305-15-7

Basic information

• Product Name: 2,5-DICHLOROPHENYLHYDRAZINE
• Synonyms: 2,5-DICHLOROPHENYLHYDRAZINE;1-(2,5-DICHLOROPHENYL)HYDRAZINE;(2,5-dichlorophenyl)-hydrazin;Hydrazine, (2,5-dichlorophenyl)-;2,5-DICHLOROPHENYLHYRAZINE;2,5-Dichlorophenylhydrazine,98%
• CAS NO: 305-15-7
• Molecular Formula: C₆H₆Cl₂N₂
• Molecular Weight: 177.03
• EINECS: 206-163-6
• Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes;Hydrazines;Nitrogen Compounds;Organic Building Blocks
• Mol File: 305-15-7.mol

Chemical Properties

• Melting Point: 102-103 °C(lit.)
• Boiling Point: 291.88°C (rough estimate)
• Flash Point: 115.1 °C
• Appearance: light brown powder
• Density: 1.4668 (rough estimate)
• Vapor Pressure: 0.00848mmHg at 25°C
• Refractive Index: 1.6400 (estimate)
• Storage Temp.: Keep Cold
• PKA: 4.32±0.10(Predicted)
• BRN: 743382
• CAS DataBase Reference: 2,5-DICHLOROPHENYLHYDRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DICHLOROPHENYLHYDRAZINE(305-15-7)
• EPA Substance Registry System: 2,5-DICHLOROPHENYLHYDRAZINE(305-15-7)

Safety Data

• Hazard Codes: T,Xi
• Statements: 25-36
• Safety Statements: 26-36/37-45
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• RTECS: MV2100000
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 305-15-7(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2,5-Dichlorophenylhydrazine is used as a reagent in the preparation of specific organic compounds. Its application is particularly notable in the synthesis of D-erythrose 2,5-dichlorophenylhydrazon, which is an important intermediate in the production of various pharmaceuticals and chemical products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,5-dichlorophenylhydrazine serves as a key component in the development of certain drugs. Its unique chemical properties allow it to be a valuable building block in the creation of new medicinal compounds.
Used in Research and Development:
2,5-Dichlorophenylhydrazine is also utilized in research and development settings for the study of chemical reactions and the development of new synthetic pathways. Its reactivity makes it a useful tool for exploring novel chemical transformations and understanding reaction mechanisms.

InChI:InChI=1/C6H6Cl2N2/c7-4-1-2-5(8)6(3-4)10-9/h1-3,10H,9H2

Upstream product

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Downstream Products

• 692273-24-8 2-(2,5-dichloro-phenyl)-5-methyl-1,2-dihydro-pyrazol-3-one 
• 14580-03-1 formic acid-[N'-(2,5-dichloro-phenyl)-hydrazide] 
• 109941-37-9 3-hydroxymethyl-[2]tetrosulose-bis-(2,5-dichloro-phenylhydrazone) 
• 99800-77-8 L-xylo-[2]hexosulose-bis-(2,5-dichloro-phenylhydrazone) 
• 14580-42-8 N-Acetyl-2,5-dichlor-phenylhydrazin 
• 735-94-4 Kohlensaeure-p-tolylester-imid-(2,5-dichlor-phenylhydrazid) 
• 54012-47-4 2-[3-(2,5-dichloro-anilino)-4-oxo-2-thioxo-thiazolidin-5-yl]-N-(3,4-dichloro-phenyl)-acetamide 
• 2316-21-4 (4-Keto-D-arabinose-dimethyldithioacetal)-2,5-dichlor-phenylhydrazon 
• 1941-65-7 (4-Keto-D-arabinose-diethyldithioacetal)-2,5-dichlor-phenylhydrazon 
• 92106-15-5 6-O-Methansulfonyl-D-galactose-(2,5-dichlor-phenylhydrazon) 
• 32834-78-9 (2S,3S,4R)-5-[(2,5-Dichloro-phenyl)-hydrazono]-hexane-1,2,3,4-tetraol 
• 119248-49-6 3-Desoxy-D-galactoson-bis-(2,5-dichlor-phenylhydrazon) 

Relevant articles and documents

Anthranilic diamides derivatives as potential ryanodine receptor modulators: Synthesis, biological evaluation and structure activity relationship

A series of novel anthranilic diamides derivatives (7a–s) containing halogen, trifluoromethyl group and cyano group were designed, synthesized, and characterized by melting point, 1H NMR, 13C NMR and elemental analyses. The bioactivity revealed that most of them showed moderate to excellent activities against oriental armyworm (Mythimna separata) and diamondback moth (Plutella xylostella). Above all, the larvicidal activity of 7o against oriental armyworm was 100% and 40% at 0.25 and 0.1 mg L?1, comparable to that of the standard chlorantraniliprole (100%, 0.25 mg L?1 and 20%, 0.1 mg L?1). What is more, 7o against diamondback moth displayed 90% insecticidal activity at 0.01 mg L?1, superior to chlorantraniliprole (45%, 0.01 mg L?1). The experiments 7o on the American cockroach (Periplaneta Americana) heart beating rates (Dorsal vessel) and contractile force were compared with chlorantraniliprole. In addition, 7o could affect the calcium homeostasis in the central neurons of the third larvae of oriental armyworm, which revealed that the ryanodine receptor is the potential target of 7o. The density functional theory (DFT) calculation results revealed the amide bridge, the benzene ring of anthraniloyl moiety and pyrazole ring might play an important role in the insecticidal activity through hydrophobic interactions and π-π conjugations.

Synthesis and biological evaluation of benzimidazole phenylhydrazone derivatives as antifungal agents against phytopathogenic fungi

A series of benzimidazole phenylhydrazone derivatives (6a-6ai) were synthesized and characterized by 1H-NMR, ESI-MS, and elemental analysis. The structure of 6b was further confirmed by single crystal X-ray diffraction as (E)-configuration. All the compounds were screened for antifungal activity against Rhizoctonia solani and Magnaporthe oryzae employing a mycelium growth rate method. Compound 6f exhibited significant inhibitory activity against R. solani and M. oryzae with the EC50 values of 1.20 and 1.85 μg/mL, respectively. In vivo testing demonstrated that 6f could effectively control the development of rice sheath blight (RSB) and rice blast (RB) caused by the above two phytopathogens. This work indicated that the compound 6f with a benzimidazole phenylhydrazone scaffold could be considered as a leading structure for the development of novel fungicides.

Antiimplantation Agents: Part I - 1-Arylthiosemicarbazides

Several 1-arylthiosemicarbazides, 2-arylhydrazinothiazolines and 2-arylhydrazinodihydrothiazines have been examined for their antiimplantation activity in rats.Among the active compounds, 4-methyl-1-(3,5-bistrifluoromethylphenyl)thiosemicarbazide (3, C 2696-Go) and the corresponding 4,4-dimethyl (47), ethyl (4), n-butyl (5) and allyl (6) derivatives completely inhibit implantation at doses 10, 3, 20, 20 and 30 mg/kg respectively.The 3,4-dichlorophenyl analogue (32) is effective at a dose of 30 mg/kg. 2-(3,5-Bistrifluoromethylphenyl)hydrazinothiazoline (51) and the corresponding dihydrothiazine (63) show a weaker activity.The biological profile of C 2696-Go has been investigated in detail.It appears to prevent implantation by its antiuterotropic activity and ability to inhibit desiduoma formation.

Process for producing 3-anilino-5-pyrazolones

A process for producing a 3-anilino-5-pyrazolone which comprises reacting a β-anilino-β-alkoxy-acrylate with a hydrazine in the presence of a compound having a pKa of about 8 up to about 14.