ChemInform Abstract: REACTIONS OF 2,6-DI-TERT-BUTYL-4-METHYLPHENOL WITH NITROGEN DIOXIDE; X-RAY CRYSTAL STRUCTURES OF 2,6-DI-TERT-BUTYL-C-6-HYDROXY-4-METHYL-R-4,C-5-DINITROCYCLOHEX-2-ENONE AND 2,6-DI-TERT-BUTYL-4-METHYL-R-4,C-5,C-6-TRINITROCYCLOHEX-2-ENON

1984 ◽  
Vol 15 (15) ◽  
Author(s):  
M. P. HARTSHORN ◽  
K. H. SUTTON ◽  
J. VAUGHAN
Keyword(s):  
Nitrogen Dioxide ◽  
Crystal Structures ◽  
X Ray ◽  
Tert Butyl

Nitration of 2,3,4,6-Tetramethylphenol and 1,2,3,5-Tetramethylbenzene

1985 ◽  
Vol 38 (4) ◽  
pp. 587 ◽  
Author(s):  
MP Hartshorn ◽  
JM Readman ◽  
WT Robinson ◽  
J Vaughan
Keyword(s):  
Nitric Acid ◽  
Nitrogen Dioxide ◽  
Crystal Structures ◽  
Side Chain ◽  
X Ray ◽  
Fuming Nitric Acid

Nitration of 1,2,3,5-tetramethylbenzene (2a) with fuming nitric acid gives the tetramethylnitrobenzene (22), products of side-chain modification (23)-(27), the rearranged 6,6-dimethylcyclohexenones (8), (28), (29) and (30), and 2,3,4,6-tetramethyl ketone derivatives (10)- (13), (31) and (32). Reaction of 2,3,4,6-tetramethylphenol (7) with nitrogen dioxide gives the hydroxy dinitro ketone (9) in addition to the trinitrocyclohexenones (11)-(14) and (19). X-ray crystal structures are reported for compounds (11), (19), (28), (29), (30) and (32). 1H n.m.r ./stereochemistry correlations are reported for some 2,5-dinitro- and 2,5,6-trinitro-cyclohex-3-enones.

The nitration of pentamethylphenol

1984 ◽  
Vol 37 (7) ◽  
pp. 1489 ◽  
Author(s):  
MP Hartshorn ◽  
WT Robinson ◽  
J Vaughan ◽  
JM White ◽  
AR Whyte
Keyword(s):  
Nitric Acid ◽  
Nitrogen Dioxide ◽  
Crystal Structures ◽  
X Ray ◽  
Fuming Nitric Acid

Nitration of pentamethylphenol (1) with nitrogen dioxide in benzene gives the four possible 2,5,6-trinitrocyclohex-3-enones (6), (7), (8) and (9), three 4,5,6-trinitrocyclohex-2-enones (10), (11) and [(12) or (13)], the 2-hydroxy-5,6-dinitrocyclohex-3-enone (14), quinone (17) and the 4-nitro dienone (3). The fuming nitric acid nitration of pentamethylphenol (1) for 90 h gives most of these products, except that 4-nitratomethyl-2,5,6-trinitrocyclohex-3-eones (21), (22), (23) and (24) are isolated. X-ray crystal structures are reported for compounds (6), (7), (8), (10), (11), (14) and (21).

scholarly journals Azo-linked corner porphyrin systems: synthesis, crystal structures and spectroscopic investigation

2010 ◽  
Vol 14 (06) ◽  
pp. 481-493 ◽  
Author(s):  
Bruno Bašić ◽  
John C. McMurtrie ◽  
Dennis P. Arnold
Keyword(s):  
Crystal Structure ◽  
Crystal Structures ◽  
Spectroscopic Investigation ◽  
The Other ◽  
X Ray ◽  
Tert Butyl ◽  
Dinitro Derivative

1,2-bis[10,15-di(3,5-di-tert-butyl)phenylporphyrinatonickel(II)-5-yl]diazene was synthesised via copper-catalyzed coupling of aminated nickel(II) 5,10-diarylporphyrin ("corner porphyrin") and its X-ray crystal structure was determined. Two different crystals yielded different structures, one with the free meso-positions in a trans-like orientation, and the other with a cis-like disposition. The free meso-positions of the obtained dimer have been further functionalized while the synthesis of a zinc analog has so far been unsuccessful. The X-ray crystal structure of the dinitro derivative of the dinickel(II) azoporphyrin was determined, and the structure showed a cis-like disposition of the nitro groups.

Reactions of 3,4,5-Trimethylbiphenyl and 2,3,4-Trimethylbiphenyl With Nitrogen Dioxide

1990 ◽  
Vol 43 (9) ◽  
pp. 1519 ◽  
Author(s):  
MP Hartshorn ◽  
MC Judd ◽  
RJ Martyn ◽  
WT Robinson ◽  
GJ Wright ◽  
...  
Keyword(s):  
Nitrogen Dioxide ◽  
Crystal Structures ◽  
Nitroaromatic Compounds ◽  
Similar Reaction ◽  
X Ray ◽  
Nitrate Esters ◽  
Elimination Mechanism

Reaction of 3,4,5-trimethylbiphenyl (1) with nitrogen dioxide gives four mononitro compounds (3)-(6) and three dinitro compounds (7)-(9). Similar reaction of 2,3,4-trimethylbiphenyl (2) gives three nitroaromatic compounds (11)-(13), three nitrate esters (14)-(16), and two nitro dienones (17) and (18). Dinitro dienone (17) rearranges in solution to give the corresponding hydroxy nitro dienone (19). The differences between the two sets of products are discussed, and an addition-elimination mechanism is proposed for the mode of formation of the nitro dienones (17) and (18). X-Ray crystal structures are reported for compounds (4) and (19).

The Chlorination of 2-t-Butyl-4-chloro-6-methylphenol. Some Reactions of Chlorine and Nitrogen Dioxide With 6-Chlorocyclohexa-2,4-dienones Derived From 2-t-Butyl-4-chloro-6-methylphenol

1992 ◽  
Vol 45 (4) ◽  
pp. 721 ◽  
Author(s):  
MP Hartshorn ◽  
AD Roddick ◽  
PJ Steel ◽  
GJ Wright
Keyword(s):  
Nitrogen Dioxide ◽  
Crystal Structures ◽  
X Ray

Chlorinations of 2-t-butyl-4-chloro-6-methylphenol(10) and of the mixture of 4,6-dichlorocyclo-hexa-2,ddienones (11) and (12) give the tetrachloro ketones (13)-(15). Reaction of the dichlorocyclohexa-2,4-dienone mixture with nitrogen dioxide gives predominantly dichloro dinitro ketones (17) which rearrange on chromatography to yield the hydroxy dienone (21). X-Ray crystal structures are reported for compounds (13)-(15), (20) and (21).

Reactions of 2,6-Di-t-butyl-4-methylphenol with nitrogen dioxide; X-ray crystal structures of 2,6-Di-t-butyl-c-6-hydroxy-4-methyl-r-4,c-5-dinitrocyclohex-2-enone and 2,6-Di-t-butyl-4-methyl-r-4,c-5,c-6-trinitrocyclohex-2-enone

1983 ◽  
Vol 36 (11) ◽  
pp. 2339 ◽  
Author(s):  
MP Hartshorn ◽  
KH Sutton ◽  
J Vaughan
Keyword(s):  
Nitrogen Dioxide ◽  
Crystal Structures ◽  
X Ray

Reaction of 2,6-di-t-butyl-4-methylphenol (6) with nitrogen dioxide in benzene gives the trinitro ketone (11), but in cyclohexane gives both trinitro ketone (11) and the hydroxy dinitro ketone (12),in addition to the 4-nitro dienone (10). Some reactions and X-ray crystal structures of compounds (11) and (12) are described.

1,1′-Di(tert-butyl)metallocenium Cations. The X-Ray Crystal Structures of [M(C5H4tBu)2]PF6 (M = Fe, Co) and [Co (C5H4t Bu)2]2CoCl4

2000 ◽  
Vol 55 (9) ◽  
pp. 814-820 ◽  
Author(s):  
Max Herberhold ◽  
Yan-Xiang Cheng ◽  
Guo-Xin Jin ◽  
Wolfgang Milius
Keyword(s):  
Crystal Structures ◽  
X Ray ◽  
Tert Butyl ◽  
Transoid Conformation

The hexafluorophosphate salts [Fe(C5H4tBu)2]PF6 (1) and [Co(C5 H4 tBu)2]PF6 (2) crystallize in isotypic structures with centrosymmetric cations which have a staggered (transoid) conformation of the exactly parallel ring ligands (conformational angle τ = 180°). The tetrachlorocobaltate salt, [Co(C5H4tBu)2 ]2 CoCl4 (3), contains one almost eclipsed (τ = 140.4°) and one almost staggered (τ = 101.4°) cobaltocenium cation; in both cases, the cyclopentadienyl ring planes are slightly inclined (by α = 5.4° and 4.1°, respectively) to give more room to the tert-butyl substituents which are bent away from the metal in all three complexes 1 - 3

reactions of 2-t-Butyl-4,6-dimethylphenol, 2,4-Di-t-butyl-6-methylphenol and 2,4,6-Tri-t-butylphenol with Nitrogen Dioxide

1985 ◽  
Vol 38 (1) ◽  
pp. 161 ◽  
Author(s):  
MP Hartshorn ◽  
WT Robinson ◽  
KH Sutton ◽  
J Vaughan
Keyword(s):  
Nitrogen Dioxide ◽  
Crystal Structures ◽  
Similar Reaction ◽  
X Ray

Reaction of 2-t-butyl-4,6-dimethylphenol(10) with nitrogen dioxide in benzene gives the C4-epimeric 4,5,6-trinitrocyclohex-2-enones (13) and (14). In contrast, similar reaction of 2,4-di-t-butyl-6-methyl-phenol (11) gives substituted cyclohex-3-enones, 2,5,6-trinitro ketones (20)- (23), 2-hydroxy-5,6-dinitro ketones (27) and (28) and the 6-hydroxy- 2,5-dinitro ketone (29). Reaction of 2,4,6-tri-t-butylphenol (12) with nitrogen dioxide gives initially the 4-nitro dienone (35), but de-t- butylated products (36) and (37) are formed in long-term reactions. X- ray crystal structures are reported for compounds (13),(14),(21),(22), (23), (27), (28) and (29).

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