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Cas Database |
| Name |
1,1-Diphenyl-2-propyn-1-ol |
EINECS | 213-658-0 |
| CAS No. | 3923-52-2 | Density | 1.132 g/cm3 |
| PSA | 20.23000 | LogP | 2.55570 |
| Solubility | Insoluble in water. | Melting Point |
47-49 °C(lit.) |
| Formula | C15H12O | Boiling Point | 329 °C at 760 mmHg |
| Molecular Weight | 208.26 | Flash Point | 154.9 °C |
| Transport Information | N/A | Appearance | White to yellow crystalline solid |
| Safety | 26-36 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
2-Propyn-1-ol,1,1-diphenyl- (6CI,7CI,8CI);1,1-Diphenyl-1-hydroxy-2-propyne;1,1-Diphenylpropargyl alcohol;3,3-Diphenyl-3-hydroxy-1-propyne;Ethynyldiphenylmethanol;NSC 113228; |
Article Data | 78 |
1,1-Diphenyl-2-propyn-1-ol Synthetic route
| Conditions | Yield |
|---|---|
| Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -10℃; for 0.5h; Inert atmosphere; Stage #2: benzophenone at -10 - 20℃; for 4h; Stage #3: With potassium hydroxide In methanol for 0.5h; | 100% |
| Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -10℃; for 1h; Inert atmosphere; Stage #2: benzophenone In tetrahydrofuran; hexane at -10 - 0℃; for 3h; Inert atmosphere; Stage #3: With sodium hydroxide In tetrahydrofuran; methanol; hexane at 0 - 20℃; Inert atmosphere; | 96% |
| Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -10℃; for 1h; Inert atmosphere; Stage #2: benzophenone In tetrahydrofuran; hexane for 4h; Inert atmosphere; Stage #3: With potassium hydroxide In tetrahydrofuran; methanol; hexane at 20℃; for 0.5h; | 92% |
| Conditions | Yield |
|---|---|
| With sodium ethanolate In ethanol at 0 - 5℃; for 0.5h; Inert atmosphere; Large scale; | 99.2% |
| Stage #1: acetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: benzophenone In tetrahydrofuran; hexane at -78 - 20℃; | 96% |
| With sodium hydroxide; tetrabutylammomium bromide In toluene for 2h; Ambient temperature; | 90% |
- 73502-43-9
1,1-diphenyl-3-(trimethylsilyl)prop-2-yn-1-ol
- 3923-52-2
1,1-diphenyl-2-propyn-1-ol
| Conditions | Yield |
|---|---|
| With potassium carbonate In methanol at 20℃; for 2h; Inert atmosphere; | 99% |
| With methanol; potassium carbonate In tetrahydrofuran | 80% |
| With potassium carbonate In methanol for 12h; Yield given; |
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at 23 - 25℃; for 4h; Inert atmosphere; | 94% |
| In tetrahydrofuran at -78 - 20℃; for 20h; Inert atmosphere; | 93% |
| In tetrahydrofuran Heating; | 75% |
| Conditions | Yield |
|---|---|
| In tetrahydrofuran; xylene at -10 - 20℃; | 88% |
| With ammonia | |
| In ammonia |
| Conditions | Yield |
|---|---|
| With tetrabutyl ammonium fluoride; water In dimethyl sulfoxide at 20℃; for 5h; Inert atmosphere; | 53% |
- 119-61-9
benzophenone
A
- 1483-74-5
1,1,4,4-tetraphenyl-2-butyne-1,4-diol
B
- 3923-52-2
1,1-diphenyl-2-propyn-1-ol
| Conditions | Yield |
|---|---|
| Stage #1: calcium carbide With potassium hydroxide for 0.5h; Favorskii Rearrangement; Milling; Sealed tube; Stage #2: benzophenone for 3h; Reagent/catalyst; Favorskii Rearrangement; Milling; Sealed tube; | A 41% B 25% |
- 4301-15-9
ethynyldimagnesium dibromide
- 119-61-9
benzophenone
- 60-29-7
diethyl ether
A
- 1483-74-5
1,1,4,4-tetraphenyl-2-butyne-1,4-diol
B
- 3923-52-2
1,1-diphenyl-2-propyn-1-ol
| Conditions | Yield |
|---|---|
| at -10℃; |
- 119-61-9
benzophenone
A
- 1483-74-5
1,1,4,4-tetraphenyl-2-butyne-1,4-diol
B
- 3923-52-2
1,1-diphenyl-2-propyn-1-ol
| Conditions | Yield |
|---|---|
| With potassium hydroxide; diethyl ether Einleiten von Acetylen; |
| Conditions | Yield |
|---|---|
| With potassium carbonate at 170℃; unter vermindertem Druck; |
1,1-Diphenyl-2-propyn-1-ol Specification
The Benzenemethanol, a-ethynyl-a-phenyl-, with CAS registry number 3923-52-2, belongs to the following product categories: (1)Acetylenes; (2)Acetylenic Alcohols & Their Derivatives; (3)Alkynes; (4)Organic Building Blocks; (5)Terminal. It has the systematic name of 1,1-diphenylprop-2-yn-1-ol. This chemical is a kind of off-white powder. And the chemical formula of this chemical is C15H12O.
Physical properties of Benzenemethanol, a-ethynyl-a-phenyl-: (1)ACD/LogP: 3.43; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.43; (4)ACD/LogD (pH 7.4): 3.43; (5)ACD/BCF (pH 5.5): 236.14; (6)ACD/BCF (pH 7.4): 236.12; (7)ACD/KOC (pH 5.5): 1739.07; (8)ACD/KOC (pH 7.4): 1738.96; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 9.23 Å2; (13)Index of Refraction: 1.609; (14)Molar Refractivity: 63.76 cm3; (15)Molar Volume: 183.9 cm3; (16)Polarizability: 25.27×10-24cm3; (17)Surface Tension: 48.4 dyne/cm; (18)Density: 1.131 g/cm3; (19)Flash Point: 154.9 °C; (20)Enthalpy of Vaporization: 60.32 kJ/mol; (21)Boiling Point: 329 °C at 760 mmHg; (22)Vapour Pressure: 7.37E-05 mmHg at 25°C.
Preparation: this chemical can be prepared by ethyne and benzophenone. This reaction will need reagents Li, liq. NH3 and solvents liquid ammonia, diethyl ether.
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Uses of Benzenemethanol, a-ethynyl-a-phenyl-: it can be used to produce 3,3-diphenyl-acrylaldehyde. This reaction will need reagent aq.-ethanolic H2SO4.
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When you are using this chemical, please be cautious about it as the following:
The Benzenemethanol, a-ethynyl-a-phenyl- irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: OC(C#C)(c1ccccc1)c2ccccc2
(2)InChI: InChI=1/C15H12O/c1-2-15(16,13-9-5-3-6-10-13)14-11-7-4-8-12-14/h1,3-12,16H
(3)InChIKey: SMCLTAARQYTXLW-UHFFFAOYAR
(4)Std. InChI: InChI=1S/C15H12O/c1-2-15(16,13-9-5-3-6-10-13)14-11-7-4-8-12-14/h1,3-12,16H
(5)Std. InChIKey: SMCLTAARQYTXLW-UHFFFAOYSA-N
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