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1.
FIG. 1.

FIG. 1. From: Carbon and Hydrogen Isotopic Fractionation during Anaerobic Biodegradation of Benzene.

Biodegradation of benzene in enriched cultures under nitrate-reducing (closed squares, replicates from experiment 1; open squares, replicates from experiment 2), sulfate-reducing (closed triangles, replicates from one experiment), and methanogenic (closed circles, replicates from experiment 1; open circles, replicates from experiment 2) conditions. (A) Concentration of benzene versus time during biodegradation of benzene in enriched cultures. Error bars represent ±5% error on individual benzene concentrations. Note that the scale on the x axis is different for the methanogenic experiment. (B) δ13C of remaining benzene versus fraction of benzene remaining during biodegradation of benzene. The error on the x axis is ±7%, based on the propagation of ±5% error through the equation for the fraction of benzene remaining (concentration at time t/initial concentration). All error bars on δ13C values represent ±0.5‰ (incorporating both accuracy and reproducibility [see text]). The dashed lines represent ±0.5‰ error on the mean δ13C values for all controls. (C) δ2H of remaining benzene versus fraction of benzene remaining during biodegradation of benzene. The error on the x axis is ±7%, based on the propagation of ±5% error through the equation for fraction of benzene remaining (concentration at time t/initial concentration). All error bars on δ2H values represent ±5‰ (incorporating both accuracy and reproducibility [see text]). The dashed lines represent ±5‰ error on the mean δ2H values for all controls.

Silvia A. Mancini, et al. Appl Environ Microbiol. 2003 Jan;69(1):191-198.
2.
Fig. 3

Fig. 3. Benzene adsorption studies.. From: Trace removal of benzene vapour using double-walled metal–dipyrazolate frameworks.

a, Benzene adsorption isotherms of BUT-53 to BUT-58 at 298 K. b, Logarithmic-scale plots of P/P0 to view the benzene adsorption of BUT-53 to BUT-58 at low partial pressure. c, Benzene uptakes of BUT-53 to BUT-58 compared with representative porous sorbents at low relative pressure. d, Benzene breakthrough curves for BUT-55 and Co(BDP) recorded at different relative humidities at 298 K.

Tao He, et al. Nat Mater. 2022;21(6):689-695.
3.
Fig. 6

Fig. 6. From: Evaluation of hybrid solvents featuring choline chloride-based deep eutectic solvents and ethanol as extractants for the liquid–liquid extraction of benzene from n-hexane: towards a green and sustainable paradigm.

a Experimental ternary diagram/tie lines for the n-hexane + benzene + G100 (ChCl:Gly + 0%EtOH) at temperature 303 K and atmospheric pressure. b Experimental ternary diagram/tie lines for the n-hexane + benzene + G80Et20 (ChCl:Gly + 20%EtOH) at temperature 303 K and atmospheric pressure. c Experimental ternary diagram/tie lines for the n-hexane + benzene + G60Et40 (ChCl:Gly + 40%EtOH) at temperature 303 K and atmospheric pressure. d Experimental ternary diagram/tie lines for the n-hexane + benzene + G50Et50 (ChCl:Gly + 50%EtOH) at temperature 303 K and atmospheric pressure. e Experimental ternary diagram/tie lines for the n-hexane + benzene + G40Et60 (ChCl:Gly + 60%EtOH) at temperature 303 K and atmospheric pressure. f Experimental ternary diagram/tie lines for the n-hexane + benzene + G20Et80 (ChCl:Gly + 80%EtOH) at temperature 303 K and atmospheric pressure. g Experimental ternary diagram/tie lines for the n-hexane + benzene + G5Et95 (ChCl:Gly + 95%EtOH) at temperature 303 K and atmospheric pressure

Mohammed Awwalu Usman, et al. Appl Petrochem Res. 2021;11(3):335-351.
4.
Fig. 3

Fig. 3. From: Evaluation of hybrid solvents featuring choline chloride-based deep eutectic solvents and ethanol as extractants for the liquid–liquid extraction of benzene from n-hexane: towards a green and sustainable paradigm.

a Experimental ternary diagram/tie lines for the n-hexane + benzene + E100 (ChCl:EG + 0%EtOH) at temperature 303 K and atmospheric pressure. b Experimental ternary diagram/tie lines for the n-hexane + benzene + E80Et20 (ChCl:EG + 20%EtOH) at temperature 303 K and atmospheric pressure. c: Experimental ternary diagram/tie lines for the n-hexane + benzene + E60Et40 (ChCl:EG + 40%EtOH) at temperature 303 K and atmospheric pressure. d Experimental ternary diagram/tie lines for the n-hexane + benzene + E50Et50 (ChCl:EG + 50%EtOH) at temperature 303 K and atmospheric pressure. e Experimental ternary diagram/tie lines for the n-hexane + benzene + E40Et60 (ChCl:EG + 60%EtOH) at temperature 303 K and atmospheric pressure. f Experimental ternary diagram/tie lines for the n-hexane + benzene + E20Et80 (ChCl:EG + 80%EtOH) at temperature 303 K and atmospheric pressure. g Experimental ternary diagram/tie lines for the n-hexane + benzene + E5Et95 (ChCl:EG + 95%EtOH) at temperature 303 K and atmospheric pressure

Mohammed Awwalu Usman, et al. Appl Petrochem Res. 2021;11(3):335-351.
5.
Fig. 9

Fig. 9. From: Evaluation of hybrid solvents featuring choline chloride-based deep eutectic solvents and ethanol as extractants for the liquid–liquid extraction of benzene from n-hexane: towards a green and sustainable paradigm.

a Experimental ternary diagram/tie lines for the n-hexane + benzene + R100 (ChCl:Ur + 0%EtOH) at temperature 303 K and atmospheric pressure. b Experimental ternary diagram/tie lines for the n-hexane + benzene + R80Et20 (ChCl:Ur + 20%EtOH) at temperature 303 K and atmospheric pressure. c Experimental ternary diagram/tie lines for the n-hexane + benzene + R60Et40 (ChCl:Ur + 40%EtOH) at temperature 303 K and atmospheric pressure. d Experimental ternary diagram/tie lines for the n-hexane + benzene + R50Et50 (ChCl:Ur + 50%EtOH) at temperature 303 K and atmospheric pressure. e Experimental ternary diagram/tie lines for the n-hexane + benzene + R40Et60 (ChCl:Ur + 60%EtOH) at temperature 303 K and atmospheric pressure. f Experimental ternary diagram/tie lines for the n-hexane + benzene + R20Et80 (ChCl:Ur + 80%EtOH) at temperature 303 K and atmospheric pressure. g Experimental ternary diagram/tie lines for the n-hexane + benzene + R5Et95 (ChCl:Ur + 95%EtOH) at temperature 303 K and atmospheric pressure

Mohammed Awwalu Usman, et al. Appl Petrochem Res. 2021;11(3):335-351.
6.
Fig. 1

Fig. 1. Strategies employed for the benzene production.. From: Sustainable production of benzene from lignin.

a Traditional industry route for benzene production. b Natural gas route for benzene production. c Lignin-to-benzene route.

Qinglei Meng, et al. Nat Commun. 2021;12:4534.
7.
Figure 3

Figure 3. From: Effects of benzene, quercetin, and their combination on porcine ovarian cell proliferation, apoptosis, and hormone release.

Effects of benzene, quercetin extract, and their combination on the release of progesterone in cultured porcine ovarian granulosa cells. Parts marked “a” show the effect of quercetin extract (significant difference () between cells cultured without and with quercetin addition at three different levels without benzene), b the effect of benzene (significant difference () between cells cultured with or without benzene for each quercetin dose separately), c the effect of quercetin extract at simultaneous benzene presence (significant difference () between a cell cultured with and without quercetin addition at three different levels with simultaneous benzene addition); effect of benzene alone (20 g mL) is displayed for quercetin dose at 0 g mL.

Adam Tarko, et al. Arch Anim Breed. 2019;62(1):345-351.
8.
Figure 2

Figure 2. From: Effects of benzene, quercetin, and their combination on porcine ovarian cell proliferation, apoptosis, and hormone release.

Effects of benzene, quercetin extract, and their combination on apoptosis in cultured porcine ovarian granulosa cells. Parts marked “a” show the effect of quercetin extract (significant difference () between cells cultured without and with quercetin addition at three different levels without benzene), b the effect of benzene (significant difference () between cells cultured with or without benzene for each quercetin dose separately), and c the effect of quercetin extract at simultaneous benzene presence (significant difference () between a cell cultured with and without quercetin addition at three different levels with simultaneous benzene addition); effect of benzene alone (20 g mL) is displayed for quercetin dose at 0 g mL.

Adam Tarko, et al. Arch Anim Breed. 2019;62(1):345-351.
9.
Figure 4

Figure 4. From: Effects of benzene, quercetin, and their combination on porcine ovarian cell proliferation, apoptosis, and hormone release.

Effects of benzene, quercetin extract, and their combination on the release of oxytocin in cultured porcine ovarian granulosa cells. Parts marked “a” show the effect of quercetin extract (significant difference () between cells cultured without and with quercetin addition at three different levels without benzene), b the effect of benzene (significant difference () between cells cultured with or without benzene for each quercetin dose separately), c the effect of quercetin extract at simultaneous benzene presence (significant difference () between a cell cultured with and without quercetin addition at three different levels with simultaneous benzene addition); effect of benzene alone (20 g mL) is displayed for quercetin dose at 0 g mL.

Adam Tarko, et al. Arch Anim Breed. 2019;62(1):345-351.
10.
Figure 1

Figure 1. From: Effects of benzene, quercetin, and their combination on porcine ovarian cell proliferation, apoptosis, and hormone release.

Effects of benzene, quercetin extract, and their combination on cell proliferation in cultured porcine ovarian granulosa cells. Parts marked “a” show the effect of quercetin extract (significant difference () between cells cultured without and with quercetin addition at three different levels without benzene), b the effect of benzene (significant difference, ) between cells cultured with or without benzene for each quercetin dose separately), and c the effect of quercetin extract with simultaneous benzene presence (significant difference () between a cell cultured with and without quercetin addition at three different levels with simultaneous benzene addition); effect of benzene alone (20 g mL) is displayed for quercetin dose at 0 g mL.

Adam Tarko, et al. Arch Anim Breed. 2019;62(1):345-351.
11.
Figure 5

Figure 5. From: Effects of benzene, quercetin, and their combination on porcine ovarian cell proliferation, apoptosis, and hormone release.

Effects of benzene, quercetin extract, and their combination on the release of prostaglandin F in cultured porcine ovarian granulosa cells. Parts marked “a” show the effect of quercetin extract (significant difference () between cells cultured without and with quercetin addition at three different levels without benzene), b the effect of benzene (significant difference () between cells cultured with or without benzene for each quercetin dose separately), c the effect of quercetin extract at simultaneous benzene presence (significant difference () between a cell cultured with and without quercetin addition at three different levels with simultaneous benzene addition); effect of benzene alone (20 ng  mL) is displayed for quercetin dose at 0 ng  mL

Adam Tarko, et al. Arch Anim Breed. 2019;62(1):345-351.
12.
Fig. 1.

Fig. 1.Methods for the deuteration of benzene:. From: Preparation of Cyclohexene Isotopologues and Stereoisotopomers from Benzene.

a), Prior methods for the selective deuteration of benzene can lead to over-reduction and a mixture of isotopologues. b) The current approach provides access to cyclohexene isotopologues and stereoisotopomers, c) the dearomatized benzene complex WTp(NO)(PMe3)(η2-benzene).

Jacob A. Smith, et al. Nature. ;581(7808):288-293.
13.
Figure 6

Figure 6. From: Unexpected benzene oxidation in collisions with superoxide anions.

Different ways to produce neutral and positive charged benzene diols via O2 collisions with C6H6; ―, single benzene ionization plus O2 Coulomb attraction to produce neutral diol configurations; ―, same process but producing an autoionizing state which decay to the benzene diol cation. ―, double benzene ionization plus Coulomb attraction leading to benzene diol cation formation.

Carlos Guerra, et al. Sci Rep. 2021;11:23125.
15.
Fig 4

Fig 4. Benzene effect on pOBP structure.. From: The porcine odorant-binding protein as molecular probe for benzene detection.

Near-UV CD spectra of pOBP collected at different concentrations of benzene (0–10 μM).

Alessandro Capo, et al. PLoS One. 2018;13(9):e0202630.
17.
Figure 4

Figure 4. From: Benzene oxygenation and oxidation by the peroxygenase of Agrocybe aegerita.

Gas chromatogram of a benzene sample treated with AaeAPO: benzene (1), benzene oxide (2a), and phenol (3). The inset (2b) shows the 70 eV mass spectrum of benzene oxide obtained by LC-MS/MS.

Alexander Karich, et al. AMB Express. 2013;3:5-5.
18.
Figure 4.

Figure 4. From: Effect of Biofuels on Biodegradation of Benzene and Toluene at Gasoline Spill Sites.

Relationship between the anaerobic biodegradation of toluene in groundwater at two ethanol spill sites and the concentration of ethanol in the groundwater, the thermodynamic feasibility for the anaerobic biodegradation of toluene, and the feasibility of benzene degradation. A decrease in the ratio of the concentration of toluene to benzene is considered an indication of toluene biodegradation. Solid symbols in panels (d) and (f) are exceptions; see text for description. (a) Ratio of toluene to benzene at Montvale site, (b) ratio of toluene to benzene at Berryville site, (c) toluene at Montvale site, (d) toluene at Berryville Site, (e) benzene at Montvale site, (f) benzene at Berryville site.

John T. Wilson, et al. Ground Water Monit Remediat. ;36(4):50-61.
19.
Figure 2

Figure 2. Reaction of 2 with benzene.. From: A Diels–Alder super diene breaking benzene into C2H2 and C4H4 units.

Products , and observed in the reaction between and benzene.

Yusuke Inagaki, et al. Nat Commun. 2014 Jan 8;5:3018.
20.
Figure 3

Figure 3. Dependence of the superconducting transition temperature on the number of benzene rings.. From: Superconductivity above 30 K in alkali-metal-doped hydrocarbon.

Tc increases from 5 K for Kxphenanthrene with three benzene rings to 18 K for Kxpicene with five benzene rings, and up to 33.1 K for Kxdibenzopentacene with seven benzene rings, shows linear relativity to the number of benzene rings.

Mianqi Xue, et al. Sci Rep. 2012;2:389.

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