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Encyclopedia > Dichlorphenolindophenol
DCPIP
DCPIP
Systematic name 2,6-dichlorophenol-indophenol
Other names 2,5-cyclohexadien-1-one;

dichloroindophenol;
2,6-dichloro-4-[(4-hydroxyphenyl)imino] -2,6-dichloroindophenol;
2,6-Dichloro-4-((4-hydroxyphenyl)imino) -2,5-cyclohexadien-1-one
IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ...

Chemical formula C12H7NCl2O2
Molecular mass 268.1 g mol−1
Density x.xxx g cm−3
Melting point xx.x °C
Boiling point xx.x °C
CAS number [956-48-9]
SMILES O=C(C(Cl)=C2)C(Cl)=C/ C2=NC1=CC=C(O)C=C1
Disclaimer and references

2,6-dichlorophenolindophenol, ( DCPIP ) is a blue chemical compound used as a redox dye. Oxidized DCPIP is blue, reduced DCPIP is colorless. A chemical formula (also called molecular formula) is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... The molecular mass (abbreviated MM) of a substance, formerly also called molecular weight and abbreviated as MW, is the mass of one molecule of that substance, relative to the unified atomic mass unit u (equal to 1/12 the mass of one atom of carbon-12). ... In physics, density is defined as mass m per unit volume V. Mathematically, it is expressed as where, in SI units: ρ (rho) is the density of the substance, measured in kg·m-3 m is the mass of the substance, measured in kg V is the volume of the substance... The melting point of a crystalline solid is the temperature at which it changes state from solid to liquid. ... The boiling point of a substance is the temperature at which it can change its state from a liquid to a gas throughout the bulk of the liquid at a given pressure. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... The simplified molecular input line entry specification or SMILES is a specification for unambiguously describing the structure of chemical molecules using short ASCII strings. ... A chemical compound is a chemical substance consisting of two or more different chemically bonded chemical elements, with a fixed ratio determining the composition. ... A redox indicator (also called an oxidation-reduction indicator or a potentiometric indicator) is an indicator that undergoes a definite colour change at a specific oxidation potential. ... In ring theory, a ring R is said to be reduced if it has no non-zero nilpotent elements. ...


The rate of photosynthesis can be measured by the rate at which this dye is broken down (reduced) when exposed to light in a photosynthetic system. This reaction is reversible, as colorless DCPIP can be reoxidized to blue. It is often used in measurements of the electron transport chain in plants because of its higher affinity for electrons than ferredoxin. For example, it is possible to compare rates of photosynthesis with DPIP. Due to the reductions that occur during the light reactions, DPIP can be substituted for NADPH, the final electron carrier in the light reactions. The light reactions will reduce the DPIP and turn it colorless. As DPIP is reduced and becomes colorless, the following increase in light transmittance can be measured by a spectrophotometer. The Electron Transport Chain. ... Look up affinity in Wiktionary, the free dictionary. ... Ferredoxin is an electron receptor used in both Cyclic and Non cyclic photophosphorylation. ... The leaf is the primary site of photosynthesis in plants. ... Nicotinamide adenine dinucleotide (NAD+) Nicotinamide adenine dinucleotide (NAD) and nicotinamide adenine dinucleotide phosphate (NADP) are two important coenzymes found in cells. ... The first stage of the photosynthetic system is the light-dependent reaction, which converts solar energy into chemical energy. ... In physics, spectrophotometry is the quantitative study of spectra. ...


The reduction of DCPIP


DPIP

DPIP is a redox dye commonly used as a monitor of the light reactions in photosynthesis because it is an electron acceptor that is blue when oxidized and colourless when reduced. DPIP is commonly used as a substitute for NADP+. The dye changes color when it is reduced, due to its chemical structure. The nitrogen atom in the center of the molecule is the atom that accepts electrons, and it changes the double N-C bond to a single bond, which forces bonds between carbons in the entire left ring to change. This microscopic shift in the DPIP structure causes the macroscopic change in color, from dark blue to clear. A redox indicator (also called an oxidation-reduction indicator or a potentiometric indicator) is an indicator that undergoes a definite colour change at a specific oxidation potential. ... The first stage of the photosynthetic system is the light-dependent reaction, which converts solar energy into chemical energy. ... The leaf is the primary site of photosynthesis in plants. ... e- redirects here. ... In ring theory, a ring R is said to be reduced if it has no non-zero nilpotent elements. ... Nicotinamide adenine dinucleotide (NAD+) Nicotinamide adenine dinucleotide (NAD+) and nicotinamide adenine dinucleotide phosphate (NADP) are two important cofactors found in cells. ... Color is an important part of the visual arts. ... Chemical structure refers to the spatial arrangement of atoms in a molecule and the chemical bonds that hold the atoms together. ... General Name, Symbol, Number nitrogen, N, 7 Chemical series nonmetals Group, Period, Block 15, 2, p Appearance colorless gas Atomic mass 14. ... Macroscopic is commonly used to describe physical objects that are measurable and observable by the naked eye. ...


The rate of photosynthesis light-dependent reaction can be measured with this property of DPIP, because one of the stages of the light reaction is an electron transport chain that normally ends with the reduction of NADP+. When DPIP is present, it also gets reduced by the light reaction. The amount of DPIP reduced can be found by measuring the solution's light transmittance with a spectrophotometer. The Electron Transport Chain. ... In physics, spectrophotometry is the quantitative study of spectra. ...


Using DCPIP to determine the concentration of ascorbic acid or Vitamin C in a solution. In chemistry, concentration is the measure of how much of a given substance there is mixed with another substance. ... This article deals with the molecular aspects of ascorbic acid. ... Top: ascorbic acid (reduced form) Bottom: dehydroascorbic acid (oxidized form) Model of a vitamin C molecule. ...


DCPIP is commonly used as an indicator for Vitamin C. If vitamin C, which is a good reducing agent is present , the blue dye, which turns pink in acid conditions and is reduced to a colourless compound by ascorbic acid. Top: ascorbic acid (reduced form) Bottom: dehydroascorbic acid (oxidized form) Model of a vitamin C molecule. ...

 DCPIP (blue) + H+ ----------> DCPIPH (pink) DCPIP (blue) + H+ ----------> DCPIPH (pink) DCPIPH (pink) + VitC ----------> DCPIPH2 (colourless) C6H8O6 + C12H7NCl2O2 ----------> C6H6O6 + C12H9NCl2O2 

In a titration, when all the ascorbic acid in the solution has been used up, there will not be any electrons available to reduce the DCPIPH and the solution will remain pink due to the DCPIPH. The end point is a pink colour that persists for 10 seconds or more.


References

  • Derek Denby, Chemistry Review, May 1996

External links

  • Links to external chemical sources


 
 

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