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

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

Nanjing Tianyi Chemical Technology Co., Ltd
Tel
15150528611
Fax
151-5052-8611
Email
779881375@qq.com
Country
China
ProdList
68
Advantage
58
Mascot I.E. Co., Ltd
Tel
0519-85010339 13584504415
Fax
0519-85010366
Email
info@mascot-ie.com
Country
China
ProdList
190
Advantage
58
Shanghai Finechem Biotechnology Co., Ltd.
Tel
15821337685
Email
hwh-chem@163.com
Country
China
ProdList
96
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58
Hangzhou Xiao Bei Medical Technology Co., LTD
Tel
571-8526-3177 13962438025
Email
beixi.dong@heryipharma.com
Country
China
ProdList
164
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J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
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66
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
61
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Email
sales@capotchem.com
Country
China
ProdList
18207
Advantage
66
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9413
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66
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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:


  • 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
  • C9
  • Building Blocks
  • C9
  • Carbonyl Compounds
  • Ketones
  • 000-111