4-{bis[4-(diethylamino)phenyl]methylidene}-N,N-diethylcyclohexa-2,5-dien-1-iminium chloride

• ChemBase ID: 104996
• Molecular Formular: C31H42ClN3
• Molecular Mass: 492.13828
• Monoisotopic Mass: 491.30672604
• SMILES: [Cl-].CCN(CC)c1ccc(cc1)/C(=C/1\C=CC(=[N+](CC)CC)C=C1)/c1ccc(cc1)N(CC)CC
• Canonical SMILES: CC[N+](=C1C=C/C(=C(\c2ccc(cc2)N(CC)CC)/c2ccc(cc2)N(CC)CC)/C=C1)CC.[Cl-]
• InChI: InChI=1S/C31H42N3.ClH/c1-7-32(8-2)28-19-13-25(14-20-28)31(26-15-21-29(22-16-26)33(9-3)10-4)27-17-23-30(24-18-27)34(11-5)12-6;/h13-24H,7-12H2,1-6H3;1H/q+1;/p-1
• InChIKey: JVICFMRAVNKDOE-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{bis[4-(diethylamino)phenyl]methylidene}-N,N-diethylcyclohexa-2,5-dien-1-iminium chloride
• IUPAC Traditional name: 4-{bis[4-(diethylamino)phenyl]methylidene}-N,N-diethylcyclohexa-2,5-dien-1-iminium chloride
• Synonyms: Ethyl Violet; C.I. 42600; Basic Violet 4; Ethyl purple 6B; ETHYL VIOLET

Database IDs

• CAS Number: 2390-59-2
• EC Number: 219-231-5
• MDL Number: MFCD00011765
• Beilstein Number: 4117566
• PubChem SID: 24845660; 24853715; 162092280
• PubChem CID: 16955
• Color Index Number: 42600

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.058147
• LogD (pH = 7.4): 3.5283227
• Log P: 3.5363588
• Molar Refractivity: 174.4955 cm^3
• Polarizability: 56.951958 Å^3
• Polar Surface Area: 9.49 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble10 mg/mL, very deep purple
• Absorption Wavelength: λmax 595 nm

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: KH2682000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ~80% (N); Dye Content ~80%
• Linear Formula: C31H42N3Cl

DETAILS

MP Biomedicals - 02158016

Dye content: ~80%

Sigma Aldrich - 05025

Other Notes
General histological and pathological stain. Stain for neuroglia1; Detection of spirochaetes in blood2; Stains pancreatic tissue and elastin3; Reagent for the extractive-spectrophotometric determination of anionic surfactants4

Sigma Aldrich - 228842

Packaging
25 g in glass bottle
Application
Ethyl violet is a cationic triarylmethane dye that is the ethyl homolog of crystal violet. It is a general histological and pathological stain. Ethyl violet has been used to stain pancreatic tissue and elastin,1 in the detection of gram negative bacteria,2 and as a reagent for the extractive-spectrophotometric determination of anionic surfactants.3 Ethyl violet induces mitochondrial permeability.4 It has been used in the extraction and spectrophotometric determination of copper.5 Along with the anionic dye zincon, ethyl violet is used in counterion dye of proteins in SDS-polyacrylamide gel electrophoresis.6