Michler’s ketone

Michler’s ketone structural formula

CAS Number90-94-8
Molecular FormulaC17H20N2O
Molecular Weight268.360
InChI KeyVVBLNCFGVYUYGU-UHFFFAOYSA-N
LogP3.87
Synonyms
  • Michler's ketone
  • Bis[4-(dimethylamino)phenyl]methanone
  • Methanone, bis[4-(dimethylamino)phenyl]-
  • 90-94-8
  • 4,4’-Bis(dimethylamino)benzophenone
  • Methanone, bis[4-(dimethylamino)phenyl]-
  • 4,4'-Bis (dimethylamino) benzophenone
  • 4,4'-Bis(dimethylamino)benzophenon
  • 4,4'-Bis(dimethylamino)benzophenone
  • 4,4'-bis(dimetilamino)benzofenona
  • 4,4'-Bis(N,N-dimethylamino)benzophenone
  • 4,4'-Tetramethyldiaminobenzophenone
  • BENZOPHENONE, 4,4'-BIS(DIMETHYLAMINO)-
  • Bis(4-dimethylaminophenyl) ketone
  • Bis[(4-dimethylamino)phenyl]methanone
  • Bis[p-(N,N-dimethylamino)phenyl] ketone
  • Di(p-dimethylamino)benzophenone
  • N,N,N',N'-Tetramethyl-4,4'-diaminobenzophenone
  • Nisso Cure MABP
  • NSC 9602
  • p,p'-Bis(dimethylamino)benzophenone
  • p,p'-Tetramethyldiaminobenzophenone
  • p,p'-Bis(N,N-dimethylamino)benzophenone
  • Bis(p-(N,N-dimethylamino)phenyl) ketone
  • Bis(p-(N,N-dimethylamino)phenyl)ketone
  • Bis(4-(dimethylamino)phenyl)methanone
  • EINECS 202-027-5
  • Michler ketone
  • p,p'-Michler's ketone
  • NCI-C02006
  • Tetramethyldiaminobenzophenone
  • UNII-3Z2SN6B347

Applications:

HPLC-MS Method for Analysis of Michler’s ketone on Primesep 200 Column

August 18, 2023

High Performance Liquid Chromatography (HPLC) Method for Analysis of Michler’s ketone on Primesep 200 by SIELC Technologies.

Separation type: Liquid Chromatography Mixed-mode

HPLC Method for Analysis of Michler’s ketone on Primesep 100 Column by SIELC Technologies

Michler’s ketone (4,4′-bis(dimethylamino)benzophenone) is a chemical compound used primarily in the synthesis of dyes and pigments. It has the chemical formula C17H17N3O2. The compound is named after the German chemist Viktor Michler, who first prepared it.

Michler’s ketone is synthesized by condensing two equivalents of dimethylaniline with one equivalent of phosgene. The reaction involves the formation of a carbonyl group (C=O) that links two dimethylaniline moieties. The resulting structure features two aromatic rings (benzene rings) connected by a carbonyl group, with dimethylamino groups attached to each aromatic ring.

Michler’s ketone is a valuable intermediate in the dye industry, where it is used to prepare various triarylmethane dyes, including Malachite Green, Methyl Violet, and Crystal Violet. The strong electron-donating properties of the dimethylamino groups make it a useful compound for synthesizing dyes with vibrant and stable colors.

Michler’s ketone can be retained, and analyzed on a Primesep 200 mixed-mode stationary phase column using an isocratic analytical method with a simple mobile phase of water, Acetonitrile (MeCN), and a formic acid as a buffer. This analysis method can be detected in the UV regime at 371 nm.

High Performance Liquid Chromatography (HPLC) Method for Analyses of Michler’s ketone

Condition

ColumnPrimesep 200, 2.1 x 100 mm, 5 µm, 100 A
Mobile PhaseMeCN/H2O – 50/50%
BufferFormic Acid – 0.5%
Flow Rate0.2 ml/min
DetectionUV 371 nm, LCMS SIM 269+
Peak Retention Time7.17 min

Description

Class of CompoundsDiaryl ketones
Analyzing CompoundsMichler’s ketone

Application Column

Primesep 200

Column Diameter: 2.1 mm
Column Length: 100 mm
Particle Size: 5 µm
Pore Size: 100 A

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Application Analytes:
Michler’s ketone

Application Detection:
UV Detection
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.

HPLC Method for Analysis of Michler’s ketone on Primesep 100 Column

August 18, 2023

High Performance Liquid Chromatography (HPLC) Method for Analysis of Michler’s ketone on Primesep 100 by SIELC Technologies.

Separation type: Liquid Chromatography Mixed-mode

HPLC Method for Analysis of Michler’s ketone on Primesep 100 Column by SIELC Technologies

Michler’s ketone (4,4′-bis(dimethylamino)benzophenone) is a chemical compound used primarily in the synthesis of dyes and pigments. It has the chemical formula C17H17N3O2. The compound is named after the German chemist Viktor Michler, who first prepared it.

Michler’s ketone is synthesized by condensing two equivalents of dimethylaniline with one equivalent of phosgene. The reaction involves the formation of a carbonyl group (C=O) that links two dimethylaniline moieties. The resulting structure features two aromatic rings (benzene rings) connected by a carbonyl group, with dimethylamino groups attached to each aromatic ring.

Michler’s ketone is a valuable intermediate in the dye industry, where it is used to prepare various triarylmethane dyes, including Malachite Green, Methyl Violet, and Crystal Violet. The strong electron-donating properties of the dimethylamino groups make it a useful compound for synthesizing dyes with vibrant and stable colors.

Michler’s ketone can be retained, and analyzed on a Primesep 100 mixed-mode stationary phase column using an isocratic analytical method with a simple mobile phase of water, Acetonitrile (MeCN), and a sulfuric acid (H2SO4) buffer. This analysis method can be detected in the UV-Vis regime at 540, 590, and 200 nm.

High Performance Liquid Chromatography (HPLC) Method for Analyses of Pararosaniline, Crystal Violet and Crystal Violet Lactone

Condition

ColumnPrimesep 100, 4.6 x 150 mm, 5 µm, 100 A
Mobile PhaseMeCN/H2O – 60/40%
BufferH3PO4 – 0.1%
Flow Rate1.0 ml/min
DetectionUV 371 nm
Peak Retention Time8.37 min

Description

Class of CompoundsDiaryl ketones
Analyzing CompoundsMichler’s ketone

Application Column

Primesep 100

Column Diameter: 4.6 mm
Column Length: 150 mm
Particle Size: 5 µm
Pore Size: 100 A

Add to cart
Application Analytes:
Michler’s ketone

Application Detection:
UV Detection
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.

HPLC Method for Separation of Michler’s ketone and Crystal Violet on Primesep 100 Column

August 18, 2023

High Performance Liquid Chromatography (HPLC) Method for Analysis of Michler’s ketone, Crystal Violet on Primesep 100 by SIELC Technologies.

Separation type: Liquid Chromatography Mixed-mode

HPLC Method for Separation of Michler’s ketone and Crystal Violet on Primesep 100 Column
HPLC Method for Analysis of Michler’s ketone, Crystal Violet on Primesep 100 Column by SIELC Technologies

Michler’s ketone (4,4′-bis(dimethylamino)benzophenone) is a chemical compound used primarily in the synthesis of dyes and pigments. It has the chemical formula C17H17N3O2. The compound is named after the German chemist Viktor Michler, who first prepared it.

Michler’s ketone is synthesized by condensing two equivalents of dimethylaniline with one equivalent of phosgene. The reaction involves the formation of a carbonyl group (C=O) that links two dimethylaniline moieties. The resulting structure features two aromatic rings (benzene rings) connected by a carbonyl group, with dimethylamino groups attached to each aromatic ring.

Michler’s ketone is a valuable intermediate in the dye industry, where it is used to prepare various triarylmethane dyes, including Malachite Green, Methyl Violet, and Crystal Violet. The strong electron-donating properties of the dimethylamino groups make it a useful compound for synthesizing dyes with vibrant and stable colors.

Michler’s ketone and Crystal Violet can be separated, retained, and analyzed on a Primesep 100 mixed-mode stationary phase column using an isocratic analytical method with a simple mobile phase of water, Acetonitrile (MeCN), and a sulfuric acid (H2SO4) buffer. This analysis method can be detected in the UV-Vis regime at 540, 590, and 200 nm.

High Performance Liquid Chromatography (HPLC) Method for Analyses of Michler’s ketone, Crystal Violet

Condition

ColumnPrimesep 100, 4.6 x 150 mm, 5 µm, 100 A
Mobile PhaseMeCN/H2O – 80/20%
BufferGr H3PO4 – 0.2-0.4%, 10 min
Flow Rate1.0 ml/min
DetectionUV 371, Vis 590 nm
Peak Retention Time3.71, 8.57 min

Description

Class of CompoundsDyes
Analyzing CompoundsMichler’s ketone, Crystal Violet

Application Column

Primesep 100

Column Diameter: 4.6 mm
Column Length: 150 mm
Particle Size: 5 µm
Pore Size: 100 A

Add to cart
Application Analytes:
Crystal Violet
Michler’s ketone

Application Detection:
UV Detection
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.

Separation of Michler’s ketone on Newcrom R1 HPLC column

February 16, 2018
Separation of Michler’s ketone on Newcrom C18 HPLC column

Michler’s ketone can be analyzed by this reverse phase (RP) HPLC method with simple conditions. The mobile phase contains an acetonitrile (MeCN), water, and phosphoric acid. For Mass-Spec (MS) compatible applications the phosphoric acid needs to be replaced with formic acid. Smaller 3 µm particles columns available for fast UPLC applications. This liquid chromatography method is scalable and can be used for isolation impurities in preparative separation. It also suitable for pharmacokinetics.

Application Column

Newcrom R1

The Newcrom columns are a family of reverse-phase-based columns. Newcrom A, AH, B, and BH are all mixed-mode columns with either positive or negative ion-pairing groups attached to either short (25 Å) or long (100 Å) ligand chains. Newcrom R1 is a special reverse-phase column with low silanol activity.

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Application Analytes:
Michler’s ketone
The result was obtained by a proprietary SIELC algorithm. It may deviate from the actual experimental data. The experimental data are available upon request. Contact us by e-mail: support@sielc.com or by phone: 847-229-2629.