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Cas Database |
| Name |
Tributyl(1-ethoxyvinyl)stannane |
EINECS | N/A |
| CAS No. | 97674-02-7 | Density | 1.069 g/cm3 at 25 °C(lit.) |
| PSA | 9.23000 | LogP | 5.92490 |
| Solubility | N/A | Melting Point |
<0 °C |
| Formula | C16H34OSn | Boiling Point | 319.2 °C at 760 mmHg |
| Molecular Weight | 361.155 | Flash Point | 160.3 °C |
| Transport Information | UN 2788 6.1/PG 3 | Appearance | Clear colorless liquid |
| Safety | 35-36/37/39-45-60-61 | Risk Codes | 21-25-36/38-48/23/25-50/53 |
| Molecular Structure |
|
Hazard Symbols |
 T, N
|
| 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; |
Article Data | 4 |
Tributyl(1-ethoxyvinyl)stannane Synthetic route
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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; |
Tributyl(1-ethoxyvinyl)stannane 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%.
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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
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