The Chlorination of 4-Chloro-2,3,6-trimethylphenol. Some Addition-Reactions of 4,6-Dichlorocyclohexa-2,4-dienones

1990 ◽  
Vol 43 (10) ◽  
pp. 1729 ◽  
Author(s):  
MP Hartshorn ◽  
KA Hayman ◽  
RJ Martyn ◽  
WT Robinson ◽  
J Vaughan ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Acetic Acid ◽  
Nitrogen Dioxide ◽  
Sodium Acetate ◽  
Addition Reactions ◽  
Structure Determinations

Reaction of a mixture of 6-chlorocyclohexa-2,4-dienones (4) and (5) with chlorine in acetic acid gives the tetrachloro ketones (2) and (3), the major products of chlorination of 2,3,6-trimethylphenol (1a) or 4-chloro-2,3,6-trimethylphenol (1b). Reactions of this mixture of 6- chlorocyclohexa-2,4-dienones (4) and (5) in acetic acid with chlorine acetate, chlorine, chlorine in the presence of sodium acetate, and in benzene with nitrogen dioxide are described. -Ray crystal structure determinations are reported for compounds (3), (6)-(8) and (11)-(13).

The Nitration of 4,6-Disubstituted 2-Phenylphenols. Some Structural Studies

1985 ◽  
Vol 38 (4) ◽  
pp. 575 ◽  
Author(s):  
MP Hartshorn ◽  
WT Robinson ◽  
J Vaughan ◽  
JM White
Keyword(s):  
Crystal Structure ◽  
Nitrogen Dioxide ◽  
Structural Studies ◽  
X Ray ◽  
Structure Determinations

Nitration of the bromophenols (4a) and (5a) give products of nitro-debromination . Reaction of 6-methyl-4-nitro-2-phenylphenol (5c) with nitrogen dioxide gives 2-hydroxy-2-phenylcyclohex-3-enones (8) and (9), and probably stereoisomers (10), (20), (21) and (22). The mode of ormation of these compounds is discussed. X-ray crystal structure determinations are reported for compounds (8) and (9).

The Chlorination of Some 4-Chloro-2,6-dimethylphenols. Some Addition Reactions of Substituted 4,6-Dichloro-2,6-dimethylcyclohexa-2,4-dienones

1992 ◽  
Vol 45 (2) ◽  
pp. 337 ◽  
Author(s):  
JLM Gordon ◽  
MP Hartshorn ◽  
RJ Martyn ◽  
WT Robinson ◽  
GJ Wright
Keyword(s):  
Acetic Acid ◽  
Crystal Structures ◽  
Sodium Acetate ◽  
Addition Reactions ◽  
X Ray

Reactions of 4,6-dichlorocyclohexa-2,4dienone (4c) with chlorine in acetic acid and with chlorine in acetic acid containing sodium acetate are described, as are the corresponding reactions for a mixture of the 4,5,6-trichloro-(4b) and 3,4,6-trichloro-cyclohexa-2,4-dienone (5b). X-Ray crystal structures are reported for compounds (3b), (7), (9b), (11) and (13).

Photochemical Nitration by Tetranitromethane. XXXII. Adduct Formation in the Photochemical Reaction of Phenanthrene and Tetranitromethane

1996 ◽  
Vol 49 (4) ◽  
pp. 469
Author(s):  
CP Butts ◽  
L Eberson ◽  
KL Fulton ◽  
MP Hartshorn ◽  
WT Robinson
Keyword(s):  
Crystal Structure ◽  
Charge Transfer ◽  
Nitrogen Dioxide ◽  
Photochemical Reaction ◽  
Charge Transfer Complex ◽  
Major Product ◽  
Adduct Formation ◽  
X Ray ◽  
Structure Determinations ◽  
Ion Recombination

Photolysis of the phenanthrene/tetranitromethane charge-transfer complex yields the triad of phenanthrene radical cation, nitrogen dioxide, and trinitromethanide ion. Recombination of this triad in dichloromethane at 20° gives 9-nitrophenanthrene (1), trans-10-trinitromethyl-9,10-dihydrophenanthren-9-yl nitrate (2a), trans-9-nitro-10-trinitromethyl-9,10-dihydrophenanthrene (2b), and trans-10-trinitromethyl-9,10-dihydrophenanthren-9-ol (2c). Adduct formation is partially suppressed when trifluoroacetic acid (0.7 M) is added to the dichloromethane solvent at 20°, the major product identified being 9-nitrophenanthrene (1). At -20° in dichloromethane, or in acetonitrile at 20°, 10'-nitro-9,9',10,10'-tetrahydro-9,9'-biphenanthren-10-yl nitrate (3) is formed, apparently by reaction of nitrogen dioxide with phenanthrene. X-Ray crystal structure determinations are reported for adducts (2a,b).

The nitration of 2,4-dibromo-3,5,6-trimethylphenol and some reactions of polysubstituted phenols with nitrogen dioxide; X-ray crystal structure of 4-Acetyl-1-bromo-r-3,c-4-epoxy-2,t-5-dimethyl-3,5-dinitrocyclopentene

1983 ◽  
Vol 36 (8) ◽  
pp. 1589 ◽  
Author(s):  
MP Hartshorn ◽  
RJ Martyn ◽  
WT Robinson ◽  
KH Sutton ◽  
J Vaughan ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Acetic Acid ◽  
Nitric Acid ◽  
Nitrogen Dioxide ◽  
Reaction Conditions ◽  
X Ray ◽  
Fuming Nitric Acid

Nitrations of phenols (3a), (3b), (7) and (8) with nitrogen dioxide in cyclohexane give similar patterns of reaction to those with fuming nitric acid in acetic acid. Nitration of 2,4-dibromo-3,5,6-trimethyl- phenol (19) with nitrogen dioxide gives isomeric trinitrocyclohex-3-enones (24), while fuming nitric acid reactions yield either the trinitro ketone (24a) and the cis-dinitro ketone (25) or the C2-epimeric ketones (25) and (26) depending upon the reaction conditions. Some reactions of these products are described, and the X-ray crystal structure of the epoxycyclopentene derivative (30) is reported.

Reactions of 1,4-Dimethyl-4-nitro-cyclohexa-2,5-dien-1-yl Acetates With Nitrogen Dioxide; the Formation of Polynitro Cyclohexenyl Esters

1991 ◽  
Vol 44 (1) ◽  
pp. 43 ◽  
Author(s):  
AD Abell ◽  
MP Hartshorn ◽  
ME Maclennan ◽  
WT Robinson ◽  
GJ Wright
Keyword(s):  
Crystal Structure ◽  
Acetic Anhydride ◽  
Nitrogen Dioxide ◽  
Aromatic Compounds ◽  
X Ray ◽  
Nitrate Esters ◽  
Structure Determinations ◽  
Nitro Aromatic

Reactions of the epimeric 4-nitrocyclohexa-2,5-dienyl acetates (10) and (11) with nitrogen dioxide in acetic anhydride give closely similar mixtures of the nitro aromatic compounds (12)-(15), three polynitro nitrate esters (16)-(18), and two polynitro acetates (19) and (20). X-Ray crystal structure determinations are reported for compounds (16)-(18).

The Nitration of 2,3,4-Tribromo-5,6-dimethylphenol and 3,4-Dibromo-2,5,6-trimethylphenol

1985 ◽  
Vol 38 (1) ◽  
pp. 133 ◽  
Author(s):  
MV Chambers ◽  
MP Hartshorn ◽  
WT Robinson ◽  
J Vaughan
Keyword(s):  
Crystal Structure ◽  
Acetic Acid ◽  
Nitric Acid ◽  
X Ray ◽  
Structure Determinations ◽  
Fuming Nitric Acid

The nitrations of 2,3,4-tribromo-5,6-dimethylphenol (9) and 3,4- dibromo-2,5,6-trimethylphenol (10) with fuming nitric acid in acetic acid give 2,5,6-trinitrocyclohex-3-enones in addition to 6-hydroxy-2,5-dinitrocyclohex-3-enones. X-ray crystal structure determinations are reported for the trinitro ketones (21) and (22), and the hydroxy dinitro ketones (23) and (24).

Crystal structure of the acetic acid solvate of the molybdenum(II) acetate/sodium acetate double salt

1980 ◽  
Vol 33 (8) ◽  
pp. 1847 ◽  
Author(s):  
DL Kepert ◽  
BW Skelton ◽  
AH White
Keyword(s):  
Crystal Structure ◽  
Acetic Acid ◽  
Single Crystal ◽  
Least Squares ◽  
Title Compound ◽  
Sodium Acetate ◽  
Monoclinic Space Group ◽  
X Ray Diffraction ◽  
Space Group ◽  
X Ray

The crystal structure of the title compound, Mo2(O2CCH3)4,Na+ - O2CCH3,HO2CCH3, has been determined by single crystal X-ray diffraction at 295(1) K and refined by least squares to a residual of 0.040 for 1529 'observed' reflections. Crystals are monoclinic, space group I2/c, a 8.251(5), b 18.468(9), c 13.674(6) Ǻ, β 100.25(4)°, Z 4. The compound is shown to have the above stoichiometry, containing the usual binuclear molybdenum(II) acetate cluster together with pairs of hydrogen-bonded acetic acid/acetate units.

The nitration of 4-Nitro- and 4-Bromo-2,6-dimethylphenols; X-Ray Crystal Structures of t-6-Hydroxy-2,6-dimethyl-r-2,4,t-5-trinitrocyclohex-3-enone, r-2,t-6-Dihydroxy-2,6-dimethyl-4,t-5-dinitrocyclohex-3-enone and 4-Bromo-t-6-hydroxy-2,6-dimethyl-r-2,t-5-dinitrocyclohex-3-enone

1985 ◽  
Vol 38 (11) ◽  
pp. 1693 ◽  
Author(s):  
MP Hartshorn ◽  
JM Readman ◽  
WT Robinson ◽  
J Vaughan ◽  
AR Whyte
Keyword(s):  
Acetic Acid ◽  
Nitric Acid ◽  
Nitrogen Dioxide ◽  
Crystal Structures ◽  
X Ray ◽  
Structure Determinations ◽  
Fuming Nitric Acid

The nitration of 2,6-dimethyl-4-nitrophenol (1b), with either fuming nitric acid in acetic acid or nitrogen dioxide in dichloromethane, gives the C2-epimeric hydroxy trinitro ketones (4) and (5), the dinitro phenol (6) and the dihydroxy dinitro ketone (7). The nitration of the 4-bromo phenol (1c) is accompanied by some nitro- debromination and compounds (4), (5) and (13)-(17) are isolated. X-ray structure determinations are reported for compounds (5), (7) and (14).

Synthesis and Caracterization of some New 1H-3-aryl-7-etoxycarbonyl-6-methyl-pyrazolo[5,1-c][1,2,4]triazoles

2008 ◽  
Vol 59 (1) ◽  
pp. 41-44
Author(s):  
Maria-Daniela Sofei ◽  
Maria Ilici ◽  
Valentin Badea ◽  
Carol Csunderlik ◽  
Vasile-Nicolae Bercean
Keyword(s):  
Mass Spectrometry ◽  
Acetic Acid ◽  
Nmr Spectroscopy ◽  
Sodium Acetate ◽  
Glacial Acetic Acid ◽  
Ir And Nmr Spectroscopy

The synthesis of 1H-3-aryl-7-ethoxycarbonyl-6-methyl-pyrazolo[5,1-c][1,2,4]triazoles (2) was carried out by cyclization of 1H-5-arylidenehydrazino-4-ethoxycarbonyl-3-methyl-pyrazoles (1) in the presence of bromine using glacial acetic acid as solvent and sodium acetate as base. The new nine obtained compounds were characterized by IR and NMR spectroscopy and mass spectrometry.

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