275123

Tributyl(1-ethoxyvinyl)tin

97%

• Synonym(s): (1-Ethoxyvinyl)tri-n-butylstannane
• Linear Formula: [CH₃(CH₂)₃]₃SnC(OC₂H₅)=CH₂
• CAS Number: 97674-02-7
• Molecular Weight: 361.15
• MDL number: MFCD00010240
• UNSPSC Code: 12352103
• PubChem Substance ID: 24856628
• NACRES: NA.22

Properties

• Assay: 97%
• form: liquid
• refractive index: n20/D 1.476 (lit.)
• bp: 85-86 °C/0.1 mmHg (lit.)
• density: 1.069 g/mL at 25 °C (lit.)
• SMILES string: CCCC[Sn](CCCC)(CCCC)C(=C)OCC
• InChI: 1S/C4H7O.3C4H9.Sn/c1-3-5-4-2;3*1-3-4-2;/h1,4H2,2H3;3*1,3-4H2,2H3;
• InChI key: HGXJOXHYPGNVNK-UHFFFAOYSA-N

Description

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.

Application

Electrophilic methyl ketone equivalent used in a recent synthesis of a 13-oxophorbine (chlorophyll) from the corresponding 13-bromochlorin.

Reagent employed in palladium-catalyzed coupling reactions with sulfoxides, α-haloethers, and chlorocyclobutenones. Also used to convert acid chlorides to α-oxygenated enones.

Safety Information

• Pictograms: GHS06,GHS08,GHS09
• Signal Word: Danger
• Hazard Statements: H301,H312,H315,H319,H360FD,H372,H410
• Precautionary Statements: P202 - P273 - P280 - P301 + P310 - P302 + P352 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT RE 1
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): 235.4 °F - closed cup
• Flash Point(C): 113 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves