Benzoquinone

Benzoquinone structural formula

CAS Number106-51-4
Molecular FormulaC6H4O2
Molecular Weight108.097
InChI KeyAZQWKYJCGOJGHM-UHFFFAOYSA-N
LogP0.2
Synonyms
  • Quinone
  • 1,4-Benzoquinone
  • Cyclohexa-2,5-diene-1,4-dione
  • 2,5-Cyclohexadiene-1,4-dione
  • 106-51-4
  • p-Quinone
  • 2,5-Cyclohexadiene-1,4-dione
  • 1,4-BENZOCHINON
  • 1,4-Cyclohexadienedione
  • BENZOQUINONE
  • BENZOQUINONE, P-
  • Chinone
  • NSC 36324
  • p-Benzochinon
  • p-benzoquinona
  • p-Benzoquinone
  • Stearer PBQ
  • UN 2587
  • Caswell No. 719C
  • EINECS 203-405-2
  • EPA Pesticide Chemical Code 059805
  • NCI-C55845
  • para-Benzoquinone
  • RCRA waste number U197
  • Steara pbq
  • UNII-3T006GV98U
  • 1,4-Benzoquine
  • 1,4-Cyclohexadiene dioxide
  • 1,4-Diossibenzene
  • 1,4-Dioxy-benzol
  • 1,4-Dioxybenzene
  • 2,5-cyclohexadiene-1-4-dione
  • Benzo-chinon
  • Benzoquinone [UN2587]
  • Chinon
  • Cyclohexadiene-1,4-dione
  • Cyclohexadienedione
  • Eldoquin
  • Para-Quinone
  • benzo-1,4-quinone
  • p-Chinon
  • para-benzoquinone

Applications:

HPLC Separation of Haloaromatics and Quinones on Newcrom B Column

February 6, 2020

HPLC Method for Benzoquinone, Hydroquinone, Chlorothalonil, Chloranil, Pentachlorophenol, Tetrachlorohydroquinone on Newcrom B by SIELC Technologies

High Performance Liquid Chromatography (HPLC) Method for Analysis of Benzoquinone, Hydroquinone, Chlorothalonil, Chloranil, Pentachlorophenol, Tetrachlorohydroquinone.

1,4-benzoquinone, also known as para-quinone, is a compound with the formula C6H4O2. It is typically used as a precursor to hydroquinone, which is a reducing agent and antioxidant. It also serves as a dehydrogenation reagent and dienophile in Diels-Alder reactions.

1,4-hydroquinone is an aromatic derivative of benzene with the chemical formula C6H6O2. It is often used in skin whitening, although it has been banned by the United States Food and Drug Administration for over-the-counter use due to being a potential carcinogen. It can cause a variety of disease including but not limited to ochronosis. thyroid follicular cell hyperplasias, mononuclear cell leukemia, and adenomas. Agencies across the world encourage research into other agents to treat hyperpigmentation. You can find detailed UV spectra of hydroquinone and information about its various lambda maxima by visiting the following link.

Chloranil, also known as tetrachloro-1,4-benzoquinone, is a quinone with the chemical formula C6Cl4O2. It is a planar molecule that functions as an oxidant. It serves as a hydrogen acceptor and is more electrophilic than quinone.  Chloranil is used to test for free secondary amines, which is useful to check for the presence of proline derivatives. Commercially, it is a precursor to dyes.

Chlorothalonil is a compound with a variety of uses as a fungicide, wood protectant, pesticide, and acaricide. It is used predominantly on peanuts, potatoes, and tomatoes. Outside of agriculture, it is also used in paints, resins, emulsions, and coatings. It’s chemical formula is C8Cl4N2.

Tetrachlorohydroquinone, also known as TCHQ, is a chlorinated organic compound with the chemical formula C6H2Cl4O2. It is a metabolote of the biocide pentachlorophenol. It causes damage to cells by increasing reactive oxygen species (ROS). It is harmful if swallowed and can cause serious eye damage.

Pentachlorophenol is a manufactured chemical with the chemical formula C6HCl5O. It is most often used as herbicide, insecticide, fungicide, algaecide, and disinfectant. Exposure to it can cause damage to liver, kidney, blood, lungs, eyes, skin, and mouth. It is classified as a probable human carcinogen.

Benzoquinone, Hydroquinone, Chlorothalonil, Chloranil, Pentachlorophenol, Tetrachlorohydroquinone can be retained and analyzed using the Newcrom B stationary phase column. The analysis utilizes an isocratic method with a simple mobile phase consisting of water and acetonitrile (MeCN) with a phosphoric acid buffer. Detection is performed using UV.

Condition

Column Newcrom B, 4.6 x 150 mm, 3 µm, 100 A, dual ended
Mobile Phase MeCN/H2O – 55/45%
Buffer H3PO4 – 0.1%
Flow Rate 1.0 ml/min
Detection UV 200 nm

 

Description

Class of Compounds Haloaromatics, Quinones, Hydrophobic
Analyzing Compounds Benzoquinone, Hydroquinone, Chlorothalonil, Chloranil, Pentachlorophenol, Tetrachlorohydroquinone

Application Column

Newcrom B

Column Diameter: 4.6 mm
Column Length: 150 mm
Particle Size: 3 µm
Pore Size: 100 A
Column options: dual ended

Add to cart
Application Analytes:
Benzoquinone
Chloranil
Chlorothalonil
Hydroquinone
Pentachlorophenol
Tetrachlorohydroquinone

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.

Dewetting Study in Aqueous Conditions

September 18, 2003

Most reversed-phase HPLC columns, such as C18, are incompatible with 100% aqueous mobile phases due to dewetting (collapse) of the stationary phase. Primesep columns combine reversed-phase with polar functional groups which eliminate the problems of dewetting. The Primesep 100 column in this application with an acetonitrile (MeCN, ACN) shows a retention time of 2.5 minutes. In 100% water, the retention time is 3 minutes even after sitting 24 hours in the water mobile phase. On a C18 phase, the analyte retention would have been lost and elution at the void (1.5 minutes) would have resulted.

Condition

Column Primesep 100
Mobile Phase MeCN/H2O
Buffer No
Flow Rate 1.0 ml/min
Detection UV, 270 nm

 

Application Column

Primesep 100

The Primesep family of mixed-mode columns offers a wide variety of stationary phases, boasting unprecedented selectivity in the separation of a broad array of chemical compounds across multiple applications. Corresponding Primesep guard columns, available with all stationary phases, do not require holders. SIELC provides a method development service available to all customers. Inquire about our specially-tailored custom LC-phases for specific separations.

Select options

Primesep C

The Primesep family of mixed-mode columns offers a wide variety of stationary phases, boasting unprecedented selectivity in the separation of a broad array of chemical compounds across multiple applications. Corresponding Primesep guard columns, available with all stationary phases, do not require holders. SIELC provides a method development service available to all customers. Inquire about our specially-tailored custom LC-phases for specific separations.

Select options
Application Analytes:
Benzoquinone

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.