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Basic Information
CAS No.: 97674-02-7
Name: TRIBUTYL(1-ETHOXYVINYL)TIN
Article Data: 4
Molecular Structure:
Molecular Structure of 97674-02-7 (TRIBUTYL(1-ETHOXYVINYL)TIN)
Formula: C16H34OSn
Molecular Weight: 361.155
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;
Density: 1.069 g/cm3 at 25 °C(lit.)
Melting Point: <0 °C
Boiling Point: 319.2 °C at 760 mmHg
Flash Point: 160.3 °C
Appearance: Clear colorless liquid
Hazard Symbols: ToxicT,DangerousN
Risk Codes: 21-25-36/38-48/23/25-50/53
Safety: 35-36/37/39-45-60-61
Transport Information: UN 2788 6.1/PG 3
PSA: 9.23000
LogP: 5.92490
Synthetic route
1461-22-9

tributyltin chloride

109-92-2

ethyl vinyl ether

97674-02-7

tributyl(1-ethoxyvinyl)stannane

Conditions
ConditionsYield
Stage #1: 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;
Stage #2: tributyltin chloride In tetrahydrofuran; hexane; water at -78℃; for 10h; Stille Carbonyl Synthesis;
81.03%
With tert.-butyl lithium at -78℃;
Stage #1: ethyl vinyl ether With tert.-butyl lithium In tetrahydrofuran; pentane at -78 - 0℃; for 0.25h; Inert atmosphere;
Stage #2: tributyltin chloride In tetrahydrofuran; pentane at -78 - 20℃; for 0.5h; Inert atmosphere;
1333-74-0

hydrogen

137344-20-8

ethoxy(tributylstannyl)acetylene

97674-02-7

tributyl(1-ethoxyvinyl)stannane

Conditions
ConditionsYield
With tributylphosphine In toluene toluene, 5 mol% Ru-complex, tributylphosphine (30 mol %) under 1 atm. ofH2, 80°C, 6 h;65%
571189-53-2

{1-[6-(6-bromo-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino)pyridin-3-yl]pyrrolidin-3-yl}carbamic acid tert-butyl ester

97674-02-7

tributyl(1-ethoxyvinyl)stannane

571189-52-1

(1-{6-[8-cyclopentyl-6-(1-ethoxyvinyl)-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino]pyridin-3-yl}pyrrolidin-3-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In toluene at 110℃; for 12h; Stille coupling;100%
1435-52-5

2,5-dibromofluorobenzene

97674-02-7

tributyl(1-ethoxyvinyl)stannane

380608-27-5

1-(4-acetyl-2-fluorophenyl)ethan-1-one

Conditions
ConditionsYield
bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran for 18h; Heating / reflux;100%
927389-54-6

6-bromo-2-cyclopropyl-7-methoxy-5-methyl-1,3-benzoxazole-4-carbonitrile

97674-02-7

tributyl(1-ethoxyvinyl)stannane

927389-55-7

2-cyclopropyl-6-[1-(ethoxy)ethenyl]-7-methoxy-5-methyl-1,3-benzoxazole-4-carbonitrile

Conditions
ConditionsYield
bis-triphenylphosphine-palladium(II) chloride; 2,6-di-tert-butyl-4-methyl-phenol In toluene for 22h; Heating / reflux;100%
927389-91-1

6-bromo-2-[2-methoxy-1,1-dimethylethyl]-7-fluoro-5-methyl-1,3-benzoxazole-4-carbonitrile

97674-02-7

tributyl(1-ethoxyvinyl)stannane

927389-93-3

C18H21FN2O3

Conditions
ConditionsYield
bis-triphenylphosphine-palladium(II) chloride; 2,6-di-tert-butyl-4-methyl-phenol In toluene for 6h; Heating / reflux;100%
927389-32-0

6-bromo-2-cyclopropyl-7-fluoro-5-methyl-1,3-benzoxazole-4-carbonitrile

97674-02-7

tributyl(1-ethoxyvinyl)stannane

927389-44-4

2-cyclopropyl-6-[1-(ethoxy)ethenyl]-7-fluoro-5-methyl-1,3-benzoxazole-4-carbonitrile

Conditions
ConditionsYield
bis-triphenylphosphine-palladium(II) chloride; 2,6-di-tert-butyl-4-methyl-phenol In toluene for 17h; Heating / reflux;100%
15862-46-1

N-(5-bromo-pyridin-3-yl)-acetamide

97674-02-7

tributyl(1-ethoxyvinyl)stannane

1035234-81-1

N-[5-(1-ethoxyvinyl)pyridin-3-yl]acetamide

Conditions
ConditionsYield
Stage #1: N-(5-bromo-pyridin-3-yl)-acetamide; tributyl(1-ethoxyvinyl)stannane With bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 80℃; for 24h;
Stage #2: With potassium fluoride In water; N,N-dimethyl-formamide at 20℃; for 0.5h;
100%
1296271-35-6

8-bromo-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid

97674-02-7

tributyl(1-ethoxyvinyl)stannane

1296271-36-7

8-acetyl-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid

Conditions
ConditionsYield
Stage #1: 8-bromo-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid; tributyl(1-ethoxyvinyl)stannane; bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 100℃; for 3h; Inert atmosphere;
Stage #2: With hydrogenchloride; water In 1,4-dioxane at 50℃; for 0.416667h;
100%
Stage #1: 8-bromo-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid; tributyl(1-ethoxyvinyl)stannane; bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 100℃; for 3h; Stille Coupling; Inert atmosphere;
Stage #2: With hydrogenchloride In 1,4-dioxane at 50℃; for 0.416667h;
100%
Stage #1: 8-bromo-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid; tributyl(1-ethoxyvinyl)stannane With bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 100℃; for 3h; Stille Cross Coupling; Inert atmosphere;
Stage #2: With hydrogenchloride In 1,4-dioxane; water at 50℃; for 0.416667h; Stille Cross Coupling; Inert atmosphere;
200 mg
552331-06-3

6-bromo-3-chloro-isoquinoline

97674-02-7

tributyl(1-ethoxyvinyl)stannane

1381812-85-6

3-chloro-6-(1-ethoxyvinyl)isoquinoline

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride In toluene at 50℃; for 18h; Stille Cross Coupling; Inert atmosphere;100%
Stage #1: 6-bromo-3-chloro-isoquinoline; tributyl(1-ethoxyvinyl)stannane In toluene for 0.5h; Inert atmosphere;
Stage #2: With bis-triphenylphosphine-palladium(II) chloride In toluene at 60℃; for 20h;
92%
With bis-triphenylphosphine-palladium(II) chloride In toluene at 60℃; for 20h; Inert atmosphere;92%
With bis-triphenylphosphine-palladium(II) chloride In toluene at 60℃; for 20h; Inert atmosphere;92%
bis-triphenylphosphine-palladium(II) chloride In toluene at 50℃; for 18h; Inert atmosphere;
Raw Materials
1333-74-0
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    Product name: Tributyl(1-Ethoxyvinyl)Tin CAS No.:97674-02-7 Molecule Formula:C16H34OSn Molecule Weight:361.15 Purity: 97% Package: 25kg/drum Description:Colorless transparent liquid Manufacture Standards:Enterprise Standard TESTI

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    TRIBUTYL(1-ETHOXYVINYL)TIN

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    Tributyl(1-ethoxyvinyl)tin

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Specification

The Stannane,tributyl(1-ethoxyethenyl)- with CAS registry number of 97674-02-7 is also known as (1-Ethoxyethenyl)tributyltin. The IUPAC name is Tributyl(1-ethoxyethenyl)stannane. It belongs to product categories of Organometallic Reagents; Organotin; Organotins; Stannanes. In addition, the formula is C16H34OSn and the molecular weight is 361.15. This chemical is a clear colorless liquid and should be sealed in cool, dry place.

Physical properties about Stannane,tributyl(1-ethoxyethenyl)- are: (1)ACD/LogP: 9.37; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 9.37; (4)ACD/LogD (pH 7.4): 9.37; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 2981317; (8)ACD/KOC (pH 7.4): 2981317; (9)#H bond acceptors: 1; (10)#Freely Rotating Bonds: 12; (11)Flash Point: 160.3 °C; (12)Enthalpy of Vaporization: 53.85 kJ/mol; (13)Boiling Point: 319.2 °C at 760 mmHg; (14)Vapour Pressure: 0.000641 mmHg at 25 °C.

Uses of Stannane,tributyl(1-ethoxyethenyl)-: it is used to produce 1-(4-nitro-phenyl)-ethanone by reaction with 1-bromo-4-nitro-benzene. The reaction occurs with reagent 5percent HCl and solvent PdCl2(PPh3)2 at the temperature of 100 °C for 20 hours. The yield is about 91%.

Stannane,tributyl(1-ethoxyethenyl)- is used to produce 1-(4-nitro-phenyl)-ethanone by reaction with 1-bromo-4-nitro-benzene.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes and skin and it is harmful in contact with skin. This chemical has danger of serious damage to health by prolonged exposure through inhalation and if swallowed. What's more, it is very toxic to aquatic organisms that may cause long-term adverse effects in the aquatic environment. During using it, wear suitable protective clothing, gloves and eye/face protection. Avoid release to the environment. This material and its container must be disposed of as hazardous waste in a safe way. In case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CCCC[Sn](CCCC)(CCCC)C(=C)OCC
2. InChI: InChI=1S/C4H7O.3C4H9.Sn/c1-3-5-4-2;3*1-3-4-2;/h1,4H2,2H3;3*1,3-4H2,2H3;
3. InChIKey: HGXJOXHYPGNVNK-UHFFFAOYSA-N