Thiourea dioxide

Base Information

• Chemical Name: Thiourea dioxide
• CAS No.: 1758-73-2
• Deprecated CAS: 23056-93-1,56766-73-5,852937-99-6,110445-04-0,42580-06-3,1081537-75-8,110445-04-0,42580-06-3,56766-73-5,852937-99-6
• Molecular Formula: CH4N2O2S
• Molecular Weight: 108.121
• Hs Code.: H2NC(=NH)SO2H MOL WT. 108.11
• European Community (EC) Number: 217-157-8,224-065-1
• NSC Number: 226979,34540
• UN Number: 3341
• UNII: 42BWR07L73
• DSSTox Substance ID: DTXSID4029224
• Nikkaji Number: J1.000.659G
• Wikipedia: Thiourea_dioxide
• Wikidata: Q7784714
• Mol file: 1758-73-2.mol

Synonyms:thiourea dioxide

Chemical Property of Thiourea dioxide

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 124-127 °C (dec.)(lit.)
• Refractive Index: 1.66
• Boiling Point: 355.3 °C at 760 mmHg
• PKA: 2.40±0.10(Predicted)
• Flash Point: 168.7 °C
• PSA: 106.38000
• Density: 2.25 g/cm³
• LogP: 0.76730
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: 27g/l
• Water Solubility.: 30 g/L (20 ºC)
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 107.99934855
• Heavy Atom Count: 6
• Complexity: 89.5
• Transport DOT Label: Spontaneously Combustible

Purity/Quality:

99% ^*data from raw suppliers

FormamidineSulfuricAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 5-22-36/37/38
• Safety Statements: 26-24/25-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(=N)(N)S(=O)O
• Uses: Convenient reagent for the reduction of ketones to secondary alcohols. Thiourea dioxide is an effective bleach when used alone or when used after hydrogen peroxide in a full bleaching process (Duffield, 1986; Cegarra et al, 1988). Bleaching with thiourea dioxide is not common practice but it is effective when used alone, and the process compares favorably with hydrogen peroxide bleaching. A formulation can include a commercial thiourea dioxide product, wetting agent and EDTA sequestering agent. Reductive bleaching is carried out at pH 7.0 at 70°C for 60 min (Duffield, 1986). Convenient reagent for the reduction of ketones to secondary alcohols.

Technology Process of Thiourea dioxide

There total 23 articles about Thiourea dioxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 52.0%

1-nitro-2-[(2-nitrophenyl)methyl]benzene (21540-57-8) → 2,2'-methylenedianiline (6582-52-1)

Guidance literature:

With hydrogenchloride; tin; In ethanol; for 1h; Heating;

Reference yield: 44.5%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + aniline (62-53-3) → polyamines + 2,4'-diaminodiphenylmethane (1208-52-2) + 2,2'-methylenedianiline (6582-52-1) + 4,4'-diamino diphenyl methane (101-77-9)

Guidance literature:

formaldehyd; aniline; In water; at 25 - 80 ℃;

hydrogenchloride; In water; at 45 - 140 ℃; for 2.5 - 2.83333h; under 750.075 - 3750.38 Torr;

With sodium hydroxide; In water; at 100 ℃; Product distribution / selectivity;

Reference yield:

N,N'-diphenylmethylenediamine (622-14-0) → 2,4'-diaminodiphenylmethane (1208-52-2) + 2,2'-methylenedianiline (6582-52-1) + N-(2-aminobenzyl)aniline (20887-06-3) + N-(4-aminobenzyl)aniline (24007-66-7) + 4,4'-diamino diphenyl methane (101-77-9)

Guidance literature:

With Fe_1.3 loaded silica catalyst; at 150 ℃; for 24h; Concentration; Catalytic behavior; Sealed tube; Inert atmosphere;

DOI:10.1016/j.jcat.2021.05.031

upstream raw materials:

formamidine disulfide

dihydrogen peroxide

1-nitro-2-[(2-nitrophenyl)methyl]benzene

1,2-dihydrodibenzo--diazepine

Downstream raw materials:

aminoiminomethanesulfonic acid

ethyl ureidomethylenemalonate

bis(trimethylsilyl)carbodi-imide

<4-methyl-(5-methylimidazolyl)>triphenylphosphonium chloride

Refernces

• 1、 Cheung, Ka Yan,De Baerdemaeker, Trees,De Vos, Dirk,Gordillo, Alvaro,Marquez, Carlos,Parvulescu, Andrei-Nicolae,Tomkins, Patrick. "Lewis acid solid catalysts for the synthesis of methylenedianiline from aniline and formaldehyde". . p. 114 - 123. Retrieved 2021/06/16.
• 2、 -. "METHOD OF PRODUCING DIAMINES AND POLYAMINES OF THE DIPHENYLMETHANE SERIES". Paragraph 0136-0167. . Retrieved 2020/05/02.