54458-61-6 Usage
Uses
Different sources of media describe the Uses of 54458-61-6 differently. You can refer to the following data:
1. 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.
2. 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.
Check Digit Verification of cas no
The CAS Registry Mumber 54458-61-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,4,4,5 and 8 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 54458-61:
(7*5)+(6*4)+(5*4)+(4*5)+(3*8)+(2*6)+(1*1)=136
136 % 10 = 6
So 54458-61-6 is a valid CAS Registry Number.
InChI:InChI=1/C9H14O/c1-5-6(2)8(4)9(10)7(5)3/h5,7H,1-4H3/t5-,7-/m0/s1
54458-61-6Relevant articles and documents
Photocatalytic degradation of water taste and odour compounds in the presence of polyoxometalates and TiO2: Intermediates and degradation pathways
Fotiou, Theodora,Triantis, Theodoros M.,Kaloudis, Triantafyllos,Papaconstantinou, Elias,Hiskia, Anastasia
, p. 1 - 9 (2014/05/20)
Geosmin (GSM) and 2-methylisoborneol (MIB) are produced by several species of cyanobacteria and actinomycetes. These compounds can taint water and fish causing undesirable taste and odours. Studies have shown that GSM/MIB are resistant in standard water treatments. Polyoxometalates (POM) are efficient photocatalysts in the degradation and mineralization of a great variety of organic pollutants, presenting similar behaviour with the widely published titanium dioxide (TiO2). Photocatalytic degradation of GSM and MIB under UV-A light in the presence of a characteristic POM photocatalyst, SiW 12O404-, in aqueous solution has been studied and compared with the photodegradation by TiO2 suspensions. GSM and MIB are effectively degraded in the presence of both photocatalysts. Addition of OH radical scavengers (KBr and tertiary butyl alcohol, TBA) retards the photodegradation rates of both compounds, suggesting that photodegradation mechanism takes place via OH radicals. Intermediates identified using GC-MS in the case of GSM and MIB, are mainly identical in the presence of both photocatalysts, also suggesting a common reaction mechanism. Possible photocatalytic degradation pathway for both GSM and MIB is proposed.
Direct Synthesis of Polysubstituted Cyclopentenones from Ketones and Aldehydes Catalyzed by Zirconium Compounds
Yuki, Tsuyoshi,Hashimoto, Motochika,Nishiyama, Yutaka,Ishii, Yasutaka
, p. 4497 - 4499 (2007/10/02)
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Convenient preparations of 1,2,3,4,5- pentamethylcyclopentadiene and 1-ethyl-2,3,4,5-tetramethylcyclopentadiene
Feitler, David,Whitesides, George M.
, p. 466 - 469 (2007/10/05)
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