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[ CAS No. 117745-41-2 ] {[proInfo.proName]}

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Chemical Structure| 117745-41-2
Chemical Structure| 117745-41-2
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Product Details of [ 117745-41-2 ]

CAS No. :117745-41-2 MDL No. :MFCD06654379
Formula : C22H16Br2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :UOJOTOKUVNPQNZ-UHFFFAOYSA-N
M.W : 472.17 Pubchem ID :2794073
Synonyms :

Safety of [ 117745-41-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 117745-41-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 117745-41-2 ]

[ 117745-41-2 ] Synthesis Path-Downstream   1~31

  • 1
  • [ 65283-60-5 ]
  • [ 77-78-1 ]
  • [ 117745-41-2 ]
YieldReaction ConditionsOperation in experiment
80% With potassium carbonate In acetonitrile
With alkaline solution
  • 2
  • [ 5111-65-9 ]
  • [ 117745-41-2 ]
YieldReaction ConditionsOperation in experiment
98% With boron trifluoride diethyl etherate; bis-[(trifluoroacetoxy)iodo]benzene In dichloromethane at -40℃; for 1.5h;
76% With boron trifluoride diethyl etherate; thallium(III) trifluoroacetate In acetonitrile Ambient temperature;
  • 3
  • [ 117745-41-2 ]
  • [ 1066-54-2 ]
  • [ 336614-72-3 ]
YieldReaction ConditionsOperation in experiment
70% With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine In toluene at 80℃; for 14h;
  • 4
  • [ CAS Unavailable ]
  • [ 117745-41-2 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
42% With sodium acetate In N,N-dimethyl acetamide at 140℃; for 48h;
  • 5
  • [ 117745-41-2 ]
  • [ 288105-04-4 ]
  • [ 389627-18-3 ]
YieldReaction ConditionsOperation in experiment
42% With sodium hydrogencarbonate In tetrahydrofuran at 75℃; for 48h;
  • 6
  • [ 74866-27-6 ]
  • [ 927-63-9 ]
  • C32H34N2O2(2+)*2BF4(1-) [ No CAS ]
  • 7
  • [ 117745-41-2 ]
  • [ 864453-50-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C 1.2: tetrahydrofuran; hexane / 1 h / -78 - 20 °C 1.3: 75 percent / tetrafluoroboric acid / tetrahydrofuran; hexane; diethyl ether / -78 - 20 °C 2.1: 91 percent / water / tetrahydrofuran / 2 h / 55 °C
  • 8
  • [ 117745-41-2 ]
  • [ 864453-52-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C 1.2: tetrahydrofuran; hexane / 1 h / -78 - 20 °C 1.3: 75 percent / tetrafluoroboric acid / tetrahydrofuran; hexane; diethyl ether / -78 - 20 °C 2.1: 91 percent / water / tetrahydrofuran / 2 h / 55 °C 3.1: 34 percent / butan-1-ol; benzene / 6.42 h / Heating
  • 9
  • [ 117745-41-2 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: 70 percent / Pd(PPh3)4; CuI; HN(iPr)2 / toluene / 14 h / 80 °C 2.1: n-BuLi; Cp2ZrCl2 / tetrahydrofuran / 12 h / 20 °C 2.2: 0.500 g / benzoic acid / toluene / 14 h / 20 °C
  • 10
  • [ CAS Unavailable ]
  • [ 128532-25-2 ]
  • [ 128532-27-4 ]
  • [ 2960-93-2 ]
  • [ 117745-41-2 ]
  • [ 502962-61-0 ]
YieldReaction ConditionsOperation in experiment
83.6% With hydrogenchloride; sodium hydrogen sulfate; bromine; magnesium In tetrahydrofuran; chloroform; water; 1-Bromooctadecane 2 A: Embodiment 2 A: Synthesis of 6,6'-dioctadecyl-2,2'-dimethoxy-1,1'-binaphthyl 4 ml of bromine was dropped into a dichloromethane solution containing 10 g of 2,2'-dimethoxy-1,1'-binaphthyl (S isomer) over a 20 minutes period in a 0° C. nitrogen atmosphere, and allowed to stir for 30 minutes. 60 ml of 20% NaHSO3 were then added to decompose the unreacted bromine. 200 ml of water were added to the reaction solution and after vigorous stirring, the solution was filtered with a glass filter with the residue then washed with methylene chloride (1). After separating off the mother liquor, the organic phase was evaporated under reduced pressure. 20 ml of chloroform were added to the residue, filtered, and washed with chloroform(2). The filtrate was evaporated and purified with column chromatography (silica gel, chloroform/hexane) (3). As a result of NMR and mass spectroscopy, (1), (2) and (3) were all the target substances. The amount obtained was 12.8 g and the yield was 83.6% (Compound 1). 80 ml of dry ether were added to 1.65 g of magnesium and a solution in which 22 g of stearyl bromide were dissolved in 60 ml of ether in a nitrogen atmosphere was slowly dropped in. Following dropping, the solution was cooled after refluxing while heating for 1 hour. A suspension of 4 g of Compound 1 and 320 mg of dichloro[1,3-bis(diphenylphosphine)propane]nickel in 150 ml of ether were added and refluxed for 2 hours. After cooling down 50 ml of water and 70 ml of 1N hydrochloric acid were added. After stirring for 1 hour, extracted with 200 ml of 0.5N hydrochloric acid and 400 ml of chloroform. The organic layer was dried and evaporated under reduced pressure and purified with column chromatography (silica gel, chloroform/hexane) to get the pure reaction product. The amount obtained was 5.4 mg and the yield was 78% ([a]D =+9.05(c=1.05 in THF) (Compound 2).
  • 11
  • [ 117745-41-2 ]
  • [ 146796-00-1 ]
  • [ 1072134-82-7 ]
YieldReaction ConditionsOperation in experiment
35% Stage #1: (±)-6,6′-dibromo-2,2′-dimethoxy-1,1′-binaphthalene With n-butyllithium In tetrahydrofuran; pentane at -78℃; for 3h; Stage #2: 5'-bromo-5-methyl-2,2'-bithiophene With zinc(II) chloride In tetrahydrofuran; pentane for 30h; Heating; Further stages.;
  • 12
  • [ 117745-41-2 ]
  • [ 201802-67-7 ]
  • [ 1629277-82-2 ]
YieldReaction ConditionsOperation in experiment
54% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 90℃; Inert atmosphere; 2.1 6,6'-Bis[4''-(diphenylamino)phenyl]-2,2'-dimethoxy-1,1'-binaphthyl (4) A mixture of 1 (0.501 g, 1.06 mmol), 2 (0.650 g, 2.23 mmol) and Pd(PPh3)4 (40 mg) in THF (30 mL), and a K2CO3 aqueous solution (2 M, 10 mL) were heated to reflux under N2 overnight. The reaction mixture was extracted with dichloromethane (3 ϰ 50 mL) and water (100 mL), and the organic phase was separated, dried over anhydrous MgSO4, filtered and evaporated to give the crude product. Further purification by column chromatography gave the pure product 4 as a white powder (0.461 g, 0.576 mmol, 54%). 1H NMR (CDCl3, 500 MHz, 298 K): δ 8.02 (d, 4H, ArH), 7.55 (d, 4H, ArH), 7.48 (d, 4H, ArH), 7.29-7.12 (m, 22H, ArH), 7.03 (t, 4H, ArH), 3.80 (s, 6H, CH3) ppm. 13C (CDCl3, 75 MHz, 298 K): δ 56.8, 114.5, 119.7, 122.9, 123.7, 124.1, 124.4, 125.7, 127.3, 127.6, 129.2, 129.5, 131.9, 132.9, 133.5, 147.2, 147.6, 155.2 ppm. Ms m/z: 800.3 [M]+ (calcd: 800.34). Anal. calcd (%) for C58H44N2O2: C, 86.07; H, 5.54; N, 3.50. Found: C, 86.15; H, 5.60; N, 3.55.
  • 13
  • [ 25069-74-3 ]
  • [ 117745-41-2 ]
  • [ 1629277-83-3 ]
YieldReaction ConditionsOperation in experiment
0.375 g With palladium diacetate; tetra(n-tert-butyl)ammonium bromide; potassium carbonate In N,N-dimethyl-formamide at 110℃; for 36h; Inert atmosphere; 2 6,6'-bis[4''-(diphenylamino)phenylvinyl]-2,2'-dimethoxy-1,1'-binaphthyl (5) A mixture of 1 (0.501 g, 1.06 mmol), 3 (0.610 g, 2.23 mmol), K2CO3 (1.46 g, 10.6 mmol), tBu4NBr (0.32 g, 0.10 mmol) and Pd(OAC)2 (25 mg, 0.11 mmol) in dry DMF (5 mL) was heated at 110 °C under N2 for 36 h. The reaction mixture was cooled to room temperature, quenched with water (100 mL) and extracted with CH2Cl2 (3 ϰ 50 mL). The organic phase was dried over anhydrous MgSO4, filtered and evaporated to give the crude product, which was further purified by column chromatography to give the pure product 5 as a white solid (0.375 g, 0.439 mmol, 41%). 1H NMR (CDCl3, 500 MHz, 298 K): δ 7.96 (d, 2H, ArH), 7.86 (s, 2H, ArH) 7.48-7.38 (m, 8H, ArH), 7.28-7.23 (m, 4H, ArH), 7.12-7.00 (m, 22H, ArH), 6.70-6.90 (d, 4H, =CH), 3.78 (s, 6H, CH3) ppm. 13C (CDCl3, 75 MHz, 298 K): δ 56.9, 114.7, 119.6, 122.8, 124.0, 124.4, 125.8, 127.8, 129.2, 129.5, 129.6, 133.0, 135.1, 135.7, 146.9, 147.7, 155.0 ppm. Ms m/z: 853.3 [M]+ (calcd: 852.37). Anal. calcd (%) for C62H48N2O2: C, 87.29; H, 5.67; N, 3.28. Found: C, 87.35; H, 5.80; N, 3.11.
  • 14
  • [ 2960-93-2 ]
  • [ 117745-41-2 ]
YieldReaction ConditionsOperation in experiment
100% With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In dichloromethane at 20℃; for 24h; Inert atmosphere; 1 Bromination of 6,6'positions of 2,2'-dimethoxy-1,1'-binaphthyl (a) Under a nitrogen atmosphere, Compound (a) (1000mg, 3.181mmol) and N,N'-dibromo-5,5-dimethylhydantoin (DBH) (1909.9mg, 6.680mmol) the dist. CH2Cl2 (40 mL) was dissolved, and the mixture was stirred for 24 hours at room temperature. After completion of the reaction, the reaction mixture was quenched with 5 wt% aqueous solution of sodium sulfate, the aqueous layer was extracted with CH2Cl2. The combined organic layers were washed with saturated aqueous sodium chloride solution, dried over MgSO4, filtered, concentrated to afford the desired compound (b) (1501mg, 100%).
  • 15
  • [ 117745-41-2 ]
  • [ 1418763-90-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; bismuth(lll) trifluoromethanesulfonate / dichloromethane / 10 h / 20 °C / Inert atmosphere 2: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 24 h / 100 °C / Inert atmosphere
  • 16
  • [ 117745-41-2 ]
  • [ 1418763-91-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; bismuth(lll) trifluoromethanesulfonate / dichloromethane / 10 h / 20 °C / Inert atmosphere 2: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 24 h / 100 °C / Inert atmosphere
  • 17
  • [ 117745-41-2 ]
  • [ 1418763-92-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; bismuth(lll) trifluoromethanesulfonate / dichloromethane / 10 h / 20 °C / Inert atmosphere 2: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 24 h / 100 °C / Inert atmosphere
  • 18
  • [ 117745-41-2 ]
  • [ 1418763-93-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; bismuth(lll) trifluoromethanesulfonate / dichloromethane / 10 h / 20 °C / Inert atmosphere 2: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 27 h / 100 °C / Inert atmosphere 3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / diethyl ether / 22 h / 0 - 60 °C / Inert atmosphere
  • 19
  • [ 117745-41-2 ]
  • [ 1418763-94-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; bismuth(lll) trifluoromethanesulfonate / dichloromethane / 10 h / 20 °C / Inert atmosphere 2: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 27 h / 100 °C / Inert atmosphere 3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / diethyl ether / 22 h / 0 - 60 °C / Inert atmosphere 4: boron tribromide / dichloromethane / 2 h / -78 - 0 °C / Inert atmosphere
  • 20
  • [ 117745-41-2 ]
  • [ 1418763-95-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; bismuth(lll) trifluoromethanesulfonate / dichloromethane / 10 h / 20 °C / Inert atmosphere 2: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 27 h / 100 °C / Inert atmosphere 3: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 24 h / 80 °C / Inert atmosphere; Sealed tube
  • 21
  • [ 117745-41-2 ]
  • [ 1418763-96-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; bismuth(lll) trifluoromethanesulfonate / dichloromethane / 10 h / 20 °C / Inert atmosphere 2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 27 h / 100 °C / Inert atmosphere 3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / diethyl ether / 22 h / 0 - 60 °C / Inert atmosphere 4.1: boron tribromide / dichloromethane / 2 h / -78 - 0 °C / Inert atmosphere 5.1: potassium <i>tert</i>-butylate / tetrahydrofuran / 0.67 h / 70 °C / Inert atmosphere 5.2: 18.5 h / 70 °C / Inert atmosphere
  • 22
  • [ 117745-41-2 ]
  • [ 1418763-97-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1.1: 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; bismuth(lll) trifluoromethanesulfonate / dichloromethane / 10 h / 20 °C / Inert atmosphere 2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 27 h / 100 °C / Inert atmosphere 3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / diethyl ether / 22 h / 0 - 60 °C / Inert atmosphere 4.1: boron tribromide / dichloromethane / 2 h / -78 - 0 °C / Inert atmosphere 5.1: potassium <i>tert</i>-butylate / tetrahydrofuran / 0.67 h / 70 °C / Inert atmosphere 5.2: 18.5 h / 70 °C / Inert atmosphere 6.1: bis(tetrabutylammonium) hexachloroplatinate(IV); trichlorosilane / dichloromethane; diethyl ether / 48 h / 0 - 20 °C / Inert atmosphere 6.2: 12 h / 0 - 20 °C / Inert atmosphere
  • 23
  • [ 117745-41-2 ]
  • [ 1418763-85-5 ]
YieldReaction ConditionsOperation in experiment
93% With bismuth(lll) trifluoromethanesulfonate; 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione In dichloromethane at 20℃; for 10h; Inert atmosphere; 2 Iodination of 6,6'-positions of 3,3'-dibromo-2,2'-dimethoxy-1,1'-binaphthyl (b) Under a nitrogen atmosphere, Compound (b) (1419.1mg, 3.005mmol), N,N'-diiodo-5,5'-dimethylhydantoin (DIH) (1712.8mg, 4.508mmol) and bismuth(III) triflate ( 197.2mg, 0.3005mmol) was dissolved in dist. CH2Cl2 (40mL), and this mixture was stirred at room temperature for 10 hours. After completion of the reaction, the reaction mixture was quenched with 5 wt% sodium scan sulfate aqueous solution, the aqueous layer was extracted with CH2Cl2. The combined organic layers were washed with saturated aqueous sodium chloride solution and saturated aqueous sodium carbonate, dried over MgSO4, filtered, concentrated to obtain a crude product. Silica gel column chromatography (CHCl3) crude product obtained by venting the origin, to give the desired compound (c) (2175.9mg, 93%).
  • 24
  • [ 117745-41-2 ]
  • [ 1418763-87-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; bismuth(lll) trifluoromethanesulfonate / dichloromethane / 10 h / 20 °C / Inert atmosphere 2: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 27 h / 100 °C / Inert atmosphere
  • 25
  • [ 117745-41-2 ]
  • [ 1418763-88-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; bismuth(lll) trifluoromethanesulfonate / dichloromethane / 10 h / 20 °C / Inert atmosphere 2: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 24 h / 100 °C / Inert atmosphere
  • 26
  • [ 117745-41-2 ]
  • [ 1418763-89-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; bismuth(lll) trifluoromethanesulfonate / dichloromethane / 10 h / 20 °C / Inert atmosphere 2: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 24 h / 100 °C / Inert atmosphere
  • 27
  • [ 1630723-98-6 ]
  • [ 117745-45-6 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
76% With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 24h; Inert atmosphere; Reflux;
  • 28
  • [ 1631992-85-2 ]
  • [ 117745-41-2 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
76% With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 24h; Inert atmosphere; Reflux;
  • 29
  • [ 27607-77-8 ]
  • [ 117745-41-2 ]
  • [ 2374887-13-3 ]
YieldReaction ConditionsOperation in experiment
43% With bis-[(trifluoroacetoxy)iodo]benzene In dichloromethane at 28 - 30℃; for 1h; Inert atmosphere;
  • 31
  • [ 117745-41-2 ]
  • [ 201802-67-7 ]
  • [ 1629277-82-2 ]
  • [ 2902607-26-3 ]
YieldReaction ConditionsOperation in experiment
1: 29% 2: 26% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 70℃; for 24h; Inert atmosphere;
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