644-21-3

Basic information

• Product Name: 1-ETHYL-1-PHENYLHYDRAZINE
• Synonyms: 1-ethyl-1-phenyl-hydrazin;1-ETHYL-1-PHENYLHYDRAZINE;N-ETHYL-N-PHENYLHYDRAZINE;1-Ethyl-1-phenylhydrachloride
• CAS NO: 644-21-3
• Molecular Formula: C₈H₁₂N₂
• Molecular Weight: 136.19
• Mol File: 644-21-3.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 119°C/20mmHg(lit.)
• Flash Point: 99.4°C
• Appearance: /
• Density: 1.02
• Vapor Pressure: 0.0459mmHg at 25°C
• Refractive Index: 1.5670-1.5710
• PKA: 5.37±0.10(Predicted)
• CAS DataBase Reference: 1-ETHYL-1-PHENYLHYDRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ETHYL-1-PHENYLHYDRAZINE(644-21-3)
• EPA Substance Registry System: 1-ETHYL-1-PHENYLHYDRAZINE(644-21-3)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RTECS: MV3900000
• Hazardous Substances Data: 644-21-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 16, p. 585, 1986 DOI: 10.1080/00397918608078777

InChI:InChI=1/C8H12N2/c1-2-10(9)8-6-4-3-5-7-8/h3-7H,2,9H2,1H3

Upstream product

• 74-96-4 ethyl bromide 
• 27843-96-5 (1E)-1-(2-phenylhydrazin-1-ylidene)propan-2-one 
• 75-03-6 ethyl iodide 
• 100-63-0 phenylhydrazine 
• 71-41-0 pentan-1-ol 
• 103-69-5 N-ethyl-N-phenylamine 
• 3314-35-0 3-Amino-1-phenyl-2-pyrazoline 
• 64-17-5 ethanol 
• 612-64-6 N-ethyl-N-nitrosoaniline 
• 64-19-7 acetic acid 
• 2684-02-8 benzenediazonium 
• 60-29-7 diethyl ether 
• 557-20-0 diethylzinc 
• 106087-09-6 3-amino-1-ethyl-4,5-dihydro-1-phenyl-1H-pyrazolium iodide 

Downstream Products

• 131197-07-4 1-ethyl-2-(4-chloro-phenyl)-indole 
• 712-77-6 (ethyl-phenyl-hydrazono)-acetic acid 
• 6299-90-7 3-phenylbenzo-1,2,4-triazine 
• 137449-25-3 1-ethyl-3-methyl-2-phenyl-1H-indole 
• 1416897-71-6 (E)-methyl 3-(2-(ethylamino)phenyl)acrylate 
• 1570062-13-3 methyl 6-(2-ethyl-2-phenylhydrazono)hexanoate 
• 1570062-12-2 1-ethyl-2-ethylidene-1-phenylhydrazine 
• 1193343-81-5 3-(2-(2-ethyl-2-phenylhydrazinyl)-3,4-dioxocyclobut-1-enylamino)-2-hydroxy-N,N-dimethyl benzamide 
• 951779-48-9 N-[2-[1-((N'-ethyl-N'-phenyl)amino)iminoethyl]-4-chloro-phenyl]trifluoromethanesulfonamide 
• 574-61-8 benzophenone N-phenylhydrazone 
• 113092-88-9 D-arabino-[2]hexosulose-1-(ethyl-phenyl-hydrazone)-2-phenylhydrazone 

Relevant articles and documents

Cobalt-Catalyzed, Directed Intermolecular C-H Bond Functionalization for Multiheteroatom Heterocycle Synthesis: The Case of Benzotriazine

Transition-metal-catalyzed, directed intermolecular C-H bond functionalization is synthetically useful but heavily underexplored in multiheteroatom heterocycle synthesis. Herein we report a cobalt catalytic method for the formation of a three-nitrogen-bearing benzotriazine scaffold via the coupling of arylhydrazine and oxadiazolone. This synthetic protocol features a low-cost base metal catalyst, a maximum number of heteroatoms built into a heterocycle, a distinct synthetic logic for benzotriazines, a superior step economy, and a broad substrate scope.

N-Isocyanodialkylamines generated in situ for the Joullié–Ugi reaction with indolenines

N-Isocyanodialkylamines are rare isocyanide surrogates for the Ugi-type reactions. To avoid problems with instability and the obnoxious smell of these reagents, we optimized and employed a convenient protocol for in situ dehydration of N,N-dialkyl-N′-formyl hydrazines to give the respective N-isocyanodialkylamines which were utilized in the reaction with indolenines and acetic acid. The reaction was demonstrated to give modest to excellent yields of products incorporating the N-isocyanodialkylamine but not the carboxylic acid component.

Ruthenium(II)-Catalyzed Traceless C?H Functionalization Using an N?N Bond as an Internal Oxidant

A previously elusive RuII-catalyzed N?N bond-based traceless C?H functionalization strategy is reported. An N-amino (i.e., hydrazine) group is used for the directed C?H functionalization with either an alkyne or an alkene, affording an indole derivative or olefination product. The synthesis features a broad substrate scope, superior atom and step economy, as well as mild reaction conditions.