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Basic Information

Molecular Structure:
CAS No.:	142-46-1
Name:	Hydrazodicarbothioamide
Article Data:	17

Formula:	C₂H₆N₄S₂
Molecular Weight:	150.228
Synonyms:	Biurea,2,5-dithio- (6CI,7CI,8CI);1,2-Bis(thiocarbamoyl)hydrazine;1,2-Dithiocarbamoylhydrazine;2,5-Dithiodiurea;Bithiourea;Dithiobiurea;Dithiocarbamoylhydrazine;Dithiourea;NSC 3511;1,2-Hydrazinedicarbothioamide;
EINECS:	205-537-6
Density:	1.557 g/cm³
Melting Point:	212 °C (dec.)(lit.)
Boiling Point:	291.563 °C at 760 mmHg
Flash Point:	130.133 °C
Solubility:	scarely soluble in water, soluble in hot water, pyridine, triethylamine and dimethylformamide
Appearance:	white to off-white crystalline powder
Hazard Symbols:	Xi
Risk Codes:	36/37/38
Safety:	26-37/39
PSA:	140.28000
LogP:	0.75020

Synthetic route

: 1627-73-2
1-benzylidene thiosemicarbazide

: 917-58-8
potassium ethoxide

A: 142-46-1
bithiourea

B: 484-47-9
lophine

C: 493-77-6
2,4,6-triphenyl-1,3,5-triazine

D: 7196-80-7
1-ethyl-2,4,5-triphenyl imidazole

E: 65-85-0
benzoic acid

Conditions

Conditions	Yield
at 275℃; for 1h; Mechanism;	A 65% B 28% C n/a D n/a E 23%

...Expand

: 1147550-11-5
ammonium thiocyanate

: 142-46-1
bithiourea

Conditions

Conditions	Yield
With hydrazine hydrochloride In water at 120℃; for 15h; Addition;	58%
With water; hydrazinium sulfate higher-melting form of hydrazine-N.N'-bis-carbothioic acid amide;
With hydrazinium sulfate
With hydrazine
With sulfuric acid; hydrazine hydrate

: 333-20-0
potassium thioacyanate

A: 142-46-1
bithiourea

B: 79-19-6
thiosemicarbazide

Conditions

Conditions	Yield
With water; hydrazinium sulfate

: 79-19-6
thiosemicarbazide

: 142-46-1
bithiourea

Conditions

Conditions	Yield
With hydrogenchloride; water

: 16085-50-0
3,7-dimethyl-tetrahydro-[1,2,4]triazolo[1,2-a][1,2,4]triazole-1,5-dithione

: 7732-18-5
water

A: 142-46-1
bithiourea

B: 75-07-0
acetaldehyde

Conditions

Conditions	Yield
Hydrolysis;

...Expand

: 52578-79-7
3,7-diethyl-3,7-dimethyl-tetrahydro-[1,2,4]triazolo[1,2-a][1,2,4]triazole-1,5-dithione

: 7732-18-5
water

A: 142-46-1
bithiourea

B: 78-93-3
butanone

Conditions

Conditions	Yield
beim Erhitzen <15h>;

...Expand

higher-melting form of dithio hydrazodicarbamide: higher-melting form of dithio hydrazodicarbamide

: 142-46-1
bithiourea

Conditions

Conditions	Yield
With hydrogenchloride lower-melting form of hydrazine-N.N'-bis-carbothioic acid amide;
With sodium hydroxide dann Faellen mit verd.HCl; lower-melting form of hydrazine-N.N'-bis-carbothioic acid amide;

: 1147550-11-5
ammonium thiocyanate

hydrochloride of hydrazine: hydrochloride of hydrazine

: 142-46-1
bithiourea

Conditions

Conditions	Yield
With water at 100℃; im geschlossenen Rohr;

thiocyanate of hydrazine: thiocyanate of hydrazine

: 142-46-1
bithiourea

Conditions

Conditions	Yield
With water at 100℃; im geschlossenen Rohr;

: 28241-61-4
ammonium thiocyanate

: 142-46-1
bithiourea

Conditions

Conditions	Yield
With sulfuric acid; hydrazine hydrate In water at 100 - 103℃; for 3h;

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Consensus Reports

NCI Carcinogenesis Bioassay (feed); No Evidence: mouse, rat NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-132,79 . . Reported in EPA TSCA Inventory.

Specification

The Hydrazodicarbothioamide, with the CAS registry number 142-46-1, is also known as Dithiocarbamoylhydrazine. It belongs to the product categories of Organic Building Blocks; Sulfur Compounds; Thioureas. Its EINECS number is 205-537-6. This chemical's molecular formula is C₂H₆N₄S₂ and molecular weight is 150.23. What's more, its systematic name is 1,2-Hydrazinedicarbothioamide. Its classification codes are: (1)Agricultural Chemical; (2)Fungicide, bactericide, wood preservative; (3)Mutation data; (4)Tumor data. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from strong oxidants. It is used as pesticides and pharmaceutical intermediates.

Physical properties of Hydrazodicarbothioamide are: (1)ACD/LogP: -0.639; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -0.64; (4)ACD/LogD (pH 7.4): -0.64; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 10.69; (8)ACD/KOC (pH 7.4): 10.68; (9)#H bond acceptors: 4; (10)#H bond donors: 6; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 140.28 Å²; (13)Index of Refraction: 1.771; (14)Molar Refractivity: 40.154 cm³; (15)Molar Volume: 96.512 cm³; (16)Polarizability: 15.918×10^-24cm³; (17)Surface Tension: 119.06 dyne/cm; (18)Density: 1.557 g/cm³; (19)Flash Point: 130.133 °C; (20)Enthalpy of Vaporization: 53.101 kJ/mol; (21)Boiling Point: 291.563 °C at 760 mmHg; (22)Vapour Pressure: 0.002 mmHg at 25°C.

Preparation: this chemical can be prepared by thiocyanic acid; ammonium salt at the temperature of 120 °C. This reaction will need reagent NH₂NH₂·HCl and solvent H₂O with the reaction time of 15 hours. The yield is about 58%.

Hydrazodicarbothioamide can be prepared by thiocyanic acid; ammonium salt at the temperature of 120 °C

Uses of Hydrazodicarbothioamide: it can be used to produce 2,2'-diazane-1,2-diyl-bis-thiazole at the temperature of 55 °C. It will need reagent 35% HCl and solvent methanol with the reaction time of 15 hours. The yield is about 70%.

Hydrazodicarbothioamide can be used to produce 2,2'-diazane-1,2-diyl-bis-thiazole at the temperature of 55 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective clothing and gloves.

You can still convert the following datas into molecular structure:
(1)SMILES: S=C(N)NNC(=S)N
(2)Std. InChI: InChI=1S/C2H6N4S2/c3-1(7)5-6-2(4)8/h(H3,3,5,7)(H3,4,6,8)
(3)Std. InChIKey: KCOYHFNCTWXETP-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	100mg/kg (100mg/kg)		National Technical Information Service. Vol. AD277-689.
rat	LD	oral	> 500mg/kg (500mg/kg)		National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 46, 1953.