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CAS No.: | 5930-98-3 |
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Name: | 4-(Trimethylsilyl)-3-butyn-2-one |
Article Data: | 34 |
Molecular Structure: | |
Formula: | C7H12OSi |
Molecular Weight: | 140.257 |
Synonyms: | Methyltrimethylsilylethynyl ketone;4-(Trimethylsilyl)-3-butyn-2-one;1-(Trimethylsilyl)-1-butyn-3-one;(Acetylethynyl)trimethylsilane; |
EINECS: | 628-294-1 |
Density: | 0.875 g/cm3 |
Melting Point: | 99 °C |
Boiling Point: | 144.6 °C at 760 mmHg |
Flash Point: | 41.2 °C |
Appearance: | clear slightly yellow liquid |
Hazard Symbols: | Xi |
Risk Codes: | 10-36/37/38 |
Safety: | 16-26-36-37/39 |
Transport Information: | UN 1224 3/PG 3 |
PSA: | 17.07000 |
LogP: | 1.45620 |
2-(trimethylsilylethynyl)-1,3-dioxane
4-trimethylsilyl-3-butyn-2-one
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 1.) BuLi / 1.) THF, -65 deg C, 30 min; 2.) THF, overnight, -65 deg C to 25 deg C 2: 63 percent / H2SO4 / acetone; H2O / 5 h / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 1.) THF, EtMgBr, RT, 1 h; 2.) diethyl ether, -25 deg C for 45 min then 1 h at RT then 15 min at 30 deg C 2: 81 percent / p-toluenesulfonic acid / benzene / Heating 3: 1.) BuLi / 1.) THF, -65 deg C, 30 min; 2.) THF, overnight, -65 deg C to 25 deg C 4: 63 percent / H2SO4 / acetone; H2O / 5 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran / 1 h / 0 °C / Schlenk technique 1.2: 12 h / 0 - 20 °C / Schlenk technique 2.1: Dess-Martin periodane / dichloromethane / 0.5 h / 0 °C View Scheme |
Conditions | Yield |
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Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: ethyl acetate With boron trifluoride diethyl etherate In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; |
4-trimethylsilyl-3-butyn-2-one
(S)-4-trimethylsilyl-3-butyn-2-ol
Conditions | Yield |
---|---|
With potassium hydroxide; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide In isopropyl alcohol at 28℃; for 12h; | 99% |
Stage #1: 4-trimethylsilyl-3-butyn-2-one With (R)-(+)-3,3'-bis(4-fluorophenyl)-[1,1'-binaphthalene]-2,2'-diol; dibutylmagnesium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; lithium chloride In n-heptane; toluene at -40℃; for 3h; Inert atmosphere; Sealed tube; Stage #2: With methanol In n-heptane; toluene at -40 - 20℃; for 0.5h; Inert atmosphere; Sealed tube; enantioselective reaction; | 98% |
With formic acid; triethylamine; N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide In dichloromethane at 10 - 20℃; Inert atmosphere; | 96% |
Conditions | Yield |
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In diethyl ether at -78℃; | 99% |
4-trimethylsilyl-3-butyn-2-one
ethyl aminocrotonate
(4E)-2-amino-3-ethoxycarbonylhepta-2,4-dien-6-one
Conditions | Yield |
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In ethanol at 50℃; for 5h; Michael addition; | 98% |
In ethanol at 50℃; for 6h; Michael addition; | 82% |
4-trimethylsilyl-3-butyn-2-one
benzamidine monohydrochloride
4-methyl-2-phenylpyrimidine
Conditions | Yield |
---|---|
With sodium carbonate In acetonitrile at 120℃; for 0.666667h; microwave irradiation; | 98% |
Conditions | Yield |
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With ammonium acetate In ethanol for 24h; Bohlmann-Rahtz reaction; Heating; | 98% |
With ammonium acetate In ethanol for 24h; Heating; | 98% |
1,1-bis(trimethylsiloxy)-2-methylprop-1-ene
4-trimethylsilyl-3-butyn-2-one
3-hydroxy-2,2,3-trimethyl-5-(trimethylsilyl)pent-4-ynoic acid
Conditions | Yield |
---|---|
Stage #1: 4-trimethylsilyl-3-butyn-2-one With boron trifluoride diethyl etherate In diethyl ether at 0℃; for 0.05h; Inert atmosphere; Stage #2: 1,1-bis(trimethylsiloxy)-2-methylprop-1-ene In diethyl ether at 0 - 20℃; for 4h; Inert atmosphere; | 98% |
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Systematic Name: 4-(Trimethylsilyl)but-3-yn-2-one
SMILES: O=C(C#C[Si](C)(C)C)C
InChI: InChI=1/C7H12OSi/c1-7(8)5-6-9(2,3)4/h1-4H3
InChIKey: NQEZDDPEJMKMOS-UHFFFAOYAH
Empirical Formula: C7H12OSi
Molecular Weight: 140.2551
Index of Refraction: 1.428
Molar Refractivity: 41.23 cm3
Molar Volume: 160.2 cm3
Surface Tension: 23.5 dyne/cm
Density: 0.875 g/cm3
Flash Point: 41.2 °C
Enthalpy of Vaporization: 38.16 kJ/mol
Boiling Point: 144.6 °C at 760 mmHg
Vapour Pressure: 5.06 mmHg at 25 °C
Product Categories: Alkynes; Internal; Organic Building Blocks
storage temp. of 4-(Trimethylsilyl)-3-butyn-2-one (CAS NO.5930-98-3): Flammables area
Hazard Codes:Xi
Risk Statements: 10-36/37/38
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 16-26-36-37/39
S16:Keep away from sources of ignition.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
RIDADR: UN 1224 3/PG 3
WGK Germany of 4-(Trimethylsilyl)-3-butyn-2-one (CAS NO.5930-98-3): 3
4-(Trimethylsilyl)-3-butyn-2-one (CAS NO.5930-98-3), its Synonyms are 3-Butyn-2-one, 4-(trimethylsilyl)- ; 4-(Trimethylsilyl)but-3-yn-2-one . It is clear slightly yellow liquid.