54458-61-6
- Product Name：2,3,4,5-Tetramethylcyclopent-2-en-1-one
- Molecular Formula：C9H14O
- Purity：99%
- Molecular Weight：138.21
Product Details
Appearance:Yellowish or colorless clearly liquid
Purity:99%
Quality Factory Sells Top Purity 99% 2,3,4,5-Tetramethylcyclopent-2-en-1-one 54458-61-6 with Safe Delivery
- Molecular Formula:C9H14O
- Molecular Weight:138.21
- Appearance/Colour:Yellowish or colorless clearly liquid
- Vapor Pressure:0.406mmHg at 25°C
- Refractive Index:n20/D 1.476
- Boiling Point:196.092 °C at 760 mmHg
- Flash Point:73.333 °C
- PSA：17.07000
- Density:0.894 g/cm3
- LogP:2.17770
2,3,4,5-Tetramethyl-2-cyclopentenone(Cas 54458-61-6) Usage
|
Synthesis |
In a bottom round flask equipped with a mechanical stirrer, a dropping funnel and a reflux condenser was loaded 2000g (23.2 mol) of the starting ketone with 75% w/w of butylacetate as the solvent, 0.35 molar equivalents of anhydrous magnesium chloride and the aforementioned titanium catalytic solution containing 0.06 molar equivalents of the trichloropropoxytitanium complex. The resulting suspension was stirred vigorously and allowed to heat to 90°C. Then 2 molar equivalents of the acetaldehyde were added dropwise over 3h at 90°C. The reaction was continued for an additional hour and cooled to 40°C. The reaction mixture was hydrolysed with a 10% aqueous acetic acid solution and neutralised with a 20% aqueous potassium carbonate solution. The resulting organic phase was directly fractionated into a laboratory Sulzer packed column, to afford the title compound, as a mixture of isomers trans:cis = 85:15, in 27 % yield and the enone (II) (i.e. 4-methyl-4-hexen-3-one) in 31 % yield. mixture of isomers trans:cis = (B.p. = 70-80°C at P = 8 mbar); 4-methyl-4-hexen-3-one = (B.p. = 45-65°C at P = 8 mbar). 1H-NMR (isomer trans): 1.15 (d 3H); 1.19 (d 3H); 1.68 (s 3H); 1.88 (m 1H); 1.98 (s 3H); 2.25 (m 1H). 13C-NMR (isomer trans): 8.5; 14.6; 15.1 ; 17.7; 46.2; 48.4; 134.5; 171.6; 21 1.0. |
InChI:InChI=1/C9H14O/c1-5-6(2)8(4)9(10)7(5)3/h5,7H,1-4H3/t5-,7-/m0/s1
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54458-61-6 Process route
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-
54458-60-5
2,3,5,6-tetrahydro-2,3,5,6-tetramethyl-γ-pyrone
-
-
54458-61-6
2,3,4,5-tetramethyl-2-cyclopenten-1-one
| Conditions | Yield |
|---|---|
|
With
toluene-4-sulfonic acid;
In
toluene;
|
75% |
|
With
formic acid; sulfuric acid;
|
-
-
75-07-0,9002-91-9
acetaldehyde
-
-
96-22-0
pentan-3-one
-
-
54458-61-6
2,3,4,5-tetramethyl-2-cyclopenten-1-one
| Conditions | Yield |
|---|---|
|
zirconium(IV) chloride;
In
neat (no solvent);
at 200 ℃;
for 12h;
|
17% |
54458-61-6 Upstream products
-
54458-60-5
2,3,5,6-tetrahydro-2,3,5,6-tetramethyl-γ-pyrone
-
60973-24-2
3,5-dimethyl-hepta-2,5-dien-4-one
-
75-07-0
acetaldehyde
-
96-22-0
pentan-3-one
54458-61-6 Downstream products
-
95326-09-3
(+/-)-3,4,5-trimethyl-3H-furan-2-one
-
108-24-7
acetic anhydride
-
131273-42-2
5-Acetoxytetrahydro-3,4,5-trimethylfuran-2-on
-
64-19-7
acetic acid
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Magnesium fluorideCAS：7783-40-6
