2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE
- CAS No.
- 54458-61-6
- Chemical Name:
- 2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE
- Synonyms
- 2-Cyclopenten-1-one, 2,3,4,5-tetramethyl-;2,3,4,5-TETRAMETHYLCYCLOPENT-2-ENONE;opentenone;Zinc02003168;Zinc02003169;Zinc02003171;Zinc02003172;2,3,4,5-TetramethyL;2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE;2,3,4,5-tetramethyl-2-cyclopentanone
- CBNumber:
- CB9325814
- Molecular Formula:
- C9H14O
- Molecular Weight:
- 138.21
- MDL Number:
- MFCD00010248
- MOL File:
- 54458-61-6.mol
- MSDS File:
- SDS
| Boiling point | 100 °C30 mm Hg(lit.) |
|---|---|
| Density | 0.927 g/mL at 20 °C(lit.) |
| refractive index |
n |
| Flash point | 164 °F |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | Chloroform, Methanol |
| form | Oil |
| color | Clear Colourless |
| Specific Gravity | 0.917 |
| Water Solubility | Not miscible with water. |
| BRN | 2324088 |
| InChI | InChI=1S/C9H14O/c1-5-6(2)8(4)9(10)7(5)3/h5,7H,1-4H3 |
| InChIKey | ARUAYSANQMCCEN-UHFFFAOYSA-N |
| SMILES | C1(=O)C(C)C(C)C(C)=C1C |
| CAS DataBase Reference | 54458-61-6(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H227 | |||||||||
| Precautionary statements | P210e-P280a-P370+P378a-P403+P235-P501a | |||||||||
| Safety Statements | 23-24/25-35-3/9/49-43-36-15 | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 29142990 | |||||||||
| NFPA 704 |
|
2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE price More Price(30)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 274658 | 2,3,4,5-Tetramethyl-2-cyclopentenone, mixture of cis and trans 95% | 54458-61-6 | 5g | $76.3 | 2024-03-01 | Buy |
| Sigma-Aldrich | 274658 | 2,3,4,5-Tetramethyl-2-cyclopentenone, mixture of cis and trans 95% | 54458-61-6 | 25g | $92 | 2024-03-01 | Buy |
| Alfa Aesar | L09617 | 2,3,4,5-Tetramethyl-2-cyclopentenone, cis + trans, 95% | 54458-61-6 | 5g | $66.65 | 2024-03-01 | Buy |
| Alfa Aesar | L09617 | 2,3,4,5-Tetramethyl-2-cyclopentenone, cis + trans, 95% | 54458-61-6 | 25g | $227.65 | 2024-03-01 | Buy |
| TRC | T302010 | 2,3,4,5-Tetramethyl-2-cyclopenten-1-one | 54458-61-6 | 5g | $70 | 2021-12-16 | Buy |
2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE Chemical Properties,Uses,Production
Uses
2,3,4,5-Tetramethyl-2-cyclopentenone was used in the synthesis of chiral pre-ligands, (R)-3,3?-bis(tetramethylcyclopentadienyl)-2,2?-bismethoxy-1,1?-bisnaphthalene and (R)-3-tetramethylcyclopentadienyl-2,2?-bismethoxy-1,1?-bisnaphthalene by reacting with (R)-3,3?-dilithium-2,2?-bismethoxy-1,1?-bisnaphthalene.
Uses
2,3,4,5-Tetramethyl-2-cyclopentenone can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes.
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.
2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Dayang Chem (Hangzhou) Co.,Ltd. | 571-88938639 +8617705817739 | info@dycnchem.com | CHINA | 52867 | 58 |
| Springchem New Material Technology Co.,Limited | +86-021-62885108 +8613917661608 | info@spring-chem.com | China | 2068 | 57 |
| ZHEJIANG ESTCHEM CO.,LTD | 15957180504 | sales@zjestchem.com | China | 193 | 58 |
| Junwee Chemical co., Ltd. | +86-571-85808636 +86-13958122542 | sales@junweechem.com | China | 821 | 58 |
| Hebei Mojin Biotechnology Co., Ltd | +8613288715578 | sales@hbmojin.com | China | 12456 | 58 |
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29797 | 60 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | info@dakenam.com | China | 15928 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21691 | 55 |
| Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 | fandachem@gmail.com | China | 9348 | 55 |
| Nanjing ChemLin Chemical Industry Co., Ltd. | 025-83697070 | product@chemlin.com.cn | CHINA | 3012 | 60 |
Related articles
- Synthesis and Application of 2, 3, 4, 5-Tetramethyl-2-Cyclopentenone
- 2, 3, 4, 5-tetramethyl-2-cyclopentenone is an important organic intermediate and pharmaceutical intermediate.
- Nov 2，2022
View Lastest Price from 2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2023-09-21 | 2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE
54458-61-6
|
US $36.45 / KG | 1KG | 99% | 15MT | Wuhan Han Sheng New Material Technology Co.，Ltd | |
 |
2023-09-21 | 2,3,4,5-TETRAMETHYLCYCLOPENT-2-ENONE
54458-61-6
|
US $36.46 / KG | 1KG | 99% | 15MT | Wuhan Han Sheng New Material Technology Co.，Ltd | |
 |
2023-09-21 | 2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE, 95 %
54458-61-6
|
US $36.47 / KG | 1KG | 99% | 15MT | Wuhan Han Sheng New Material Technology Co.，Ltd |
-
- 2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE
54458-61-6
- US $36.45 / KG
- 99%
- Wuhan Han Sheng New Material Technology Co.，Ltd
-
- 2,3,4,5-TETRAMETHYLCYCLOPENT-2-ENONE
54458-61-6
- US $36.46 / KG
- 99%
- Wuhan Han Sheng New Material Technology Co.，Ltd
-
- 2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE, 95 %
54458-61-6
- US $36.47 / KG
- 99%
- Wuhan Han Sheng New Material Technology Co.，Ltd