771-29-9 Usage
Chemical Properties
Hydroperoxide is formed by the oxidation of tetralin, a
DuPont product, and used as a turpentine replacement. The
technical grade hydroperoxide is a liquid and will have a
residual odor of benzene/menthol. No rapid reaction
occurs with air or water. 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. Tetralin hydroperoxide explodes on superheating
the liquid. Its interaction with strong reducing
agents, like lithium tetrahydroaluminate, is vigorously
exothermic (13d).
Uses
Tetralin hydroperoxide has been prepared by the oxidation of
tetralin in the presence of cobalt naphthenate, manganese
stearate, and ceric stearate or naphthenate. Tetralin hydroperoxide,
produced by the oxidation of tetralin, may be
separated from reaction products by formation of its sodium
salt. The kinetics of the liquid-phase oxidation of tetralin
have been studied . Chen and Lin used tetralin hydroperoxide
as an intermediate in the hydroxylation of tetralin to
tetralol in rat liver homogenate.
General Description
Hydroperoxide formed by the oxidation of tetralin, a DuPont product, used as a turpentine replacement. The technical grade hydroperoxide is a liquid and will have a residual odor of benzene/menthol.
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.
Competition H(D) kinetic isotope effects in the autoxidation of hydrocarbons
Muchalski, Hubert,Levonyak, Alexander J.,Xu, Libin,Ingold, Keith U.,Porter, Ned A.
supporting information, p. 94 - 97 (2015/01/30)
Hydrogen atom transfer is central to many important radical chain sequences. We report here a method for determination of both the primary and secondary isotope effects for symmetrical substrates by the use of NMR. Intramolecular competition reactions were carried out on substrates having an increasing number of deuterium atoms at symmetry-related sites. Products that arise from peroxyl radical abstraction at each position of the various substrates reflect the competition rates for H(D) abstraction. The primary KIE for autoxidation of tetralin was determined to be 15.9 ± 1.4, a value that exceeds the maximum predicted by differences in H(D) zero-point energies (～7) and strongly suggests that H atom abstraction by the peroxyl radical occurs with substantial quantum mechanical tunneling.
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.
