TRIBUTYL(1-ETHOXYVINYL)TIN

Base Information

• Chemical Name: TRIBUTYL(1-ETHOXYVINYL)TIN
• CAS No.: 97674-02-7
• Molecular Formula: C16H34OSn
• Molecular Weight: 361.155
• Hs Code.: 29319090
• Mol file: 97674-02-7.mol

Synonyms:(1-Ethoxyethenyl)tributyltin;(1-Ethoxyvinyl)tributyltin;(1-Ethoxyvinyl)tri-n-butyltin;(1-Ethoxyvinyl)tributylstannane;1-(Tributylstannyl)-1-ethoxyethene;Tri-n-butyl(1-ethoxyvinyl)tin;Tributyl(1-((ethyl)oxy)vinyl)tin;Tributyl(1-ethoxyethenyl)stannane;Tributyl(1-ethoxyvinyl)tin;Tributyl(a-ethoxyvinyl)tin;(a-Ethoxyvinyl)tributyltin;AC1Q2UOW;

Chemical Property of TRIBUTYL(1-ETHOXYVINYL)TIN

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 0.000641mmHg at 25°C
• Melting Point: <0 °C
• Refractive Index: n20/D 1.476(lit.)
• Boiling Point: 319.2 °C at 760 mmHg
• Flash Point: 160.3 °C
• PSA: 9.23000
• Density: 1.069 g/cm³ at 25 °C(lit.)
• LogP: 5.92490
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive

Purity/Quality:

98%, ^*data from raw suppliers

Tri-?n-?butyl(1-?ethoxyvinyl)?tin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 21-25-36/38-48/23/25-50/53
• Safety Statements: 35-36/37/39-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of TRIBUTYL(1-ETHOXYVINYL)TIN

There total 2 articles about TRIBUTYL(1-ETHOXYVINYL)TIN which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.03%

tributyltin chloride (1461-22-9) + ethyl vinyl ether (109-92-2,25104-37-4) → tributyl(1-ethoxyvinyl)stannane (97674-02-7)

Guidance literature:

ethyl vinyl ether; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; potassium tert-butylate; In tetrahydrofuran; hexane; at -40 - -30 ℃; for 1.5h; Inert atmosphere;

tributyltin chloride; In tetrahydrofuran; hexane; water; at -78 ℃; for 10h;

Reference yield: 65.0%

hydrogen (1333-74-0) + ethoxy(tributylstannyl)acetylene (137344-20-8) → tributyl(1-ethoxyvinyl)stannane (97674-02-7)

Guidance literature:

With tributylphosphine; In toluene; toluene, 5 mol% Ru-complex, tributylphosphine (30 mol %) under 1 atm. ofH2, 80°C, 6 h;

DOI:10.1021/ja0458827

Reference yield: 91.0%

tributyl(1-ethoxyvinyl)stannane (97674-02-7) + para-nitrophenyl bromide (586-78-7) → (4-nitrophenyl)ethanone (100-19-6)

Guidance literature:

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; In toluene; at 100 ℃; for 20h;

DOI:10.1246/bcsj.60.767

upstream raw materials:

hydrogen

ethoxy(tributylstannyl)acetylene

tributyltin chloride

ethyl vinyl ether

Downstream raw materials:

tributyltin bromide

1-(3-Phenyl-bicyclo[2.2.1]hept-2-yl)-ethanone

tert-Butyl-[2-ethoxy-1-phenyl-prop-2-en-(E)-ylidene]-amine

(E)-5-phenylpent-4-en-2-one

Refernces

• 1、 -. "A three-alkyl (α - alkoxy vinyl) tin synthetic method (by machine translation)". Paragraph 0016; 0017. . Retrieved 2017/01/02.
• 2、 Shirakawa, Eiji,Morita, Ryotaro,Tsuchimoto, Teruhisa,Kawakami, Yusuke. "Ruthenium-catalysed hydrogenation of alkynylstannanes with migration of the stannyl group". . p. 13614 - 13615. Retrieved 2007/10/03.