22699-30-5

Basic information

• Product Name: 4-[(2,2-dimethylhydrazinyl)methylidene]cyclohexa-2,5-dien-1-one
• Synonyms: 4-[(2,2-dimethylhydrazinyl)methylidene]cyclohexa-2,5-dien-1-one;p-Hydroxybenzaldehyde dimethyl hydrazone
• CAS NO: 22699-30-5
• Molecular Formula: C₉H₁₂N₂O
• Molecular Weight: 0
• Mol File: 22699-30-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 253.2°C at 760 mmHg
• Flash Point: 106.9°C
• Appearance: /
• Density: 1.178g/cm³
• Vapor Pressure: 0.0186mmHg at 25°C
• Refractive Index: 1.634
• CAS DataBase Reference: 4-[(2,2-dimethylhydrazinyl)methylidene]cyclohexa-2,5-dien-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(2,2-dimethylhydrazinyl)methylidene]cyclohexa-2,5-dien-1-one(22699-30-5)
• EPA Substance Registry System: 4-[(2,2-dimethylhydrazinyl)methylidene]cyclohexa-2,5-dien-1-one(22699-30-5)

Safety Data

• Hazardous Substances Data: 22699-30-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H12N2O/c1-11(2)10-7-8-3-5-9(12)6-4-8/h3-7,10H,1-2H3

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 57-14-7 N,N-Dimethylhydrazine 

Downstream Products

• 123-08-0 4-hydroxy-benzaldehyde 

Relevant articles and documents

Perfluoroalkylation of Aryl-N,N-dimethyl Hydrazones Using Hypervalent Iodine(III) Reagents or Perfluoroalkyl Iodides

Radical trifluoromethylation of aryl N,N-dimethyl hydrazones using TBAI as an initiator and Togni's reagent as a trifluoromethyl radical source is described. Cascades proceed via electron-catalysis; this approach is generally more applicable to hydrazone perfluoroalkylation using perfluoroalkyl iodides as the radical precursors in combination with a base under visible-light initiation.

Copper-catalyzed trifluoromethylation of N,N-dialkylhydrazones

Mild and practical: Trifluoromethylation of (hetero)aromatic aldehyde N,N-dialkylhydrazones was achieved at room temperature by using Togni's trifluoromethylation reagent under CuCl catalysis (see scheme). This simple reaction is believed to occur by a CF3-radical-transfer mechanism and yields useful trifluoromethylated building blocks. Copyright