Thiocarbohydrazide Chemical Properties

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. 

Keep in dark place,Sealed in dry,Room Temperature

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

Thiocarbazide (2231-57-4)

Safety Information

Hazard Codes 

T+

Risk Statements 

5-26/28-36/38-21

Safety Statements 

28-36/37/39-45-38-36/37-28A-1

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)

MSDS

• Language:English Provider:Carbonothioic dihydrazide
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Thiocarbohydrazide Usage And Synthesis

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.

General Description

Crystalline needles and plates. Used in electron microscopy to produce electron-opaque deposits for ultra structural analysis.

Reactivity Profile

Thiocarbohydrazide is a thioamide, which may behave as a weak base and therefore will react with acids forming salts with production of heat. Thiocarbohydrazide 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 Thiocarbohydrazide emits very toxic fumes of nitrogen oxides and sulfur oxides.

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

Thiocarbohydrazide(2231-57-4)Related Product Information

• 1,5-Diphenylcarbazide
• Adipic dihydrazide
• Carbohydrazide
• 2-Fluorobenzoyl chloride
• 2-Bromobenzotrifluoride
• ETHYL THIOBUTYRATE
• Methyl thiobutyrate
• S-N-PROPYL THIOACETATE
• Methyl 2-thiofuroate
• Furfuryl thioformate
• S-METHYL THIOACETATE
• Ethanethioic acid S-ethyl ester
• Furfuryl thiopropionate
• N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate
• Sodium thioglycolate
• Mercaptosuccinic acid
• Thioacetamide
• Sodium thiosulfate pentahydrate