoxyvinyl tin;TRIBUTYL(1-ETHOXYVINYL)TIN;1-ETHOXYVINYL-TRI-N-BUTYLTIN;Tri-n-butyl(1-ethoxyvinyl)tin
- CBNumber
- CB7292048
- Molecular Formula
- C16H34OSn
- Formula Weight
- 361.15
- MOL File
- 97674-02-7.mol
TRIBUTYL(1-ETHOXYVINYL)TIN Property
- Melting point:
- <0°C
- Boiling point:
- 85-86 °C0.1 mm Hg(lit.)
- Density
- 1.069 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.476(lit.)
- Flash point:
- >230 °F
- storage temp.
- 2-8°C
- solubility
- Choroform (Slightly), Ethyl Acetate (Slightly)
- form
- liquid
- Specific Gravity
- 1.069
- color
- colorless
- Sensitive
- Moisture Sensitive
- InChI
- InChI=1S/C4H7O.3C4H9.Sn/c1-3-5-4-2;3*1-3-4-2;/h1,4H2,2H3;3*1,3-4H2,2H3;
- InChIKey
- HGXJOXHYPGNVNK-UHFFFAOYSA-N
- SMILES
- [Sn](CCCC)(CCCC)(CCCC)C(OCC)=C
Safety
- Hazard Codes
- T,N
- Risk 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 3
- WGK Germany
- 3
- TSCA
- No
- HazardClass
- 6.1(b)
- PackingGroup
- III
- HS Code
- 29319090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H301Toxic if swalloed
H315Causes skin irritation
H319Causes serious eye irritation
H372Causes damage to organs through prolonged or repeated exposure
H400Very toxic to aquatic life
- Precautionary statements
-
P273Avoid release to the environment.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P314Get medical advice/attention if you feel unwell.
N-Bromosuccinimide Price
- Product number
- 275123
- Product name
- Tributyl(1-ethoxyvinyl)tin
- Purity
- 97%
- Packaging
- 1g
- Price
- $30.59
- Updated
- 2025/07/31
- Product number
- 275123
- Product name
- Tributyl(1-ethoxyvinyl)tin
- Purity
- 97%
- Packaging
- 5g
- Price
- $153
- Updated
- 2025/07/31
- Product number
- 50-3015
- Product name
- Tributyl(1-ethoxyvinyl)tin, 97%
- Packaging
- 1g
- Price
- $50
- Updated
- 2024/03/01
- Product number
- 50-3015
- Product name
- Tributyl(1-ethoxyvinyl)tin, 97%
- Packaging
- 5g
- Price
- $200
- Updated
- 2024/03/01
- Product number
- 275123
- Product name
- Tributyl(1-ethoxyvinyl)tin
- Purity
- 97%
- Packaging
- 25g
- Price
- $710
- Updated
- 2025/07/31
TRIBUTYL(1-ETHOXYVINYL)TIN Chemical Properties,Usage,Production
Reaction
Versatile tin reagent used for the introduction of a 1-ethoxyvinyl group via a Stille cross-coupling reaction, (palladium-catalyzed coupling of an organohalide (or pseudohalide) with an organotin compound).
Chemical Properties
Clear colorless liquid
Uses
Electrophilic methyl ketone equivalent used in a recent synthesis of a 13-oxophorbine (chlorophyll) from the corresponding 13-bromochlorin.
General Description
This vinylstannane undergoes Stille coupling with a vinyl triflate, giving, after hydrolysis, an α,β?unsaturated ketone, thus acting as an acetyl anion equivalent.
Synthesis
1461-22-9
109-92-2
97674-02-7
Under nitrogen protection, 112 g of potassium tert-butoxide (1.0 mmol), and 139.2 g of tetramethylethylenediamine (1.2 mmol) were added to 1000 mL of anhydrous hexane and cooled to -30 °C. A 400 mL hexane solution of n-butyllithium (2.5 M) was slowly added dropwise, and the reaction was maintained at -30 °C for 1.5 h after completion of the dropwise addition, followed by cooling to -40 °C. 108 g of vinyl ether (1.5 mmol) was dissolved in 200 mL of anhydrous tetrahydrofuran and slowly added dropwise to the above mixed solution, maintained at -40 °C for 0.5 h. After the reaction was completed, it was warmed up to -20 °C to continue the reaction for 1 h. It was subsequently cooled to -78 °C. 227.9 g of tributyltin chloride (0.7 mmol) was dissolved in 500 mL of anhydrous tetrahydrofuran and slowly added dropwise to the reaction mixture, maintained at -78 °C for 2 hours, followed by natural warming and stirring for 8 hours. Upon completion of the reaction, the reaction was quenched by slow dropwise addition of 400 mL of saturated ammonium chloride solution, filtered and the organic phase was separated. The aqueous phase was extracted with hexane (500 mL x 3), the organic layers were combined and washed sequentially with water (500 mL x 3) and saturated brine (500 mL x 3). The organic phase was dried with 100 g of anhydrous sodium sulfate, filtered and concentrated under reduced pressure to constant weight to give 228.7 g of tributyl(1-ethoxyvinyl)tin crude product. The crude product was subjected to distillation under vacuum and the fraction at 75 °C-85 °C at 0.005 mmHg was collected to give 205 g of colorless transparent liquid in 81.03% yield.
References
[1] Patent: CN106046043, 2016, A. Location in patent: Paragraph 0016; 0017
[2] Organic Process Research and Development, 2014, vol. 18, # 8, p. 993 - 1001
TRIBUTYL(1-ETHOXYVINYL)TIN Preparation Products And Raw materials
Raw materials
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View Lastest Price from TRIBUTYL(1-ETHOXYVINYL)TIN manufacturers
- Product
- Tributyl(1-ethoxyvinyl)stannane 97674-02-7
- Price
- US $450.00-430.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 5mt
- Release date
- 2025-06-11
- Product
- TRIBUTYL(1-ETHOXYVINYL)TIN 97674-02-7
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-12-10