peroxol; urea

• ChemBase ID: 126396
• Molecular Formular: CH6N2O3
• Molecular Mass: 94.06994
• Monoisotopic Mass: 94.03784206
• SMILES: O=C(N)N.OO
• Canonical SMILES: NC(=O)N.OO
• InChI: InChI=1S/CH4N2O.H2O2/c2-1(3)4;1-2/h(H4,2,3,4);1-2H
• InChIKey: AQLJVWUFPCUVLO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: peroxol; urea
• IUPAC Traditional name: hydrogen peroxide; urea
• Synonyms: Hydrogen peroxide urea adduct; Urea hydrogen peroxide adduct; Hydrogen peroxide–Urea adduct; Carbamide Per hydrate; Carbamide peroxide; Hydrogen peroxide-Urea adduct; Percarbamide; Urea hydrogen peroxide; Urea hydrogen peroxide; Hydrogen peroxide-Urea adduct; Carbamide peroxide; 脲过氧化氢加合物; 过氧化尿素; 过氧化氢尿素 水合物; 过氧化脲; 过碳酰胺; 过氧化氢尿素加合物; 过氧化氢尿素加合物; 过氧化脲; 过氧化氢合尿素

Database IDs

• CAS Number: 124-43-6
• EC Number: 204-701-4
• MDL Number: MFCD00013119
• Beilstein Number: 3680414
• Merck Index: 141782
• PubChem SID: 24857388; 24890129; 24900683; 24845644; 162220730
• PubChem CID: 31294
• ATC CODE: D02AE01
• Chemspider ID: 29034
• Unique Ingredient Identifier: 31PZ2VAU81
• Wikipedia Title: Carbamide_peroxide

CALCULATED PROPERTIES

• Acid pKa: 15.731965
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): -1.3638339
• LogD (pH = 7.4): -1.3638339
• Log P: -1.3638339
• Molar Refractivity: 13.1426 cm^3
• Polarizability: 5.02445 Å^3
• Polar Surface Area: 69.11 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.5 g/mL, clear to very faintly hazy
• Apperance: powder; tablet; tablets (1 g each); White solid
• Melting Point: 75 - 85°C; 85-90 °C (dec.); 90-93 °C(lit.); ca 90°C dec.
• Vapor Pressure: 23.3 mmHg ( 30 °C)

Safety Information

• Storage Warning: Hygroscopic
• RTECS: T4860000
• European Hazard Symbols: Corrosive (C); Explosive (E); Oxidising (O); Irritant (Xi)
• UN Number: 1511; UN1511
• German water hazard class: 2
• Hazard Class: 5.1
• Packing Group: 3; III
• Risk Statements: 36/37/38; 8-34
• Safety Statements: 17-20-26-36/37/39-45-60; 17-26-36/37/39-45; 26-36
• TSCA Listed: 是
• GHS Pictograms: GHS03; GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H272-H314; H272-H314-H318
• GHS Precautionary statements: P220-P280-P305 + P351 + P338-P310; P221-P210-P303+P361+P353-P305+P351+P338-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1511 5.1/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Admin Routes: topical
• Pregnancy Category: C (US)

Product Information

• Purity: ~30% H2O2 basis; ≥97%; 15-17% active oxygen basis; 16-17% active oxygen basis; 97%
• Grade: purum p.a.
• Compostion: active oxygen, 15-17%; H2O2, ~35%
• Quality Level: CUSTOM
• Quality: "rapid-soluble"
• Linear Formula: CO(NH2)2 · H2O2

DETAILS

Sigma Aldrich - U1753

Application
A relatively stable source of hydrogen peroxide for preparation of solutions.
Other Notes
An addition compound of urea and hydrogen peroxide.

Sigma Aldrich - U8879

Quantity
One tablet will provide the equivalent of 1.75 mg of H2O2.
Reconstitution
When dissolved in 12.5 mL deionized water, one tablet yields a solution containing 0.014% H2O2.
Specificity
Urea Hydrogen Peroxide Tablets provide a safe and convenient source of H2O2 for use in enzyme immunoassay and other procedures.

Sigma Aldrich - 95314

Application
Reactant which undergoes solid-state decomposition as a source of peroxide1Reactant used as an oxidant2,3,4

Sigma Aldrich - 289132

Application
Peroxide used with N-halosuccinimides in an efficient α-halogentation of carbonyl compounds.1 Used with methyltrioxorhenium (412910) in a mild oxidation of imines to nitrones.2 Also used to oxidize iodoarenes to hypervalent iodine compounds.3
Packaging
100, 250 g in poly bottle
5 g in glass bottle

Sigma Aldrich - 95307

Other Notes
Safe alternative to anhydrous hydrogen peroxide in various oxidation reactions1

Sigma Aldrich - 04078

Application
Reactant which undergoes solid-state decomposition as a source of peroxide1Reactant used as an oxidant2,3,4

REFERENCES

• For use in partial oxidation of nitriles to amides, see: Synth. Commun., 23, 3149 (1993).
• In combination with phthalic anhydride is an effective mild and safe oxidant for N-heteroaromatic compounds and tertiary amines to N-oxides: Chem. Ber., 125, 1965 (1992)
• Useful, low-hazard alternative to high-concentration H₂O₂ in epoxidations, Baeyer-Villiger reactions, N-oxidations, etc.: Synlett, 533 (1990). Alkenes can be epoxidized in high yield in 1,1,1,3,3,3-Hexafluoro-2-propanol, A12747 as solvent: Eur. J. Org. Chem., 3290 (2002). For use in combination with N,N'-Dicyclohexylcarbodiimide, A10973, in epoxidation of alkenes, see: J. Org. Chem., 63, 1730 (1998); in combination with Maleic anhydride, A12178, for epoxidation and Baeyer-Villiger reactions: Heterocycles, 36, 1075 (1993). For an extensive review of the Baeyer-Villiger reaction, see: Org. React., 43, 251 (1993).
• Can be used to generate the powerful oxidant peroxytrifluoroacetic acid from TFAA, avoiding the use of hazardous 90% H₂O₂: Tetrahedron Lett., 33, 4835 (1992). The same system has also been reported for oxidation of electron-deficient pyridines to the N-oxides: Tetrahedron Lett., 41, 2299 (2000). Similarly, performic acid can be generated in situ, providing a mild system for oxidation of aromatic aldehydes to benzoic acids: Synth. Commun., 31, 2195 (2001). See also Sodium percarbonate, A16045.