2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE

ChemicalBook > CAS DataBase List > 2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE

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

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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)

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Safety

Safety Statements: 23-24/25-35-3/9/49-43-36-15
WGK Germany: 3
HS Code: 29142990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Warning
Hazard statements: H227Combustible liquid
Precautionary statements: P403+P235Store in a well-ventilated place. Keep cool.

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N-Bromosuccinimide Price

Sigma-Aldrich

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

Sigma-Aldrich

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

Alfa Aesar

Product number: L09617
Product name: 2,3,4,5-Tetramethyl-2-cyclopentenone, cis + trans, 95%
Packaging: 5g
Price: $66.65
Updated: 2024/03/01

Alfa Aesar

Product number: L09617
Product name: 2,3,4,5-Tetramethyl-2-cyclopentenone, cis + trans, 95%
Packaging: 25g
Price: $227.65
Updated: 2024/03/01

TRC

Product number: T302010
Product name: 2,3,4,5-Tetramethyl-2-cyclopenten-1-one
Packaging: 5g
Price: $70
Updated: 2021/12/16

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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

1,2,3,4-TETRAMETHYL-1,3-CYCLOPENTADIENE

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2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE Suppliers

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View Lastest Price from 2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE manufacturers

Hebei Weibang Biotechnology Co., Ltd

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

Hebei Chuanghai Biotechnology Co,.LTD

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

Wuhan Han Sheng New Material Technology Co.，Ltd

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

54458-61-6, 2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONERelated Search:

Cyclopentene 2-Cyclopenten-1-one TRANS-2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE SALOR-INT L162698-1EA SALOR-INT L161136-1EA SALOR-INT L160792-1EA SALOR-INT L162744-1EA 2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE

2,3,4,5-TETRAMETHYL-2-CYCLOPENTEN-1-ONE

2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE

2,3,4,5-TETRAMETHYLCYCLOPENT-2-ENONE

2,3,4,5-Tetramethyl-2-cyclopentenone (mixture of cis- and trans- isomers),

2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE, 95 %, MIXTURE OF CIS AND TRANS

2,3,4,5-tetramethyl-2-cyclopentenone, cis + trans

2,3,4,5-tetramethyl-2-cyclopentenone, mixture of cis and trans

2,3,4,5-Tetramethylcyclopent-2-enone 95%

2,3,4,5-tetramethyl-2-cyclopentanone (cis+trans)

2,3,4,5-Tetramethylcyclopenta-2-ene-1-one

2,3,4,5-Tetramethyl-2-cyclopentenone (mixture of cis- and trans- isomers), 97+%

Zinc02003168

Zinc02003169

Zinc02003171

Zinc02003172

trans-2,3,4,5-tetraMethylcyclopent-2-enone

2,3,4,5-tetramethyl-2-cyclopentanone

2,3,4,5-Tetramethyl-2-cyclopentenone, mixture of cis and trans 95%

2,3,4,5-TetramethyL

opentenone

2-Cyclopenten-1-one, 2,3,4,5-tetramethyl-

2,3,4,5-Tetramethyl 2-cyclopentenone Cis + Trans--95%

2,3,4,5-Tetramethylcyclopent-2-enone,mixture of cis and trans

54458-61-6 2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE

2,3,4,5-Tetramethyl-2-cyclopentenone,95%

2,3,4,5-tetramethyl-cyclopenten-2-one

2,3,4,5-tetramethylcyclopent-2-enone / TMPCO

54458-61-6

458-61-6

Organic Building Blocks

Ketones

Carbonyl Compounds

Building Blocks

Carbonyl Compounds

Ketones

000-111