203579-72-0

Basic information

• Product Name: 2,5-dimethyl-p-benzoquinone-d8
• Synonyms: 2,5-dimethyl-p-benzoquinone-d8
• CAS NO: 203579-72-0
• Molecular Weight: 144.087
• Mol File: 203579-72-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,5-dimethyl-p-benzoquinone-d8(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-dimethyl-p-benzoquinone-d8(203579-72-0)
• EPA Substance Registry System: 2,5-dimethyl-p-benzoquinone-d8(203579-72-0)

Safety Data

• Hazardous Substances Data: 203579-72-0(Hazardous Substances Data)

Upstream product

• 203579-47-9 3,6-dibromo-1,4-dimethoxy-2,5-bis(trideuteriomethyl)benzene 
• 203579-45-7 1,4-dimethoxy-2,5-bis(trideuteriomethyl)benzene 
• 2674-34-2 1,4-dibromo-2,5-dimethoxybenzene 
• 203579-48-0 1,4-dideuterio-2,5-dimethoxy-3,6-bis(trideuteriomethyl)benzene 
• 68408-29-7 <2H9>2,5-dimethylaniline 

Relevant articles and documents

N,N'-dicyanoquinonediimines as a molecular constituent of organic conductors: Vibrational behavior and electron-molecular vibration coupling

The results of a vibrational analysis of neutral N,N'-dicyanoquinonediimine (DCNQI) and of 2,5-X,Y-DCNQI (X=X=Cl; X=Cl, Y=CH3; X=Y=CH3 or CD3) are presented.A sound assignment of the in-plane fundamental vibrational modes is discussed also in terms of a normal coordinate analysis (NCA) based on a modified valence force field.For light and deuterated 2,5-dimethyl-dicyanoquinonediimine (DMDCNQI) the vibrational analysis is extended to the corresponding radical anion.The comparison of the vibrational assignment of neutral and fully ionized species, together with the results of the NCA, leads to the identification of a strong Duschinsky effect, as well as of the frequency shifts relative to the ionization process.The buυ47 fundamental mode (quinoid C=N stretch) is recognized as diagnostic of the degree of charge transfer (CT) for DMDCNQI component units of CT systems.The relative values of the linear electron-molecular vibration (e-mv) coupling constants for the neutral and ionized DMDCNQI molecular structure, evaluated by a spectroscopic version of the complete neglect of differential overlap (CNDO/S) calculation associated with the eigenvectors coming from the NCA, are also reported.The infrared vibronic features of the Ba(DMDCNQI)2 salt are sorted out by exploiting their intensity evolution with the temperature and are interpreted by applying Rice's model for a dimerized linear chain together with the calculated e-mv coupling constants.Furthermore, the visible absorption spectrum of the DMDCNQI radical anion is analyzed and its vibronic structure is attributed to a coupling with the three vibrational modes agυ'5, 1585; υ8, 1290; and υ18, 395 cm-1.The dependence of the vibrational frequencies on ionicity and the vibronic features of the optical spectra are discussed with a view to their application in the investigation of the physical properties and the temperature and/or pressure-dependent phase transitions of conductor based on the DCNQI structure, particularly in the case of the open questions raised by the physical properties of the highly conducting Cu (DMDCNQI)2 salt.

Chemical pressure effect by selective deuteration in the molecular-based conductor, 2,5-dimethyl-N,N'-dicyano-p-benzoquinone immine-copper salt, (DMe-DCNQI)2Cu

The mixed-valence copper salt of DMe-DCNQI91, where DMe-DCNQI=2,5-dimethyl-N,N'-dicyano-p-benzoquinone diimine) is a molecular conductor whose electrical and magnetic properties are quite sensitive to pressure.We have performed selective deuteriation of the molecule 1.By control of the position and number of deuterium atoms, the low-pressure region (ca. 500 bar) in the pressure-temperature phase diagram of (1)2Cu was reproduced at ambient pressure.The equivalency of the deuteriation and pressure effects is explained from steric origins; 'contraction' aroused by the slightly shorter C-D bond (steric isotope effect) and 'constriction' by pressure.