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THIOUREA DIOXIDE

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Name

THIOUREA DIOXIDE

EINECS 217-157-8
CAS No. 1758-73-2 Density 2.25 g/cm3
PSA 106.38000 LogP 0.76730
Solubility water: 30 g/L (20 °C) Melting Point 124-127 °C (dec.)(lit.)
Formula CH4N2O2S Boiling Point 355.3 °C at 760 mmHg
Molecular Weight 108.11 Flash Point 168.7 °C
Transport Information UN 3341 4.2/PG 2 Appearance white crystalline powder
Safety 26-24/25-36 Risk Codes 5-22-36/37/38
Molecular Structure Molecular Structure of 1758-73-2 (Thiourea dioxide) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

AIMSA;Methanesulfinic acid,aminoimino-;amino-imino-methanesulfinic acid;Methanesulfinic acid, aminoimino-;Methenesulfinic acid, aminoimino-;Thiourea Dioxide(Formamidinesulfinic acid);aminoiminomethanesulphinic acid;Formamidinesulphinic acid;99%Thiourea dioxide(Antioxidants);

 

THIOUREA DIOXIDE Synthetic route

17356-08-0

thiourea

1758-73-2

Aminoiminomethanesulfinic acid

Conditions
ConditionsYield
With peracetic acid In methanol; water at 10℃;86%
With dihydrogen peroxide In water at 8 - 10℃; for 1.5h;75%
With dihydrogen peroxide at 8 - 15℃; for 3h; pH=3 - 5;57.3%
79-21-0

peracetic acid

64-19-7

acetic acid

17356-08-0

thiourea

1758-73-2

Aminoiminomethanesulfinic acid

Conditions
ConditionsYield
je nach den Mengenverhaeltnissen;
1147550-11-5

ammonium thiocyanate

17356-08-0

thiourea

1758-73-2

Aminoiminomethanesulfinic acid

Conditions
ConditionsYield
With water; dihydrogen peroxide at 10 - 30℃;
14807-75-1

formamidine disulfide dihydrochloride

1758-73-2

Aminoiminomethanesulfinic acid

Conditions
ConditionsYield
With ammonium hydroxide; ammonium molybdate tetrahydrate; dihydrogen peroxide
67-56-1

methanol

17356-08-0

thiourea

1758-73-2

Aminoiminomethanesulfinic acid

17356-08-0

thiourea

1758-73-2

Aminoiminomethanesulfinic acid

64-19-7

acetic acid

17356-08-0

thiourea

1758-73-2

Aminoiminomethanesulfinic acid

17356-08-0

thiourea

neutr.aqueous hydrogen peroxide

neutr.aqueous hydrogen peroxide

1758-73-2

Aminoiminomethanesulfinic acid

Conditions
ConditionsYield
at 0℃;
7722-84-1

dihydrogen peroxide

17356-08-0

thiourea

A

3256-06-2

formamidine disulfide

B

1758-73-2

Aminoiminomethanesulfinic acid

Conditions
ConditionsYield
vom pH 7.4;
3256-06-2

formamidine disulfide

A

505-14-6

thiocyanogen

B

1184-90-3

aminoiminomethanesulfonic acid

C

1758-73-2

Aminoiminomethanesulfinic acid

D

17356-08-0

thiourea

E

57-13-6

urea

F

Thiourea sulfoxide

Conditions
ConditionsYield
With water; dihydrogen peroxide at 25℃; pH=2; Kinetics; pH-value;
3256-06-2

formamidine disulfide

A

1758-73-2

Aminoiminomethanesulfinic acid

B

17356-08-0

thiourea

C

57-13-6

urea

Conditions
ConditionsYield
With sodium chlorate; sulfuric acid; sodium perchlorate; oxalic acid In water at 25℃; Kinetics;

[RuIII(ethylenediaminetetraacetate)(thiourea)](1-)

7722-84-1

dihydrogen peroxide

A

1184-90-3

aminoiminomethanesulfonic acid

B

3256-06-2

formamidine disulfide

C

C9H10N2O8(4-)*HO2(1-)*Ru(3+)

D

C9H10N2O8(4-)*O(2-)*Ru(5+)

E

1758-73-2

Aminoiminomethanesulfinic acid

Conditions
ConditionsYield
In water at 25℃; pH=4.9; Kinetics; Mechanism;
15282-93-6, 199015-49-1

[Ru(ethylenediaminetetraacetate)(H2O)]

17356-08-0

thiourea

1758-73-2

Aminoiminomethanesulfinic acid

Conditions
ConditionsYield
With 1 mM phosphate buffer In water at 25℃; pH=6.2;

[ruthenium(III)(ethylenediaminetetraacetic acid)(thiourea)]

17356-08-0

thiourea

A

15282-93-6, 199015-49-1

[Ru(ethylenediaminetetraacetate)(H2O)]

B

3256-06-2

formamidine disulfide

C

1758-73-2

Aminoiminomethanesulfinic acid

Conditions
ConditionsYield
With oxone In water at 25℃; pH=6.2; Kinetics; Mechanism; Concentration;
17356-08-0

thiourea

A

3256-06-2

formamidine disulfide

B

1758-73-2

Aminoiminomethanesulfinic acid

Conditions
ConditionsYield
With sodium perchlorate; hypochloric acid; sodium hydroxide In water at 25℃; Kinetics;
1758-73-2

Aminoiminomethanesulfinic acid

1184-90-3

aminoiminomethanesulfonic acid

Conditions
ConditionsYield
With peracetic acid In acetic acid 1.) at addition below 20 deg C, 2.) after addition room temp. 2 h.;97%
With sulfuric acid; dihydrogen peroxide at 50℃; for 1.16667h;93%
With sulfuric acid; dihydrogen peroxide at 55℃; for 1.58333h;83.3%

3-(1-(trifluoromethyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)propan-1-amine

1758-73-2

Aminoiminomethanesulfinic acid

1-(3-(1-(trifluoromethyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)propyl)guanidine

Conditions
ConditionsYield
With triethylamine In methanol; water95%

5-(1-(trifluoromethyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)pentan-1-amine

1758-73-2

Aminoiminomethanesulfinic acid

1-(5-(1-(trifluoromethyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)pentyl)guanidine

Conditions
ConditionsYield
With triethylamine In methanol; water92%
1758-73-2

Aminoiminomethanesulfinic acid

73-22-3

L-Tryptophan

91568-61-5

L-N-Formamidinetryptophan

Conditions
ConditionsYield
With sodium hydroxide at 20℃; Substitution; N-Formamidinylation;91.8%

4-(1-(trifluoromethyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)butan-1-amine

1758-73-2

Aminoiminomethanesulfinic acid

1-(4-(1-(trifluoromethyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)butyl)guanidine

Conditions
ConditionsYield
With triethylamine In methanol; water91%
1758-73-2

Aminoiminomethanesulfinic acid

17-(cyclopropylmethyl)-17'-(ethylamino)-6,6',7,7'-tetradehydro-4,5α:4',5α'-diepoxy-6,6'-imino-7,7'-bimorphinan-3,3',14,14'-tetrol hydrochloride

17-(cyclopropylmethyl)-17'-(2-guanidinoethyl)-6,6',7,7'-tetradehydro-4,5α:4',5α'-diepoxy-6,6'-imino-7,7'-bimorphinan-3,3',14,14'-tetrol sulfinate

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide Ambient temperature;90%
135425-59-1

((E)-3-Oxo-but-1-enyl)-triphenyl-phosphonium; chloride

1758-73-2

Aminoiminomethanesulfinic acid

63612-38-4

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

Conditions
ConditionsYield
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene In dimethyl sulfoxide at 80℃; var. bases;89%
111-26-2

hexan-1-amine

1758-73-2

Aminoiminomethanesulfinic acid

N-hexylguanidine

Conditions
ConditionsYield
With sodium hydroxide In water at 20 - 60℃;85%
107-97-1

sarcosine

1758-73-2

Aminoiminomethanesulfinic acid

57-00-1

Creatinine

Conditions
ConditionsYield
With sodium hydroxide at 20℃; Substitution; N-Formamidinylation;83.2%
2935-35-5

(S)-2-phenylglycine

1758-73-2

Aminoiminomethanesulfinic acid

N-Formamidine-L-phenylglycine

Conditions
ConditionsYield
With sodium hydroxide at 20 - 60℃; Substitution; N-Formamidinylation;82.4%
1758-73-2

Aminoiminomethanesulfinic acid

142643-29-6

tert-butyl (piperidin-3-ylmethyl)carbamate

140645-13-2

(RS)-<<1-(aminoiminomethyl)piperidin-3-yl>methyl>carbamic acid tert-butyl ester

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide for 15h; Ambient temperature;82%

tris[2-perfluorohexylethyl]tin-3-benzylamine

1758-73-2

Aminoiminomethanesulfinic acid

tris[2-perfluorohexylethyl]tin-3-benzylguanidine

Conditions
ConditionsYield
In methanol at 20℃; for 16h;82%
1758-73-2

Aminoiminomethanesulfinic acid

nitensidine D

Conditions
ConditionsYield
With sodium hydroxide In water at 20 - 60℃;81%
150-30-1

Phenylalanine

1758-73-2

Aminoiminomethanesulfinic acid

88728-27-2

α-guanidino-β-phenylpropionic acid

Conditions
ConditionsYield
With sodium hydroxide at 20 - 60℃; Substitution; N-Formamidinylation;78.2%
1758-73-2

Aminoiminomethanesulfinic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 20 - 60℃; Inert atmosphere;76%
56-41-7

L-alanin

1758-73-2

Aminoiminomethanesulfinic acid

1758-74-3

N-Formamidine-L-alanine

Conditions
ConditionsYield
With sodium hydroxide at 20℃; Substitution; N-Formamidinylation;73.2%
1758-73-2

Aminoiminomethanesulfinic acid

107-95-9

3-amino propanoic acid

353-09-3

3-guanidinopropionic acid

Conditions
ConditionsYield
With sodium hydroxide at 20℃; Substitution; N-Formamidinylation;72.1%
556-50-3

glycylglycine

1758-73-2

Aminoiminomethanesulfinic acid

2446-72-2

N-Formamidineglycylglycine

Conditions
ConditionsYield
With sodium hydroxide at 20 - 60℃; Substitution; N-Formamidinylation;70.2%
1758-73-2

Aminoiminomethanesulfinic acid

56-40-6

glycine

352-97-6

guanidineacetic acid

Conditions
ConditionsYield
With sodium hydroxide at 20℃; Substitution; N-Formamidinylation;70.2%
875-51-4

4-Bromo-2-nitroaniline

1758-73-2

Aminoiminomethanesulfinic acid

4887-88-1

5-bromo-1H-benzo[d]imidazole

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 70℃; for 1.5h; Green chemistry;68%
1758-73-2

Aminoiminomethanesulfinic acid

88-74-4

2-nitro-aniline

51-17-2

benzoimidazole

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 70℃; for 1h; Solvent; Green chemistry;65%
1758-73-2

Aminoiminomethanesulfinic acid

89-63-4

4-Chloro-2-nitroaniline

4887-82-5

5-chloro-1H-benzimidazole

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 70℃; for 1h; Green chemistry;64%
61-90-5

L-leucine

1758-73-2

Aminoiminomethanesulfinic acid

79198-90-6

N-Formamidine-L-leucine

Conditions
ConditionsYield
With sodium hydroxide at 20 - 60℃; Substitution; N-Formamidinylation;63.2%
364-78-3

2-nitro-4-fluoroaniline

1758-73-2

Aminoiminomethanesulfinic acid

1977-72-6

5-fluoro-1H-benzoimidazole

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 70℃; for 1h; Green chemistry;62%
1758-73-2

Aminoiminomethanesulfinic acid

89-62-3

4-methyl-2-nitroaniline

614-97-1

5-methylbenzimidazole

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 70℃; for 2h; Green chemistry;60%
1758-73-2

Aminoiminomethanesulfinic acid

96-96-8

4-methoxy-2-nitroaniline

4887-80-3

5-methoxy-1H-benzimidazole

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 70℃; for 1.5h; Green chemistry;59%
570-24-1

2-Methyl-6-nitroaniline

1758-73-2

Aminoiminomethanesulfinic acid

4887-83-6

4-methylbenzimidazole

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 70℃; for 2h; Green chemistry;57%
84-51-5

2-ethylanthraquinone

1758-73-2

Aminoiminomethanesulfinic acid

2-ethyl-9,10-bis(2,3-dihydroxypropoxy)anthracene

Conditions
ConditionsYield
Stage #1: 2-ethylanthraquinone; Aminoiminomethanesulfinic acid With sodium hydroxide at 60℃; for 1h;
Stage #2: With oxiranyl-methanol In ethanol at 55℃; for 3h;
52%
827-23-6

2,4-dibromo-6-nitroaniline

1758-73-2

Aminoiminomethanesulfinic acid

69038-75-1

5,7-dibromo-1H-benzoimidazole

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 70℃; for 3h; Green chemistry;50%

THIOUREA DIOXIDE Chemical Properties

Synonyms: FAS PRIMER PAIR;FASTECH;FORMAMIDINESULFINIC ACID;FORMAMIDINESULPHINIC ACID;AMIDINOSULFINIC ACID;AMINOIMINOMETHANESULFINIC ACID;Methanesulfinicacid,aminoimino-; aminoimino-methanesulfinicaci;
Molecular formula:CH4N2O2S
Molecular Weight: 108.12
Molecular Structure:
EINECS: 217-157-8
Melting point:124-127 °C (dec.)(lit.)
density:1.68
Water Solubility:30 g/L (20 oC)
Storage Temp.:2-8°C

THIOUREA DIOXIDE Uses

Thiourea dioxide (TDO) is a strong reductant which re-arranges under alkaline conditions to form formamidine sulphinic acid. This product is used in leather processing industry, paper, pulp and board industry, photographic industry, textile processing industry, bleaching and reducing agents. This product is also a component of decolorisation agents. TDO has been very effective on a wide variety of pulp sources as a reductive bleaching aid in the pulp and paper industry. The application of TDO is crucial to achieve optimal brightness gain in the deinking process.

THIOUREA DIOXIDE Safety Profile

Hazard Codes:  Xn,Xi
The Risk Statements information of  THIOUREA DIOXIDE:
5:  Heating may cause an explosion 
22:  Harmful if swallowed 
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of  THIOUREA DIOXIDE:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
24/25:  Avoid contact with skin and eyes 
RIDADR:UN 3341 4.2/PG 2
WGK Germany:1

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