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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-cyclopentanone;2,3,4,5-Tetramethyl-2-cyclopentenone
CBNumber:
CB9325814
Molecular Formula:
C9H14O
Molecular Weight:
138.21
MDL Number:
MFCD00010248
MOL File:
54458-61-6.mol
MSDS File:
SDS
Last updated:2026-09-12 18:56:23

2,3,4,5-Tetramethyl-2-cyclopentenone Properties

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)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H227
Precautionary statements  P210e-P280a-P370+P378a-P403+P235-P501a
PPE Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Safety Statements  23-24/25-35-3/9/49-43-36-15
WGK Germany  3
HS Code  29142990
Storage Class 10 - Combustible liquids
NFPA 704
2
0 0

2,3,4,5-Tetramethyl-2-cyclopentenone price More Price(53)

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 $83.8 2026-04-30 Buy
Sigma-Aldrich 274658 2,3,4,5-Tetramethyl-2-cyclopentenone, mixture of cis and trans 95% 54458-61-6 25g $253 2026-04-30 Buy
TCI Chemical T2827 2,3,4,5-Tetramethylcyclopent-2-en-1-one (cis- and trans- mixture) min. 95.0 %(total of isomer) 54458-61-6 25G $115 2026-04-30 Buy
TRC TRC-T302010-5G 2,3,4,5-Tetramethyl-2-cyclopenten-1-one 54458-61-6 5g $95 2026-06-03 Buy
TRC TRC-T302010-1G 2,3,4,5-Tetramethyl-2-cyclopenten-1-one 54458-61-6 1g $72 2026-06-03 Buy
Product number Packaging Price Buy
274658 5g $83.8 Buy
274658 25g $253 Buy
T2827 25G $115 Buy
TRC-T302010-5G 5g $95 Buy
TRC-T302010-1G 1g $72 Buy

2,3,4,5-Tetramethyl-2-cyclopentenone Chemical Properties, Uses, 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

1.jpg
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.

497-03-0
54458-61-6
Synthesis of 2,3,4,5-Tetramethyl-2-cyclopentenone from trans-2-Methyl-2-butenal

2,3,4,5-Tetramethyl-2-cyclopentenone Preparation Products And Raw materials

Raw materials

Preparation Products

Global Suppliers ( 228)
Supplier Tel Email Country ProdList Advantage
Nanjing Hequan New Materials Technology Co., Ltd. 18355039361 18355039361@163.com China 30 58
Mascot I.E. Co., Ltd 0519-85010339 13584504415 info@mascot-ie.com China 190 58
Anhui CONO Fine Chemical Co., Ltd. 0550-0550-7097550 15051613561 sales@ahknchem.com China 221 60
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
INTATRADE GmbH +49 3493/605464 sales@intatrade.de Germany 3563 66
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66
Jia Xing Isenchem Co.,Ltd 0573-85285100 18627885956 isenchem@163.com China 9389 66
Accela ChemBio Co.,Ltd. 021-50795510 4000665055 marketing@accelachem.com China 10972 64

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View Latest Price from 2,3,4,5-Tetramethyl-2-cyclopentenone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE pictures 2026-05-28 2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE
54458-61-6
$2.00-5.00 1KG 99% 10000kg Hebei Chuanghai Biotechnology Co,.LTD
2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE pictures 2026-03-20 2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE
54458-61-6
$1.00 1PCS 99% 10 mt Hebei Chuanghai Biotechnology Co., Ltd
2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE pictures 2023-09-21 2,3,4,5-TETRAMETHYL-2-CYCLOPENTENONE
54458-61-6
$36.45 1KG 99% 15MT Wuhan Han Sheng New Material Technology Co.,Ltd
2,3,4,5-TETRAMETHYL-2-CYCLOPENTEN-1-ONE 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 2,3,4,5-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 2,3,4,5-Tetramethyl-2-cyclopentenone, mixture of cis and trans 2-Cyclopenten-1-one, 2,3,4,5-tetramethyl- 2,3,4,5-Tetramethyl-2-cyclopentenone 54458-61-6 458-61-6 Organic Building Blocks Ketones Carbonyl Compounds C9 Building Blocks C9 Carbonyl Compounds Ketones 000-111