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Hydrazodicarbothioamide

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Name

Hydrazodicarbothioamide

EINECS 205-537-6
CAS No. 142-46-1 Density 1.557 g/cm3
PSA 140.28000 LogP 0.75020
Solubility scarely soluble in water, soluble in hot water, pyridine, triethylamine and dimethylformamide Melting Point 212 °C (dec.)(lit.)
Formula C2H6N4S2 Boiling Point 291.563 °C at 760 mmHg
Molecular Weight 150.228 Flash Point 130.133 °C
Transport Information N/A Appearance white to off-white crystalline powder
Safety 26-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 142-46-1 (Hydrazodicarbothioamide) Hazard Symbols IrritantXi
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;

Article Data 17

Hydrazodicarbothioamide 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
ConditionsYield
at 275℃; for 1h; Mechanism;A 65%
B 28%
C n/a
D n/a
E 23%
1147550-11-5

ammonium thiocyanate

142-46-1

bithiourea

Conditions
ConditionsYield
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
ConditionsYield
With water; hydrazinium sulfate
79-19-6

thiosemicarbazide

142-46-1

bithiourea

Conditions
ConditionsYield
With hydrogenchloride; water
16085-50-0

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

A

142-46-1

bithiourea

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
Hydrolysis;
52578-79-7

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

A

142-46-1

bithiourea

B

78-93-3

butanone

Conditions
ConditionsYield
beim Erhitzen <15h>;
higher-melting form of dithio hydrazodicarbamide

higher-melting form of dithio hydrazodicarbamide

142-46-1

bithiourea

Conditions
ConditionsYield
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
ConditionsYield
With water at 100℃; im geschlossenen Rohr;
thiocyanate of hydrazine

thiocyanate of hydrazine

142-46-1

bithiourea

Conditions
ConditionsYield
With water at 100℃; im geschlossenen Rohr;
28241-61-4

ammonium thiocyanate

142-46-1

bithiourea

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

Hydrazodicarbothioamide 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.

Hydrazodicarbothioamide 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.

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