| Identification | More | [Name]
Thiocarbohydrazide | [CAS]
2231-57-4 | [Synonyms]
AURORA 1561
CARBONOTHIOIC DIHYDRAZIDE
TCH
THIOCARBAZIDE
THIOCARBOHYDRAZIDE
THIOCARBONOHYDRAZIDE
THIOCARBONYLDIHYDRAZIDE
1,3-Diamino-2-Thiourea
Carbohydrazide, thio-
Hydrazinecarbohydrazonothioic acid
hydrazinecarbohydrazonothioicacid
thio-carbohydrazid
Thiocarbonic dihydrazide
thiocarbonicdihydrazide
USAF ek-7372
usafek-7372
THIOCARBOHYDRAZIDE, FOR ELECTRON MICROSC OPY
thiocarbazide1
Thiocarbazide: (Thiocarbohydrazide) | [EINECS(EC#)]
218-769-8 | [Molecular Formula]
CH6N4S | [MDL Number]
MFCD00007616 | [Molecular Weight]
106.15 | [MOL File]
2231-57-4.mol |
| Chemical Properties | Back Directory | [Appearance]
white to grey-beige crystalline powder | [Melting point ]
171-174 °C (dec.)(lit.)
| [Boiling point ]
230.1±23.0 °C(Predicted) | [density ]
1.273 (estimate) | [refractive index ]
1.5605 (estimate) | [storage temp. ]
Poison room | [solubility ]
Very slightly soluble (0.5g/100g, 25°C). Insoluble in ether. | [form ]
Crystalline Powder | [pka]
10.58±0.70(Predicted) | [color ]
White to gray-beige | [Sensitive ]
Light Sensitive | [BRN ]
506657 | [InChI]
InChI=1S/CH6N4S/c2-4-1(6)5-3/h2-3H2,(H2,4,5,6) | [InChIKey]
LJTFFORYSFGNCT-UHFFFAOYSA-N | [SMILES]
C(=S)(NN)NN | [CAS DataBase Reference]
2231-57-4(CAS DataBase Reference) | [NIST Chemistry Reference]
Carbonothioic dihydrazide(2231-57-4) | [EPA Substance Registry System]
2231-57-4(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T+ | [Risk Statements ]
R5:Heating may cause an explosion.
R26/28:Very Toxic by inhalation and if swallowed .
R36/38:Irritating to eyes and skin .
R21:Harmful in contact with skin. | [Safety Statements ]
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S38:In case of insufficient ventilation, wear suitable respiratory equipment .
S36/37:Wear suitable protective clothing and gloves .
S1:Keep locked up . | [RIDADR ]
UN 2811 6.1/PG 1
| [WGK Germany ]
3
| [RTECS ]
FF2975000
| [F ]
4.4-8 | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
I | [HS Code ]
29309090 | [Hazardous Substances Data]
2231-57-4(Hazardous Substances Data) |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Hydrogen-->Hydrogen Sulfide-->Formylhydrazine-->Carbon disulfide-->Hydrazine hydrate-->Carbamimidothioic acid-->ACETONE AZINE-->HYDRAZINE | [Preparation Products]
Metribuzin-->Dithizone-->3-thio-4-amino-6-t-butyl-1，2，4-triazine-5-one-->4-Amino-6-(tert-butyl)-3-mercapto-1,2,4-triazin-5(4H)-one-->4-AMINO-5-(3-BROMOPHENYL)-4H-1,2,4-TRIAZOLE-3-THIOL-->4-AMINO-5-(2-THIENYL)-4H-1,2,4-TRIAZOLE-3-THIOL-->4-Amino-5-(2-chlorobenzyl)-4H-1,2,4-triazole-3-thiol-->3H-1,2,4-Triazole-3-thione,4-amino-2,4-dihydro-5-(1-methylethyl)-(9CI)-->ethyl 3-hydrazino-5-methyl-1H-pyrazole-4-carboxylate-->4-AMINO-5-(3-FLUOROPHENYL)-4H-1,2,4-TRIAZOLE-3-THIOL |
| Hazard Information | Back Directory | [General Description]
Crystalline needles and plates. Used in electron microscopy to produce electron-opaque deposits for ultra structural analysis. | [Reactivity Profile]
THIOCARBAZIDE is a thioamide, which may behave as a weak base and therefore will react with acids forming salts with production of heat. THIOCARBAZIDE may react with acids and reducing agents to form toxic hydrogen sulfide gas. This may be vigorous depending on the nature of the reducing agent. Organic amides/imides react with azo and diazo compounds to generate toxic gases. The combustion of these compounds generates mixed oxides of nitrogen (NOx). | [Health Hazard]
High oral toxicity. | [Fire Hazard]
When heated to decomposition THIOCARBAZIDE emits very toxic fumes of nitrogen oxides and sulfur oxides. | [Chemical Properties]
white to grey-beige crystalline powder | [Uses]
Thiocarbohydrazide is used in electron microscopy to produce electron-opaque deposits for ultra structural analysis. It is used in the synthesis of oxazine grass ketones. | [Definition]
ChEBI: Thiocarbohydrazide is a thiocarbonyl compound. | [Synthesis]
The general procedure for the synthesis of thiocarbazide from carbon disulfide is as follows: in a 50 mL round-bottomed flask equipped with a magnetic stirrer, carbon disulfide (5 mmol) and the corresponding amine (10 mmol) were added sequentially in an ice-bath under cooled conditions, followed by water (5 mL). The flask was immediately sealed. The reaction mixture was stirred vigorously at room temperature. The progress of the reaction was monitored by thin layer chromatography (TLC) with the unfolding agent being 10% methanol:chloroform or ethyl acetate:hexane. Upon completion of the reaction, for most cases, the aqueous phase was removed by distillation under reduced pressure on a rotary evaporator to give a solid product; for the reactions of entries 7, 9, 10, 11, 14, and 15, the reaction mixture would solidify directly upon completion of the reaction. Ultimately, the resulting solid product is purified by recrystallization from ethanol or by washing with a solvent mixture of ethyl acetate:hexane. | [References]
[1] Synthetic Communications, 2015, vol. 45, # 3, p. 376 - 385
[2] Russian Journal of General Chemistry, 2014, vol. 84, # 3, p. 586 - 592
[3] Ross. Khim. Zh.,
[4] Archiv der Pharmazie, 2016, p. 662 - 681
[5] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981, p. 349 - 355 |
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