14699-99-1

Basic information

• Product Name: Hydrogen trioxide(6CI,7CI,8CI,9CI)
• Synonyms: Dihydrogentrioxide; Hydrogen oxide (H2O3); Hydrogen sesquioxide (H2O3); Hydrogensuperoxide (H2O3)
• CAS NO: 14699-99-1
• Molecular Formula: H2O3
• Molecular Weight: 50.0141
• Mol File: 14699-99-1.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Hydrogen trioxide(6CI,7CI,8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Hydrogen trioxide(6CI,7CI,8CI,9CI)(14699-99-1)
• EPA Substance Registry System: Hydrogen trioxide(6CI,7CI,8CI,9CI)(14699-99-1)

Safety Data

• Hazardous Substances Data: 14699-99-1(Hazardous Substances Data)

Synthetic route

C8H11O3PolSi + water (7732-18-5) → trioxidane (14699-99-1)

Conditions	Yield
With methytrioxorhenium(VII) at -30℃; for 3h; polystyrene bead;	100%

1,2-Dimethylhydrazine (540-73-8) + ozone (10028-15-6) → trioxidane (14699-99-1) + water (7732-18-5) + dihydrogen peroxide (7722-84-1)

Conditions	Yield
In [(2)H6]acetone byproducts: 1,2-dimethyldiazene, 1,2-dimethyldiazene-N-oxide, nitromethane; ozonation od 1,2-dimethylhydrazine with ozone-nitrogen or ozone-oxygen mixt. in acetone-d6 at -78°C; monitoring by GC/MS and NMR;	A 45% B n/a C 55%

ozone (10028-15-6) + diphenyl hydrazine (122-66-7) → trioxidane (14699-99-1)

Conditions	Yield
In acetic acid methyl ester ozonation od 1,2-diphenylhydrazine with ozone-nitrogen or ozone-oxygen mixt. in methyl acetate at -78°C;	45%

ozone (10028-15-6) + diphenyl hydrazine (122-66-7) → trioxidane (14699-99-1) + water (7732-18-5) + dihydrogen peroxide (7722-84-1)

Conditions	Yield
In [(2)H6]acetone byproducts: PhN(O)NPh; ozonation od 1,2-diphenylhydrazine with ozone-nitrogen or ozone-oxygen mixt. in acetone-d6 at -60°C; monitoring by NMR;	A 45% B n/a C n/a
In further solvent(s) byproducts: 1,2-diphenyldiazene-N-oxide, 1,2-diphenyldiazene; ozonation od 1,2-diphenylhydrazine with ozone-nitrogen or ozone-oxygen mixt. in tert-butyl methyl ether at -78°C;	A 30% B n/a C 10%

Triethylgerman (1188-14-3) + ozone (10028-15-6) → trioxidane (14699-99-1) + Et3GeOOOH (122554-29-4)

Conditions	Yield
In further solvent(s) react. germanium compd. with ozone at -78°C in t-butyl methyl ether; not isolated, detected by NMR;
In [(2)H6]acetone react. germanium compd. with ozone at -78°C in acetone-d6; not isolated, detected by NMR;
In acetic acid methyl ester react. germanium compd. with ozone at -78°C in methyl acetate; not isolated, detected by NMR;

hydroxyl (3352-57-6) + hydroperoxyl radical (7782-44-7) → trioxidane (14699-99-1)

Conditions	Yield
rate constant;;
In neat (no solvent)
rate constant;;

ozone (10028-15-6) → trioxidane (14699-99-1)

Conditions	Yield
With cumene In [(2)H6]acetone byproducts: C6H5C(CH3)(CH2); ozonization at -40°C with ozone-oxygen or O3-N2 mixt. in acetone-d6 or methyl acetate ort-butyl methel ether; not isolated; monitored by NMR;
With triphenylmethane In [(2)H6]acetone byproducts: (C6H5)3COOOH; ozonization at -60°C with ozone-oxygen or O3-N2 mixt. in acetone-d6 or methyl acetate ort-butyl methel ether;	0%

dihydrogen peroxide (7722-84-1) + ozone (10028-15-6) → trioxidane (14699-99-1)

Conditions	Yield
With oxygen In water passage of a stream of ozone/oxygen gas through a soln. of aq. H2O2 ca.96% w/w, generated either by vacuum distillation of commercially available HOOH or pure HOOH generated by reduction of O2 in (D6)acetone or (D10)THF at -78°C; not isolated, detected by NMR-spectroscopy;

hydrogen (1333-74-0) + oxygen (80937-33-3) → trioxidane (14699-99-1)

Conditions	Yield
In gas MS;;

water (7732-18-5) + oxygen (80937-33-3) → trioxidane (14699-99-1)

Conditions	Yield
In water byproducts: HO2; other Radiation; acidic with O2 satd. water was treated with electron beam of high intensity at 23°C; yield depending on the pH;;
In water byproducts: HO2; other Radiation; acidic with O2 satd. water was treated with electron beam of high intensity at 23°C; yield depending on the pH;;

dihydrogen peroxide (7722-84-1) + oxygen (80937-33-3) → trioxidane (14699-99-1)

Conditions	Yield
In water in pulsed discharge nozzle; discharging a gas mixt. of O2 and Ar passed through 30% H2O2 soln.; detd. by Fourier transform microwave spectroscopy;

dihydrogen peroxide (7722-84-1) → trioxidane (14699-99-1)

Conditions	Yield
With potassium permanganate In sulfuric acid mixing of H2SO4 containing aq. KMnO4 soln. with H2O2 soln. at -12 °C;;	0%
With potassium permanganate In sulfuric acid mixing of H2SO4 containing aq. KMnO4 soln. with H2O2 soln. at -12 °C;;
With KMnO4 In sulfuric acid aq. H2SO4; mixing of H2SO4 containing aq. KMnO4 soln. with H2O2 soln. at -12 °C;;
With KMnO4 In sulfuric acid aq. H2SO4; mixing of H2SO4 containing aq. KMnO4 soln. with H2O2 soln. at -12 °C;;	0%

dimethylphenylgermane (7366-21-4) + ozone (10028-15-6) → trioxidane (14699-99-1) + (CH3)2C6H5GeOOOH (883907-65-1)

Conditions	Yield
In [(2)H6]acetone react. germanium compd. with ozone at -78°C in acetone-d6; not isolated, detected by NMR;
In further solvent(s) react. germanium compd. with ozone at -78°C in t-butyl methyl ether; not isolated, detected by NMR;
In acetic acid methyl ester react. germanium compd. with ozone at -78°C in methyl acetate; not isolated, detected by NMR;

hydrogen (1333-74-0) + oxygen (80937-33-3) → trioxidane (14699-99-1) + hydroxyperoxide (29683-94-1) + water (7732-18-5) + dihydrogen peroxide (7722-84-1)

Conditions	Yield
In neat (no solvent, gas phase) byproducts: ozone; other Radiation; mixt. of H2 and O2 (flow rate 3.2 L/h, pressure 0.85-1.0 Torr) passed through electrodeless microwave discharge (2450 MHz, 12 W); condensation on cold-finger (77 K); not isolated, detected by Raman-spectroscopy;
at -195℃; under 0.675068 Torr; Electric arc;

trans-Pt(PEt3)2(Cl)(OH)(OOH)(4-trifluoromethylphenyl) → trioxidane (14699-99-1) + trans-chlorobis(triethylphosphine)(p-trifluoromethylphenyl)platinum(II) (67049-38-1)

Conditions	Yield
In (2)H8-toluene at -78 - -60℃; Temperature; Photolysis; Cooling with ice;

[(2)H6]acetone (666-52-4) + trans-Pt(PEt3)2(Cl)(OH)(OOH)(4-trifluoromethylphenyl) → trioxidane (14699-99-1) + trans-chlorobis(triethylphosphine)(p-trifluoromethylphenyl)platinum(II) (67049-38-1) + C3H2(2)H6O3 + C3H2(2)H6O4 + dihydrogen peroxide (7722-84-1)

Conditions	Yield
at -78 - -60℃; Photolysis; Cooling with ice;

trioxidane (14699-99-1) → water (7732-18-5)

Conditions	Yield
With hydrogen cation; iron(II) In water Kinetics; byproducts: Fe(3+); decay mechanism of H2O3 in acidic aq. O2 satd. soln. in presence of Fe(2+) at 23°C; rate constants depending on the pH;;

trioxidane (14699-99-1) → water (7732-18-5) + oxygen (80937-33-3)

Conditions	Yield
In [(2)H6]acetone Kinetics;
In acetic acid methyl ester Kinetics;
In further solvent(s) Kinetics; in tert-butyl methyl ether at -10 - 30°C; monitoring by NMR;

Upstream product

• 1333-74-0 hydrogen 
• 80937-33-3 oxygen 
• 7732-18-5 water 
• 666-52-4 [⁽²⁾H₆]acetone 
• 7366-21-4 phenyldimethylgermane 
• 10028-15-6 ozone 
• 7722-84-1 dihydrogen peroxide 
• 122-66-7 diphenyl hydrazine 
• 540-73-8 1,2-Dimethylhydrazine 
• 3352-57-6 hydroxyl 
• 7782-44-7 hydroperoxyl radical 
• 1188-14-3 Triethylgerman 

Relevant articles and documents

A Simple and Efficient Preparation of High-Purity Hydrogen Trioxide (HOOOH)

A simple and efficient method allows the synthesis of solutions of high-purity hydrogen trioxide (HOOOH), released in the low-temperature methytrioxorhenium(VII) (MTO)-catalyzed transformation of the ozonized polystyrene-supported dimethylphenylsilane. High-purity hydrogen trioxide solutions in diethyl ether, separated from the polymer and free of any reactants and by-products, can be stored at -20°C for weeks. By removing the solvent in vacuo, HOOOH could be isolated in highly pure form or transferred to other solvents, thus significantly extending the research perspectives of HOOOH for novel applications.

The rotational spectrum and structure of HOOOH

Dihydrogen trioxide, HOOOH, which is a species with fundamental importance for understanding the chain formation ability of the oxygen atom, was detected in a supersonic jet by a Fourier transform microwave spectrometer with a pulsed discharge nozzle, together with double resonance and triple resonance techniques. Its precise molecular structure was determined from the experimentally determined rotational constants of HOOOH and its isotopomer, DOOOD. Many of the microwave and millimeter wave transitions can now be accurately predicted, which could be facilitated for remote sensing of the molecule to elucidate its roles in various chemical processes. Copyright

Enthalpies of the formation and decomposition of hydrogen trioxide HOOOH in an aqueous solution

The enthalpies of the formation and decomposition of hydrogen trioxide are estimated from the heating curves of peroxide-radical condensates synthesized from gaseous O2 + H2 mixtures. Enthalpy of decomposition Н2О3(aq.) → Н2О(liq.) + О2(gas) is ?31.2 ± 1.5 kcal/mol, and enthalpy of formation ΔfH(H2O3, aq.) =–37.5 ± 1.6 kcal/mol. Both values correspond to the temperature range of 240–265 K.

Dihydrogen trioxide (HOOOH) photoelimination from a platinum(IV) hydroperoxo-hydroxo complex

Photolysis (380 nm) of trans-Pt(PEt3)2(Cl)(OH)(OOH)(4-trifluoromethylphenyl) (1) at -78 °C in acetone-d6 or toluene-d8 yields HOOOH (16-20%) and trans-Pt(PEt3)2(Cl)(4-trifluoromethylphenyl) (2). Also observed in acetone-d6 are H2O2, (CD3)2C(OH)(OOH), and (CD3)2C(OOH)2. Thermal decomposition or room-temperature photolysis of 1 gives O2, water, and 2. Computational modeling (DFT) suggests two intramolecular hydrogen-bonding-dependent triplet pathways for the photolysis and two possible pathways for the thermolysis, one involving proton transfer from the OOH to the OH ligand and the other homolysis of the Pt-OOH bond, abstraction of the OH ligand, and decomposition of the resulting H2O3. Trapping studies suggest the latter pathway.