4189-44-0

Usage

Uses

Used in Textile Industry:
Thiourea dioxide is used as a bleaching agent in the textile industry for its ability to enhance the brightness and whiteness of fabrics. It provides a more sustainable and eco-friendly option compared to traditional bleaching agents.
Used in Paper Industry:
In the paper industry, thiourea dioxide serves as a bleaching agent to improve the brightness and quality of paper products. Its reducing properties help in the removal of impurities and colorants, resulting in a cleaner and brighter final product.
Used in Personal Care Products:
Thiourea dioxide is used in the production of personal care products, such as cosmetics and skincare, due to its reducing and bleaching properties. It helps in maintaining the color and appearance of these products, ensuring their quality and longevity.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, thiourea dioxide is utilized in the synthesis of various dyes and active pharmaceutical ingredients. Its reducing capabilities play a crucial role in the production of these compounds, contributing to the development of new and effective medications.
Used in Metal-Cleaning Solutions:
Thiourea dioxide is a component in metal-cleaning solutions, where it acts as a powerful reducing agent. It helps in removing oxidation, corrosion, and other impurities from metal surfaces, ensuring their cleanliness and preventing further damage.

InChI:InChI=1/CH4N2O2S/c2-1(3-4)6-5/h2-3H2

Synthetic route

thiourea (17356-08-0) → thiourea S,S-dioxide (4189-44-0)

Conditions	Yield
With dihydrogen peroxide; ammonium carbonate In water at 8℃; for 2.5h; pH=5 - 5.5;	80%
With dihydrogen peroxide In water at 10℃;	64%
With tert.-butylhydroperoxide In methanol; tert-butyl alcohol for 0.666667h; Ambient temperature;
With perchloric acid; potassium peroxomonosulfate In water at 30℃; Kinetics; Temperature;

thiourea S,S-dioxide (4189-44-0) → C-(3λ4-Dioxathiiran-3-ylidene)-methanediamine

Conditions	Yield
In [D3]acetonitrile at 45℃; Rate constant;

thiourea S,S-dioxide (4189-44-0) → thiourea (17356-08-0) + urea (57-13-6)

Conditions	Yield
In acetonitrile for 0.7h; Heating; Yield given;

thiourea S,S-dioxide (4189-44-0) → guanidine nitrate (113-00-8)

Conditions	Yield
With ammonia; oxygen In water at 24.85℃; Kinetics;

thiourea S,S-dioxide (4189-44-0) + isobutylamine (78-81-9) → isobutyl-guanidine (69724-02-3)

Conditions	Yield
With oxygen In water at 24.85℃; Kinetics;

thiourea S,S-dioxide (4189-44-0) + methylamine (74-89-5) → 1-methylguanidine (471-29-4)

Conditions	Yield
With oxygen In water at 24.85℃; Kinetics;

thiourea S,S-dioxide (4189-44-0) → urea (57-13-6)

Conditions	Yield
With oxygen In water at 24.84℃; pH=10.0; Kinetics; Further Variations:; pH-values; Reagents;

sodium hexachlororhodate(III) + thiourea S,S-dioxide (4189-44-0) → Rh(2+)*(NH2)2CSO2*SO3(2-)*H2O=Rh((NH2)2CSO2)SO3*H2O (12340-43-1)

Conditions	Yield
In hydrogenchloride in dilute HCl;

sodium hexachlororhodate(III) + thiourea S,S-dioxide (4189-44-0) → Rh(1+)*(NH2)2CSO2*HSO3(1-)*H2O=Rh((NH2)2CSO2)HSO3*H2O

Conditions	Yield
In hydrogenchloride in dilute HCl;

sodium hexachlororhodate(III) + thiourea S,S-dioxide (4189-44-0) → Rh(2+)*(NH2)2CSO2*2Cl(1-)*H2O=Rh((NH2)2CSO2)Cl2*H2O

Conditions	Yield
In hydrogenchloride in concd. HCl soln.;

thiourea S,S-dioxide (4189-44-0) → sulfoxylic acid (20196-46-7)

Conditions	Yield
With NaOH In water treatment of soln. thiourea dioxide with 0.5 M NaOH under inert atmosphere for 3 h at 298 K; adjusting pH by addn. buffer soln. with different acidity;

thiourea S,S-dioxide (4189-44-0) → carbon dioxide (124-38-9)

Conditions	Yield
With chlorine dioxide In aq. phosphate buffer; water-d2 at 11 - 25℃; for 1h; pH=2.5; Kinetics; Temperature; Inert atmosphere;

thiourea S,S-dioxide (4189-44-0) + silver nitrate → silver (II) carbonate

Conditions	Yield
Stage #1: thiourea S,S-dioxide With chlorine dioxide In aq. phosphate buffer; water-d2 at 11 - 25℃; for 1h; pH=2.5; Inert atmosphere; Stage #2: With sulfuric acid In aq. phosphate buffer; water-d2 Inert atmosphere; Heating; Stage #3: silver nitrate Inert atmosphere;

thiourea S,S-dioxide (4189-44-0) + hydrogen fluoride (7664-39-3) + germanium tetrafluoride (7783-58-6) → 2CH6N2O2S(2+)*4FH*F20Ge4(4-)

Conditions	Yield
at -196 - 20℃; Inert atmosphere;

thiourea S,S-dioxide (4189-44-0) → CH6N2O2S(2+)*2AsF6(1-)

Conditions	Yield
With hydrogen fluoride; arsenic pentafluoride at -196 - 20℃; Inert atmosphere;

thiourea S,S-dioxide (4189-44-0) → C(2)H6N2O2S(2+)*2AsF6(1-)

Conditions	Yield
With arsenic pentafluoride; hydrogen fluoride at -196 - 20℃; Inert atmosphere;

thiourea S,S-dioxide (4189-44-0) + hydrogen fluoride (7664-39-3) + antimony pentafluoride (7783-70-2) → CH6N2O2S(2+)*2F6Sb(1-)

Conditions	Yield
at -196 - 20℃; Inert atmosphere;

Upstream product

• 17356-08-0 thiourea 

Downstream Products

• 17356-08-0 thiourea 
• 57-13-6 urea 
• 471-29-4 1-methylguanidine 

Relevant academic research and scientific papers

Thiourea dioxide with TBHP: A fruitful and greener recipe for the catalytic oxidation of alcohols

Thiourea dioxide, owing to its hydrogen bonding ability, has been established as an exceptional, widely applicable organocatalyst. In the present paper, thiourea dioxide, an organocatalyst, in combination with t-butyl hydroperoxide (TBHP), a non-toxic and environmentally benign oxidant, serves to be a greener and more fruitful approach for the oxidation of alcohols to corresponding carbonyl compounds in excellent yields under mild reaction conditions. The Royal Society of Chemistry 2013.

Thiourea dioxide promoted efficient organocatalytic one-pot synthesis of a library of novel heterocyclic compounds

The utility of thiourea dioxide as an efficient organocatalyst for the library synthesis of novel heterocyclic compounds via one-pot multicomponent coupling reactions is disclosed. Thiourea dioxide is an inexpensive and readily accessible catalyst, resulting in better product yields as compared to the corresponding thiourea as catalyst. Thiourea dioxide is found to be insoluble in various organic solvents and therefore at the end of the reaction products can be separated by extraction with diethyl ether and the recovered catalyst can be used several times with consistent catalytic activity.

Kinetics of the peroxomonosulfate oxidation of sulfur(-II) compounds: Thioacetamide, dithiooxamide and thiourea

Kinetics of relatively faster oxidation of thioacetamide (TA), dithiooxamide (DTO) and thiourea (TA) by peroxomonosulfate (PMS) has been studied spectrophotometrically under pseudo order condition by keeping oxidant in excess. Under these conditions, the sulfur(-II) compounds are oxidized to corresponding S-dioxides. The kinetics rate law for the oxidation of TA and TU both is eq. (A) and for the oxidation of DTO is eq. (B). (Equation Presented) The values of rate constant, k, at 30°C were 3.4 (DTO), 44 (TA) and 3.4 L mol-1 s-1 (TU) and those of protonation constants, K, were 3.2 (TU) and 19 (TA). A comparative rate analysis showed oxidation by PMS to be much faster than with H2O2.

THIOUREA, A CONVENIENT REAGENT FOR THE REDUCTIVE CLEAVAGE OF OLEFIN OZONOLYSIS PRODUCTS

A convenient procedure for the preparation of aldehydes, in good to excellent yields, from suitable olefins by ozonolysis in methanol, followed by exposure of the resulting products to thiourea, is described.