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Dithizone

Dithizone structure

CAS No:
60-10-6
Formula:
C13H12N4S
Chemical Name:
Dithizone
Synonyms:
Diazenecarbothioic acid,2-phenyl-,2-phenylhydrazide;Formic acid,(phenylazo)thio-,2-phenylhydrazide;Diazenecarbothioic acid,phenyl-,2-phenylhydrazide;Diphenylthiocarbazone;Dithizon;Dithizone;Diazenecarbohydrazonothioic acid,N,2-diphenyl-;(Phenylazo)thioformic acid 2-phenylhydrazide;DIZO;NSC 215189;NSC 4275;NSC 97262;NSC 97264;NSC 97353;NSC 99124;1,5-Diphenyl-3-thiocarbazone;1-Anilino-3-phenyliminothiourea;555-88-4;30827-05-5
Categories:
Chemical Reagents > Organic Reagents

Description

dark brown or black crystals

Dithizone is a member of phenylhydrazines.|Chelating agent used for heavy metal poisoning and assay. It causes diabetes.

Dithizone Basic Attributes

Molecular Weight：

256.33

Exact Mass：

256.33

BRN：

748838

EC Number：

200-454-1

UNII：

NJZ2CJ4D6P

NSC Number：

99124|215189|4275

DSSTox ID：

DTXSID0058770

HScode：

29309090

Characteristics

PSA：

80.9

XLogP3：

4.01

Appearance：

Crystalline

Density：

1.2±0.1 g/cm3

Melting Point：

167 °C (decomp)

Boiling Point：

376.1±25.0 °C at 760 mmHg

Flash Point：

181.2±23.2 °C

Refractive Index：

1.644

Water Solubility：

soluble in ethanol, chloroform, dimethylsulfoxide, and pyridine. Insoluble in water.

Storage Conditions：

Store at room temperature.

Safety Information

Packing level：

III

Hazard category：

6.1

Transport codes：

2811

wgk germany：

hazard class code：

22-36/37/38

safety instructions：

36-26

RTECS Number：

LQ9450000

Marks：

Stability/Shelf Life：

Stable. Incompatible with strong oxidizing agents.

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 106 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Chemicals that bind to and remove ions from solutions. Many chelating agents function through the formation of COORDINATION COMPLEXES with METALS. (See all compounds classified as Chelating Agents.)

MeSH Entry Terms：

Diphenylthiocarbazone

Dithizone Use and Manufacturing

Methods of Manufacturing

Follow the steps below. 1. Preparation of phenylhydrazine dithiocarboxylic acid phenylhydrazine salt. Dissolve 13g of phenylhydrazine in 60ml of ether and add 5.2ml of carbon disulfide dropwise. The white precipitate formed was filtered off and washed with ether to obtain about 15g. 2. Preparation of diphenyldiaminothiourea. Place the above product in a beaker and heat on a 96-98°C water bath. After the material is melted, hydrogen sulfide is released and turned into a yellowish gum. If ammonia gas is released, remove the hot bath and cool with water. Cool with ice again. Cool with ice again, add 15ml of water-free ethanol, take it out of the ice bath, and heat it under stirring. At this time, the gum becomes a crystalline product, which is filtered with suction and washed with ethanol to obtain about 7.5g. 3. Preparation of dithizone. The diphenyldithiocarbazide obtained above was added to a caustic potash solution (6 g of potassium hydroxide dissolved in 60 ml of anhydrous methanol), refluxed on a boiling water bath for 5 min, and taken out and cooled in an ice bath. After filtration, the filtrate was acidified with sulfuric acid until the Congo red test paper changed color, and a dark blue precipitate was deposited. Suction filtration, the precipitate is treated again with caustic potash solution, sulfuric acid, and after suction filtration washing with water until there is no sulfate. After drying at 40℃, about 3g of dithizone is obtained.

Uses

Sensitive reagent for several heavy metals, Co, Cu, Pb, and Hg; especially for the estimation of minute amounts of Pb.

Manufacturing Info：

Diazenecarbothioic acid, 2-phenyl-, 2-phenylhydrazide: ACTIVE

Computed Properties

Molecular Weight:256.33
XLogP3:4.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:256.07826757
Monoisotopic Mass:256.07826757
Topological Polar Surface Area:80.9
Heavy Atom Count:18
Complexity:281
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Hydrazine, phenyl-

Potassium hydroxide

Acetone

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