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530-50-7

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530-50-7 Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 33, p. 3963, 1968 DOI: 10.1021/jo01274a068

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Toxic gases may be formed by mixing 1,1-DIPHENYLHYDRAZINE with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. Flammable gases are formed by mixing materials in this group with alkali metals. Explosive combination can occur with strong oxidizing agents, metal salts, peroxides, and sulfides.

Environmental Fate

Definitive information regarding the environmental fate and behavior of diphenylhydrazine in environmental media is extremely limited. No information is available affirming persistence of diphenylhydrazine in the environment or definitive pathways for its degradation. The low vapor pressure of diphenylhydrazine precludes it being a significant air contaminant. Diphenylhydrazine may be moderately absorbed into soil but it would be quickly oxidized to azobenzene. The half-life of diphenylhydrazine in water is reportedly less than 15 min and is likely due to its oxidation to azobenzene and benzidine.

Purification Methods

Purify it via the hydrochloride [530-47-2], which has m 165-170o(dec) after crystallization from aqueous EtOH (+ a few drops of HCl) and recover the free base with aqueous NaOH, extract it into Et2O, dry it (KOH), filter, evaporate and distil the residue under a vacuum. The distillate crystallises on cooling. The benzoyl derivative has m 194o (from Me2CO), and the 4-nitrophenyl hydrazone (with the aldehyde) has m 131-132o. [Koga & Anselme J Org Chem 33 3963 1968, Beilstein 15 IV 55.]

Check Digit Verification of cas no

The CAS Registry Mumber 530-50-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,3 and 0 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 530-50:
(5*5)+(4*3)+(3*0)+(2*5)+(1*0)=47
47 % 10 = 7
So 530-50-7 is a valid CAS Registry Number.
InChI:InChI=1/C12H12N2/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,13H2

530-50-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,1-DIPHENYLHYDRAZINE

1.2 Other means of identification

Product number -
Other names N,N-Diphenylhydrazine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:530-50-7 SDS

530-50-7Relevant articles and documents

Evidence for involvement of liver aldehyde oxidase in reduction of nitrosamines to the corresponding hydrazine

Tatsumi,Yamada,Kitamura

, p. 764 - 767 (1983)

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Arylhydrazine trapping of benzynes: Mechanistic insights and a route to azoarenes

Sneddon, Dorian S.,Hoye, Thomas R.

, p. 3432 - 3436 (2021)

Arylhydrazines (ArNαHNβH2) are ambident nucleophiles. We describe here their reactivity with benzynes generated in situ by thermal cyclization of several multiynes. Products arising from attack of both the alpha- and beta-nitrogen atoms are observed. These competitive modes of reaction were explored by DFT calculations. Substituent effects on the site-selectivity for several substituted phenylhydrazines were explored. Interestingly, the hydrazo products from beta-attack (ArNHNHAr') can be oxidized, sometimes in situ by oxygen alone, to give structurally complex, unsymmetrical azoarenes (ArN=NAr'). Toluenesulfonohydrazide and benzohydrazide analogues were each demonstrated to undergo similar transformations, including oxidation to the corresponding benzyne-trapped azo compounds.

Palladium-catalyzed monoarylation of arylhydrazines with aryl tosylates

Huang, Yange,Choy, Pui Ying,Wang, Junya,Tse, Man-Kin,Raymond Wai-Yin Sun,Albert Sun-Chi Chan,Kwong, Fuk Yee

, p. 14664 - 14673 (2020/12/29)

A palladium-catalyzed C-N bond coupling reaction between arylhydrazines and aryl tosylates for facile synthesis of unsymmetrical N,N-diarylhydrazines has been developed. Employing the catalyst system of Pd(TFA)2 associated with newly developed phosphine ligand L1, the monoarylation of arylhydrazine proceeds smoothly to afford desired products in good-to-excellent yields (up to 95%) with good functional group compatibility. This method provides an alternative synthetic pathway for accessing structurally diversified N,N-diarylhydrazines from simple and easily accessible coupling components.

Preparation method of 9-anthraldehyde-1, 1-diphenylhydrazone

-

Paragraph 0030; 0034; 0035; 0038; 0041; 0045; 0049; 0053, (2017/02/24)

The invention relates to a preparation method of 9-anthraldehyde-1, 1-diphenylhydrazone. The preparation method comprises that anthracene, phosphorous oxychloride and N, N-dimethyl formamide are added into a reaction container, the materials undergo a reaction at a temperature of 60-120 DEG C for 6-48h to produce 9-anthraldehyde, N-nitrosodiphenylamine, zinc, acetate acid gracial and an alcohol solvent are added into the reaction container, the mixture undergoes a reaction at a temperature of 0-40 DEG C for 1-9h to produce 1, 1-diphenylhydrazine, 9-anthraldehyde and 1, 1-diphenylhydrazine are added into the reaction container, the mixture undergoes a reaction, the reaction product is cooled and precipitated, and the crystals are filtered and then are recrystallized in benzene so that 9-anthraldehyde-1, 1-diphenylhydrazone is obtained. Through simple recrystallization of the desired compound, a product with purity greater than 99.5% is obtained. The preparation method has the advantages of low raw material cost, mild reaction conditions and high desired product yield. The preparation method provides possibility for use of the hydrazone compound as a semi-conducting material in research on organic electroluminescent devices and organic light conductors.

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