771-29-9 Usage
Description
1,2,3,4-tetrahydro-1-naphthyl hydroperoxide, also known as tetralin hydroperoxide, is an organic compound derived from the oxidation of tetralin. It is a hydroperoxide with a naphthalene-based structure, which makes it a versatile intermediate in various chemical reactions.
Uses
Used in Chemical Synthesis:
1,2,3,4-tetrahydro-1-naphthyl hydroperoxide is used as an intermediate in the synthesis of various organic compounds. Its reactivity and stability make it a valuable precursor for the production of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Oxidation Reactions:
1,2,3,4-tetrahydro-1-naphthyl hydroperoxide is used as an oxidizing agent in various chemical processes. Its ability to transfer oxygen atoms to other molecules makes it useful in the oxidation of organic substrates, leading to the formation of new functional groups and products.
Used in Hydroxylation Reactions:
Chen and Lin used 1,2,3,4-tetrahydro-1-naphthyl hydroperoxide as an intermediate in the hydroxylation of tetralin to tetralol in rat liver homogenate. This application highlights its potential use in biological systems and the study of metabolic pathways.
Used in Catalyst Preparation:
1,2,3,4-tetrahydro-1-naphthyl hydroperoxide can be used in the preparation of catalysts for various industrial processes. Its ability to form metal complexes with transition metals, such as cobalt, manganese, and cerium, makes it a promising candidate for the development of new catalytic systems.
Reactivity Profile
Most alkyl monohydroperoxides are liquid, the explosivity of the lower members (e.g., methyl hydroperoxide, or possibly due to traces of the dialkyl peroxides) decreasing with increasing chain length and branching [Bretherick 2nd ed. 1979 p. 10]. 1,2,3,4-tetrahydro-1-naphthyl hydroperoxide explodes on superheating the liquid [Hock et al. Ber. 1933. pp. 66, 61]. It's interaction with strong reducing agents, like lithium tetrahydroaluminate, is vigorously exothermic.
Purification Methods
Crystallise the tetralin hydroperoxide from hexane, toluene at -30o (m 54.0-54.5o). The oxygen content should be ~9.70%. [Knight & Swern Org Synth Coll Vol 1V 895 1963.]
Check Digit Verification of cas no
The CAS Registry Mumber 771-29-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,7 and 1 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 771-29:
(5*7)+(4*7)+(3*1)+(2*2)+(1*9)=79
79 % 10 = 9
So 771-29-9 is a valid CAS Registry Number.
InChI:InChI=1/C10H12.H2O2/c1-2-6-10-8-4-3-7-9(10)5-1;1-2/h1-2,5-6H,3-4,7-8H2;1-2H
771-29-9Relevant articles and documents
Hiatt et al.
, p. 1428 (1968)
Benzylic Hydroperoxidation via Visible-Light-Induced Csp3-H Activation
Inoa, Joan,Patel, Mansi,Dominici, Grecia,Eldabagh, Reem,Patel, Anjali,Lee, John,Xing, Yalan
, p. 6181 - 6187 (2020/05/22)
A highly efficient benzylic hydroperoxidation has been realized through a visible-light-induced Csp3-H activation. We believe that this reaction undergoes a direct HAT mechanism catalyzed by eosin Y. This approach features the use of a metal-free catalyst (eosin Y), an energy-economical light source (blue LED), and a sustainable oxidant (molecular oxygen). Primary, secondary, and tertiary hydroperoxides as well as silyl, benzyl, and acyl peroxides were successfully prepared with good yields and excellent functional group compatibility.
Fabrication of CuCr2O4 spinel nanoparticles: A potential catalyst for the selective oxidation of cycloalkanes via activation of Csp3-H bond
Acharyya, Shankha S.,Ghosh, Shilpi,Adak, Shubhadeep,Tripathi, Deependra,Bal, Rajaram
supporting information, p. 145 - 150 (2015/01/09)
We report here preparation of CuCr2O4 spinel nanoparticle catalyst, mediated by cationic surfactant CTAB in hydrothermal route. XRD revealed the formation of CuCr2O4 spinel phase and TEM showed the particle size of 30-60 nm. The catalyst was speculated to be highly active for selective oxidation of cyclohexane to cyclohexanone with H2O2. A cyclohexane conversion of 70% with 85% cyclohexanone selectivity was achieved over this catalyst at 50 °C temperature. Moreover, the catalyst did not show any significant activity loss even after 8 reuses and proved its efficacy in the oxidation of other cycloalkanes also.
Superhydrophobic materials as efficient catalysts for hydrocarbon selective oxidation
Chen, Chen,Xu, Jie,Zhang, Qiaohong,Ma, Yinf,Zhou, Lipeng,Wang, Min
supporting information; scheme or table, p. 1336 - 1338 (2011/03/22)
A new type of superhydrophobic material, FP-Co-SiO2 was prepared with organic groups immobilized on the surface of the SiO2-based nanocomposite. This material showed much higher catalytic activity for selective oxidation of hydrocarbons than an equivalent hydrophilic catalyst.
