2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE
- Product Name
- 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
- Formula Weight
- 138.21
- MOL File
- 54458-61-6.mol
2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE Property
- Boiling point:
- 100 °C30 mm Hg(lit.)
- Density
- 0.927 g/mL at 20 °C(lit.)
- refractive index
- n20/D 1.476
- 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
- Safety Statements
- 23-24/25-35-3/9/49-43-36-15
- WGK Germany
- 3
- HS Code
- 29142990
N-Bromosuccinimide Price
- Product number
- 274658
- Product name
- 2,3,4,5-Tetramethyl-2-cyclopentenone, mixture of cis and trans
- Purity
- 95%
- Packaging
- 5g
- Price
- $76.3
- Updated
- 2024/03/01
- Product number
- 274658
- Product name
- 2,3,4,5-Tetramethyl-2-cyclopentenone, mixture of cis and trans
- Purity
- 95%
- Packaging
- 25g
- Price
- $92
- Updated
- 2024/03/01
- Product number
- L09617
- Product name
- 2,3,4,5-Tetramethyl-2-cyclopentenone, cis + trans, 95%
- Packaging
- 5g
- Price
- $66.65
- Updated
- 2024/03/01
- Product number
- L09617
- Product name
- 2,3,4,5-Tetramethyl-2-cyclopentenone, cis + trans, 95%
- Packaging
- 25g
- Price
- $227.65
- Updated
- 2024/03/01
- Product number
- T302010
- Product name
- 2,3,4,5-Tetramethyl-2-cyclopenten-1-one
- Packaging
- 5g
- Price
- $70
- Updated
- 2021/12/16
2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE Chemical Properties,Usage,Production
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.
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.
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
Raw materials
Preparation Products
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View Lastest Price from 2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE manufacturers
- Product
- 2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE 54458-61-6
- Price
- US $1.00/PCS
- Min. Order
- 1PCS
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-10-30
- Product
- 2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE 54458-61-6
- Price
- US $5.00-2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000kg
- Release date
- 2024-08-22
- Product
- 2,3,4,5-Tetramethylcyclopent-2-enone 95% 54458-61-6
- Price
- US $36.48/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 15MT
- Release date
- 2023-09-21