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Basic Information
| CAS No.: | 2200-91-1 |
|---|---|
| Name: | 4-ETHYNYL-PHENOL |
| Article Data: | 37 |
| Molecular Structure: | |
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|
|
| Formula: | C8H6 O |
| Molecular Weight: | 118.135 |
| Synonyms: | Phenol,p-ethynyl- (7CI,8CI); 4-Hydroxyphenylacetylene; Ethynyl-4-phenol;p-Ethynylphenol |
| Density: | 1.12g/cm3 |
| Boiling Point: | 216.2°C at 760 mmHg |
| Flash Point: | 97°C |
| PSA: | 20.23000 |
| LogP: | 1.37350 |
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Synthetic route
- 402955-91-3
4-(3-hydroxy-3-methylbut-1-yn-1-yl)phenol
- 2200-91-1
4-ethynylphenol
Conditions
| Conditions | Yield |
|---|---|
| With potassium hydroxide In 1,4-dioxane at 120℃; for 12h; | 99% |
- 88075-18-7
4-(2-(trimethylsilyl)ethynyl)phenol
- 2200-91-1
4-ethynylphenol
Conditions
| Conditions | Yield |
|---|---|
| With tetrabutyl ammonium fluoride In chloroform for 1h; Inert atmosphere; | 97% |
| With tetrabutyl ammonium fluoride In methanol at 20℃; for 12h; | 97% |
| With potassium carbonate In methanol at 25℃; for 3h; | 85% |
- 200625-51-0
[{4-(1,1-dimethylethyl)dimethylsiloxyphenyl}ethynyl]trimethylsilane
A
- 2200-91-1
4-ethynylphenol
B
- 136053-34-4
1-[(tert-butyldimethylsilyl)oxy]-4-ethynylbenzene
Conditions
| Conditions | Yield |
|---|---|
| With silver nitrate In water; acetone at 20℃; for 44h; | A n/a B 88% |
Conditions
| Conditions | Yield |
|---|---|
| diphenylphosphine-based palladium(0) complex on MCM-41 In water; N,N-dimethyl-formamide at 60℃; for 8h; Stille coupling; | 85% |
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: p-Iodophenol; trimethylsilylacetylene With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine Sonogashira coupling; Stage #2: With potassium carbonate In methanol | 82% |
| With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In N,N-dimethyl-formamide at 60℃; for 4h; Inert atmosphere; | 80% |
| With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine Yield given. Multistep reaction; |
- 144256-13-3
1,1-dibromo-2-(4-hydroxyphenyl)ethylene
- 2200-91-1
4-ethynylphenol
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 1,1-dibromo-2-(4-hydroxyphenyl)ethylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: With water In tetrahydrofuran; hexane at -78℃; for 0.5h; | 81% |
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.5h; Corey-Fuchs Alkyne Synthesis; Stage #2: 4-hydroxy-benzaldehyde In dichloromethane at 0 - 20℃; for 2h; Corey-Fuchs Alkyne Synthesis; Stage #3: With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 2h; Corey-Fuchs Alkyne Synthesis; | 80% |
- 402955-91-3
4-(3-hydroxy-3-methylbut-1-yn-1-yl)phenol
- 2200-91-1
4-ethynylphenol
Conditions
| Conditions | Yield |
|---|---|
| With potassium hydroxide In 1,4-dioxane at 120℃; for 12h; | 99% |
- 88075-18-7
4-(2-(trimethylsilyl)ethynyl)phenol
- 2200-91-1
4-ethynylphenol
Conditions
| Conditions | Yield |
|---|---|
| With tetrabutyl ammonium fluoride In chloroform for 1h; Inert atmosphere; | 97% |
| With tetrabutyl ammonium fluoride In methanol at 20℃; for 12h; | 97% |
| With potassium carbonate In methanol at 25℃; for 3h; | 85% |
- 200625-51-0
[{4-(1,1-dimethylethyl)dimethylsiloxyphenyl}ethynyl]trimethylsilane
A
- 2200-91-1
4-ethynylphenol
B
- 136053-34-4
1-[(tert-butyldimethylsilyl)oxy]-4-ethynylbenzene
Conditions
| Conditions | Yield |
|---|---|
| With silver nitrate In water; acetone at 20℃; for 44h; | A n/a B 88% |
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4-ETHYNYL-PHENOL
