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289132

Sigma-Aldrich

Urea hydrogen peroxide

97%

Synonym(s):

Hydrogen peroxide–Urea adduct, Carbamide Per hydrate, Carbamide peroxide, Percarbamide, Urea hydrogen peroxide

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About This Item

Linear Formula:
CO(NH2)2 · H2O2
CAS Number:
124-43-6
Molecular Weight:
94.07
Beilstein/REAXYS Number:
3680414
EC Number:
204-701-4
MDL number:
MFCD00013119
UNSPSC Code:
12352111
PubChem Substance ID:
24857388
NACRES:
NA.22

vapor pressure

23.3 mmHg ( 30 °C)

Quality Level

200

assay

97%

form

solid

reaction suitability

reagent type: oxidant

mp

90-93 °C (lit.)

functional group

amine

storage temp.

2-8°C

SMILES string

OO.NC(N)=O

InChI

1S/CH4N2O.H2O2/c2-1(3)4;1-2/h(H4,2,3,4);1-2H

InChI key

AQLJVWUFPCUVLO-UHFFFAOYSA-N

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General description

Urea hydrogen peroxide (UHP) is an oxidizing agent consisting of urea and hydrogen peroxide. In the presence of carboxylic anhydrides, UHP is employed in a variety of oxidative conversions in anhydrous organic solvents. UHP is used as a hydrogen peroxide source in the oxidation reaction.

Application

Urea hydrogen peroxide can be used as an oxidizing agent:
  • In the conversion of sulfides to sulfoxides or sulfones under solvent free condition.
  • In the conversion of nitrogen heterocycles to their corresponding N-oxides.
  • In the epoxidation of various alkene in combination with number of carboxylic anhydrides and disodium hydrogen phosphate in anhydrous organic solvents.
  • In the Baeyer–Villiger oxidation reaction where in aldehydes and ketones undergo oxidation to produce esters and lactones using various peroxycarboxylic acids.

Features and Benefits

UHP is:
  • Inexpensive.
  • Stable.
  • Easy handling reagent.

pictograms

Flame over circleCorrosion
GHS03,GHS05

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Ox. Sol. 3 - Skin Irrit. 2

Storage Class

5.1B - Oxidizing hazardous materials

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL3491
BCCM5917
BCCK3729
BCCH1942
BCCH9061

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The Urea?Hydrogen Peroxide Complex:? Solid-State Oxidative Protocols for Hydroxylated Aldehydes and Ketones (Dakin Reaction), Nitriles, Sulfides, and Nitrogen Heterocycles
Rajender SV, et al.
Organic Letters, 1(2), 189?192-189?192 (1999)
Jiaolong Qin et al.
Journal of hazardous materials, 396, 122762-122762 (2020-05-04)
Reducing the emissions of soil fumigants such as 1,3-dichloropropene (1,3-D) is essential to protecting air quality. Although biochar is useful in reducing such emissions, biochar-adsorbed fumigants may desorb and cause secondary air pollution. This study investigated the degradation of 1,3-D
Synthetic Communications, 37, 87-87 (2007)
Hydrogen Peroxide?Urea
Harry H, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2013)
Gianluca Soldaini et al.
Organic letters, 9(3), 473-476 (2007-01-26)
[reaction: see text] The first successful catalytic oxidation procedure for the chemoselective conversion of imines to nitrones is reported. The reaction is general, high yielding, and user and environmentally friendly, and furnishes a solution to the yet unanswered issue of
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