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98-52-2

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98-52-2 Usage

Synthesis

Phenol and isobutylene carry out tert-butylation reaction in the presence of aluminum trichloride, and catalytic hydrogenation with Rays Nickel W7, two kinds of geometric structures can be obtained, in which the trans structure accounts for more than 70%.

Occurrence

Has apparently not been reported to occur in nature.

Uses

4-tert-Butylcyclohexanol (mixture of cis and trans) can be used as a reactant to synthesize tris(4,4′-di-tert-butyl-2,2′-bipyridine)(trans-4-tert-butylcyclohexanolato)deca-μ-oxido-heptaoxidoheptavanadium oxide cluster complex by reacting with [V8O20(C18H24N2)4]. It can also be used as a reactant in competitive Oppenauer oxidation experiments in the presence of zeolite BEA as a stereoselective catalyst. Only cis-isomer is selectively converted to the corresponding ketone, whereas trans-isomer remains unchanged.

Preparation

From 4-terf-butylphenol by hydrogenation(Arctander, 1969).

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 2724, 1980 DOI: 10.1021/jo01301a040Synthesis, p. 171, 1977 DOI: 10.1055/s-1977-24307

Check Digit Verification of cas no

The CAS Registry Mumber 98-52-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 8 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 98-52:
(4*9)+(3*8)+(2*5)+(1*2)=72
72 % 10 = 2
So 98-52-2 is a valid CAS Registry Number.
InChI:InChI=1/C10H20O/c1-10(2,3)8-4-6-9(11)7-5-8/h8-9,11H,4-7H2,1-3H3

98-52-2Relevant articles and documents

UNUSUAL HIGH REACTIVITIES OF 5α- AND 5β-CHOLESTAN-3-ONES IN THE HYDROGENATION CATALYZED BY PALLADIUM. EVIDENCE FOR AN ATTRACTIVE INTERACTION OF THE STEROID α-FACE WITH PALLADIUM

Nishimura, Shigeo,Murai, Mikio,Shiota, Michio

, p. 1239 - 1242 (1980)

5α- And 5β-cholestan-3-ones are 30 and 17 times as reactive as 4-t-butylcyclohexanone in Pd catalyzed competitive hydrogenation in t-BuOH.The high reactivity of the steroid ketones and unusual hydrogenation stereochemistry on Pd have been explained on the basis of an attractive interaction of the steroid α-face with Pd.

A direct conversion of aldohexopyranose to ketohexopyranose benzyl derivatives by Meerwein-Ponndorf/Oppenauer reaction induced by air-oxidised samarium diiodide

Adinolfi, Matteo,Iadonisi, Alfonso,Mangoni, Lorenzo

, p. 5987 - 5988 (1996)

2,3,4,6-tetra-O-benzyl-D-galactopyranose and 2,3,4,6-tetra-O-benzyl-D-glucopyranose can be reduced at C-1 and oxidised at C-5 to give 1,3,4,5-tetra-O-benzyl-L-tagatopyranose and 1,3,4,5-tetra-O-benzyl-L-sorbopyranose, respectively, in good yields, through an intramolecular M-P/O reaction induced by preoxidised samarium diiodide.

Half-sandwich rhodium complexes with phenylene-based SCS ligands: Synthesis, characterization and catalytic activities for transfer hydrogenation of ketones

Jia, Wei-Guo,Gao, Li-Li,Zhi, Xue-Ting,Li, Xiao-Dong,Wang, Zhi-Bao,Sun, Ying

, (2020/12/30)

A series of half-sandwich rhodium complexes with tridentate phenylene-based bis(thione) (SCS) ligand have been synthesized and characterized. Both half-sandwich rhodium complexes and phenylene-based bis(thione) compounds were fully characterized by 1H and 13C NMR spectra, mass spectrometry and single-crystal X-ray diffraction method. The catalytic activities of half-sandwich rhodium complexes toward the transfer hydrogenation of ketones to their corresponding alcohols were explored using 2-propanol as hydrogen source and solvent. And the half-sandwich rhodium complexes exhibited high catalytic activity for transfer hydrogenation of ketones with a broad functional group tolerance.

Base-free transfer hydrogenation of aryl-ketones, alkyl-ketones and alkenones catalyzed by an IrIIICp* complex bearing a triazenide ligand functionalized with pyrazole

Medrano-Castillo, Layla J.,Collazo-Flores, Miguel á.,Camarena-Díaz, Juan P.,Correa-Ayala, Erick,Chávez, Daniel,Grotjahn, Douglas B.,Rheingold, Arnold L.,Miranda-Soto, Valentín,Parra-Hake, Miguel

, (2020/03/13)

An IrIIICp* complex (2) bearing a triazenide ligand functionalized with pyrazole was synthesized and fully characterized by spectroscopic methods and the structure confirmed by X-ray diffraction studies. The catalytic activity of 2 and the control complex 3, which lacks of pyrazole in its structure, was evaluated in the reduction of aryl-ketones, alkyl-ketones, α,β-unsaturated and γ,δ-unsaturated ketones. The catalytic system, using either 2 or 3, exhibited good to excellent selectivity when tested with ketones and alkenones at 90 °C in 2-propanol as hydrogen source under base-free conditions. Reactivity of 2 in 2-propanol and NaH gave a neutral metal hydride (4) while in the absence of base gave two major cationic hydrides species (5 and 6).

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