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[ CAS No. 32870-98-7 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 32870-98-7
Chemical Structure| 32870-98-7
Chemical Structure| 32870-98-7
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Product Details of [ 32870-98-7 ]

CAS No. :32870-98-7 MDL No. :MFCD05664210
Formula : C16H10 Boiling Point : -
Linear Structure Formula :- InChI Key :FMKVRRYQWWPOAL-UHFFFAOYSA-N
M.W :202.25 Pubchem ID :182098
Synonyms :

Calculated chemistry of [ 32870-98-7 ]

Physicochemical Properties

Num. heavy atoms : 16
Num. arom. heavy atoms : 14
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 0.0
Num. H-bond donors : 0.0
Molar Refractivity : 69.39
TPSA : 0.0 Ų

Pharmacokinetics

GI absorption : Low
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.22 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.74
Log Po/w (XLOGP3) : 4.67
Log Po/w (WLOGP) : 4.05
Log Po/w (MLOGP) : 5.6
Log Po/w (SILICOS-IT) : 4.73
Consensus Log Po/w : 4.36

Druglikeness

Lipinski : 1.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -4.68
Solubility : 0.00419 mg/ml ; 0.0000207 mol/l
Class : Moderately soluble
Log S (Ali) : -4.4
Solubility : 0.0081 mg/ml ; 0.0000401 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -5.84
Solubility : 0.000295 mg/ml ; 0.00000146 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 1.76

Safety of [ 32870-98-7 ]

Signal Word:Danger Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H318-H413 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 32870-98-7 ]

* 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 [ 32870-98-7 ]

[ 32870-98-7 ] Synthesis Path-Downstream   1~79

  • 3
  • 2-Formyl-1-chlorvinylphenanthren [ No CAS ]
  • [ 32870-98-7 ]
  • 5
  • dimethylhydroxymethyl-9-phenanthrylacetylene [ No CAS ]
  • [ 32870-98-7 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; In toluene; at 120℃; for 0.5h; 1.75 g (6.7 mmol) of Dimethylhydroxymethyl-9-phenanethrylacetylene and 282 mg (7.1 mmol) of NaOH (KISHIDA CHEMICAL CO., Ltd., 0.7 mm granular, 98%) were placed in a 50 mL two-neck flask equipped with a reflux condenser and the air inside the flask was replaced with Ar. 34 mL of toluene was added thereto and the mixture was refluxed at 120C for 1.5 hours. Toluene was added to the reaction mixture and the mixture was washed with a saturated aqueous ammonium chloride solution and dried over magnesium sulfate. The solvent was distilled off under reduced pressure by an evaporator. The crude reaction product was purified by column chromatography (Hexane/AcOEt=15/1) using silica gel. The resulting orange-color solid was dissolved in 10 ml of hexane at 60C, the insolubles were filtered off, and then the filtrate was cooled to give 9-phenanethrylethyne as a yellow solid (0.61 g, yield: 450). 1H-NMR (300 MHz, CDCl3) delta: 8.64-8.71 (m, 2H), 8.43-8.50 (m, 1H), 8.02 (s, 3H), 7.83-7.86 (m, 1H), 7.57-7.73 (m, 3H), 3.47 (s, 1H) [MS] EI (m/z): 202 (M+-1), CI (m/z): 203 (MH+)
  • 7
  • [ 32870-98-7 ]
  • [ 615-43-0 ]
  • [ 855748-99-1 ]
  • 8
  • [ 14243-64-2 ]
  • [ 32870-98-7 ]
  • 9-phenanthrylethynyl(triphenylphosphine)gold [ No CAS ]
YieldReaction ConditionsOperation in experiment
99% With sodium ethanolate; In ethanol; at 20℃; for 17h; Under an argon atmosphere, Au(PPh3)Cl (445 mg, 0.90 mmol), 9-anthnylethyne (273 mg, 1.35 mmol) and ethanol (18 ml) were added to a 20 ml Schlenk tube, and then sodium ethoxide (371 mul, 0.945 mmol: 2.55 mol/L (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 17 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with ethanol (12 mlx three times), water (12 ml× three times) and ethanol (6 mlx three times), followed by drying under vacuum to give 0.59 g of the desired compound as a pale yellow powder (yield: 99%). 1H-NMR (400 MHz, CDCl3) delta: 8.76-8.79 (d, 1H), 8.61-8.67 (m, 2H), 8.05 (s, 1H), 7.67-7.82 (m, 1H), 7.45-7.67 (m, 19H) (FAB-MS) (M/Z): 661 (M+H)+ Luminescence analysis: (CHCl3, 77K, Ex250nm) lambda (nm): 380, 522, 532, 568 Elemental analysis: Found C: 61.64, H: 3.53 Theoretical C: 61.83, H: 3.66
  • 9
  • [ 32870-98-7 ]
  • [ 622-79-7 ]
  • C23H17N3 [ No CAS ]
  • 10
  • [ 90965-06-3 ]
  • [ 4707-71-5 ]
  • [ 32870-98-7 ]
  • 11
  • [ 32870-98-7 ]
  • [ 1066-54-2 ]
  • C21H18Si [ No CAS ]
  • 15
  • [ 16331-54-7 ]
  • [ 32870-98-7 ]
  • 16
  • [ 32870-98-7 ]
  • [ 61613-20-5 ]
  • [ 855749-04-1 ]
  • 17
  • [ 475640-18-7 ]
  • [ 32870-98-7 ]
  • [ 1131594-05-2 ]
  • 18
  • NiBr(η(5)-cyclopentadienyl)(triphenylphosphine-P) [ No CAS ]
  • [ 32870-98-7 ]
  • [ 870447-29-3 ]
  • 19
  • [ 32870-98-7 ]
  • [ 1094602-68-2 ]
  • 1-(9'-phenanthryl)-9,10-benzophenanthrene [ No CAS ]
  • 20
  • [ 32870-98-7 ]
  • [ 1094602-68-2 ]
  • 1-(9'-phenanthryl)-9,10-benzophenanthrene [ No CAS ]
  • 9-[3,5-di(phenanthren-9-yl)phenyl]phenanthrene [ No CAS ]
  • 21
  • [ 32870-98-7 ]
  • [ 1143526-53-7 ]
  • [ 1143526-52-6 ]
  • (1Z)-1,3-di(9-phenanthrenyl)-3-(9-phenanthrenylethynyl)-1,3-butadiene [ No CAS ]
  • 22
  • [ 1146410-49-2 ]
  • [ 32870-98-7 ]
  • [ 1146410-63-0 ]
  • 23
  • [ 32870-98-7 ]
  • [ 145483-66-5 ]
  • [ 1146410-43-6 ]
  • 24
  • [ 24886-73-5 ]
  • [ 32870-98-7 ]
  • [ 1188337-90-7 ]
  • 25
  • C33H36O2Si [ No CAS ]
  • [ 32870-98-7 ]
  • C49H46O2Si [ No CAS ]
  • 26
  • [ 32870-98-7 ]
  • [ 1258865-76-7 ]
  • [ 1258865-87-0 ]
  • 27
  • [ 32870-98-7 ]
  • [ 68-12-2 ]
  • [ 1260421-73-5 ]
  • 28
  • {(copper)2(μ-bis(diphenylphosphino)methane)2(MeCN)2}{BF4}2 [ No CAS ]
  • [ 32870-98-7 ]
  • [Cu3(bis(diphenylphosphanyl)methane)3(phenanthren-9-ylethinyl)2]BF4 [ No CAS ]
  • 29
  • [ 32870-98-7 ]
  • [ 1257399-28-2 ]
  • [ 1257399-38-4 ]
  • 30
  • [ 32870-98-7 ]
  • [ 134856-58-9 ]
  • [ 1257399-30-6 ]
  • 31
  • [ 84201-43-4 ]
  • [ 32870-98-7 ]
  • [ 1272632-73-1 ]
  • 32
  • [ 32870-98-7 ]
  • [ 1266490-75-8 ]
  • [ 1266490-76-9 ]
  • 33
  • [ 32870-98-7 ]
  • [ 1266490-77-0 ]
  • 34
  • [ 32870-98-7 ]
  • [ 1266490-78-1 ]
  • 35
  • [ 32870-98-7 ]
  • [ 1266490-79-2 ]
  • 36
  • [ 32870-98-7 ]
  • [ 1266490-80-5 ]
  • 37
  • [ 32870-98-7 ]
  • C32H25IOP(1+)*BF4(1-) [ No CAS ]
  • [ 1262381-20-3 ]
  • [5-(9-phenanthryl)-2-phenyl-3-furyl](triphenyl)phosphonium tetrafluoroborate [ No CAS ]
  • 38
  • 1,1’-bis(trimethylsilylethynyl)ferrocene [ No CAS ]
  • [ 32870-98-7 ]
  • C2C5H4FeC5H4C2 [ No CAS ]
  • [ 1294009-62-3 ]
  • 39
  • [ 32870-98-7 ]
  • [ 1315457-58-9 ]
  • [ 1315457-87-4 ]
  • 40
  • [ 12078-25-0 ]
  • [ 32870-98-7 ]
  • [ 7704-34-9 ]
  • [(η5-cyclopentadienyl)Co(S2C2(9-phenanthryl)(H))] [ No CAS ]
  • 41
  • [ 32870-98-7 ]
  • [ 157017-41-9 ]
  • [ 1311312-27-2 ]
  • 42
  • [ 32870-98-7 ]
  • [ 157017-41-9 ]
  • [ 1311312-45-4 ]
  • 43
  • [ 32870-98-7 ]
  • [ 106-49-0 ]
  • [ 1332850-84-6 ]
  • 44
  • [ 482305-57-7 ]
  • [ 32870-98-7 ]
  • [Cr(1,4,8,11-tetraazacyclotetradecane)(CCC14H9)2]OTf*H2O [ No CAS ]
  • 45
  • [ 887144-97-0 ]
  • [ 32870-98-7 ]
  • [ 1361988-17-1 ]
YieldReaction ConditionsOperation in experiment
91% With copper(l) iodide; 1,10-Phenanthroline; potassium hydrogencarbonate; In dichloromethane; at 20℃; for 18h;Inert atmosphere; General procedure: In a glovebox, CuI (0.04 mmol), Phen(0.08 mmol), base (0.40 mmol) and electrophilic trifluoromethylating reagent (0.30 mmol) were added to a Schlenk tube that was equipped with a stirring bar. Freshly distilled solvent (1.4 mL) was added into this tube. Terminal alkynes (0.20 mmol) in the same solvent (1.6 mL) was added into a small vial. Both the tube and the vial were capped with a septum and taken out. The solution of alkyne was added to the tube over 6 h by using a syringe pump under Ar atmosphere (1 atm). After addition, the reaction mixture was kept for another 18 h at room temperature. Aqueous phase was extracted with CH2Cl2 and the combined organic extracts were dried over anhydrous Na2SO4, and concentrated in vacuo. The product was purified by flash chromatography on silica gel with petroether. NMR yield was determined by 19F NMR using trifluorobenzene as an internal standard before working up the reaction.
  • 46
  • [ 32870-98-7 ]
  • [ 90-02-8 ]
  • [ 1370604-87-7 ]
YieldReaction ConditionsOperation in experiment
16.2% With gold(I) cyanide; tributylphosphine; In toluene; at 200℃; for 0.166667h;Microwave irradiation; General procedure: The microwave-assisted reactions were conducted on a single-mode Discover System from CEM Corporation. To an oven-dried standard microwave reaction vial (capacity 10 mL) equipped with a stirring bar was added AuCN (0.05 mmol, 0.05 equiv, 11.0 mg), Bu3P(0.25 mmol, 0.25 equiv, 61.7 muL), aldehyde (1 mmol, 1 equiv), alkyne (3 mmol, 3 equiv) and 1 mL of freshly distilled toluene. The reaction vial was then sealed with a Teflon septum cap, and the sample was subjected to microwave irradiation at a power of 200 W for 10 min (hold time) at 200 C. After being cooled down, the vial was opened, and the crude mixture was loaded directly on silica gel and was purified by Medium Performance Liquid Chromatography eluding with an ethyl acetate/hexanes gradient to afford the desired products.
  • 47
  • [ 32870-98-7 ]
  • [ 1372602-78-2 ]
  • [ 1372603-09-2 ]
  • 48
  • [ 32870-98-7 ]
  • [ 1377273-17-0 ]
  • [ 1377273-55-6 ]
  • 49
  • [ 32870-98-7 ]
  • [ 34943-06-1 ]
  • [ 1380597-19-2 ]
  • 50
  • [ 32870-98-7 ]
  • 1-[diphenyl(2-thienyl)phosphonio]-2-oxo-2-phenyl-1-(phenyliodonio)ethanide tetrafluoroborate [ No CAS ]
  • BF4(1-)*C24H20OPS(1+) [ No CAS ]
  • [5-(phenanthren-9-yl)-2-phenylfuran-3-yl](diphenyl)thiophene-2-ylphosphonium tetrafluoroborate [ No CAS ]
  • 51
  • [ 32870-98-7 ]
  • 1-[(1-methyl-1H-pyrazol-5-yl)(diphenyl)phosphonio]-2-oxo-2-phenyl-1-(phenyliodonio)ethanide tetrafluoroborate [ No CAS ]
  • BF4(1-)*C24H22N2OP(1+) [ No CAS ]
  • (1-methyl-1H-pyrazol-5-yl)[5-(phenanthren-9-yl)-2-phenylfuran-3-yl]diphenylphosphonium tetrafluoroborate [ No CAS ]
  • 52
  • [ 32870-98-7 ]
  • 1-[furan-2-yl(diphenyl)phosphonio]-2-oxo-2-phenyl-1-(phenyliodonio)ethanide tetrafluoroborate [ No CAS ]
  • [ 1384115-67-6 ]
  • (furan-2-yl)(2-oxo-2-phenylethyl)diphenylphosphonium tetrafluoroborate [ No CAS ]
  • furan-2-yl[5-(phenanthren-9-yl)-2-phenylfuran-3-yl]diphenylphosphonium tetrafluoroborate [ No CAS ]
  • 53
  • [ 32870-98-7 ]
  • 1-[furan-2-yl(diphenyl)phosphonio]-2-oxo-2-phenyl-1-(phenyliodonio)ethanide tetrafluoroborate [ No CAS ]
  • (furan-2-yl)(2-oxo-2-phenylethyl)diphenylphosphonium tetrafluoroborate [ No CAS ]
  • furan-2-yl[5-(phenanthren-9-yl)-2-phenylfuran-3-yl]diphenylphosphonium tetrafluoroborate [ No CAS ]
  • 54
  • [ 32870-98-7 ]
  • C22H18N3O3Pol [ No CAS ]
  • C38H28N3O3Pol [ No CAS ]
  • 55
  • [ 32870-98-7 ]
  • [ 1395062-28-8 ]
  • [ 1395062-35-7 ]
  • 56
  • [ 32870-98-7 ]
  • [ 31656-91-4 ]
  • [ 1421275-98-0 ]
  • 57
  • [ 32870-98-7 ]
  • 5,15-dibromo-10,20-bis[3,4,5-tris(decyloxy)phenyl]-porphyrin [ No CAS ]
  • C124H158N4O6 [ No CAS ]
  • 58
  • [ 10199-34-5 ]
  • [ 32870-98-7 ]
  • Pt(PPh<SUB>3</SUB>)<SUB>2</SUB>(9-ethynyl-phenanthrene(1-))<SUB>2 </SUB> [ No CAS ]
  • 59
  • [ 32870-98-7 ]
  • [ 1435518-10-7 ]
  • 60
  • [ 32870-98-7 ]
  • C19H14O2 [ No CAS ]
  • 61
  • [ 32870-98-7 ]
  • C21H19NO2 [ No CAS ]
  • 62
  • [ 32870-98-7 ]
  • [ 1435518-29-8 ]
  • 63
  • [ 32870-98-7 ]
  • [ 1435518-54-9 ]
  • 64
  • [ 32870-98-7 ]
  • [ 292638-85-8 ]
  • [ 1435518-73-2 ]
  • 65
  • [ 32870-98-7 ]
  • Au:polyvinylpyrollidine(PVP) [ No CAS ]
  • Au*C16H10 [ No CAS ]
  • 66
  • [ 32870-98-7 ]
  • [ 1448325-77-6 ]
  • [ 1448326-00-8 ]
  • [ 1448326-02-0 ]
YieldReaction ConditionsOperation in experiment
15%; 60% In dichloromethane; General procedure: The alkyne (0.60mmol) was added to a solution of ylide 2 (0.3mmol) in anhydrous methylene chloride (2mL). The progress of the reaction was monitored by TLC. After the end of the reaction, the mixture was concentrated in vacuo. The residue was dissolved in a minimum of CH2Cl2 and chromatographed on silica gel. To elute the residual alkynes and PhI, benzene was used; the corresponding phosphinoline was eluted by using a CH2Cl2, and the furans were eluted by using a CH2Cl2/MeOH mixture in a ratio of 100:1 and CH2Cl2/CH3CN mixture in a ratio of 5:1.
  • 67
  • [ 32870-98-7 ]
  • [ 1448325-79-8 ]
  • [ 1448326-09-7 ]
  • [ 1448326-11-1 ]
YieldReaction ConditionsOperation in experiment
20%; 30% In dichloromethane; General procedure: The alkyne (0.60mmol) was added to a solution of ylide 2 (0.3mmol) in anhydrous methylene chloride (2mL). The progress of the reaction was monitored by TLC. After the end of the reaction, the mixture was concentrated in vacuo. The residue was dissolved in a minimum of CH2Cl2 and chromatographed on silica gel. To elute the residual alkynes and PhI, benzene was used; the corresponding phosphinoline was eluted by using a CH2Cl2, and the furans were eluted by using a CH2Cl2/MeOH mixture in a ratio of 100:1 and CH2Cl2/CH3CN mixture in a ratio of 5:1.
  • 68
  • phenyliodoniumocarbomethoxymethylenetriphenylphosphorane borofluoride [ No CAS ]
  • [ 32870-98-7 ]
  • [ 1448325-88-9 ]
  • [ 1448325-89-0 ]
YieldReaction ConditionsOperation in experiment
65%; 10% In dichloromethane; for 0.5h;UV-irradiation; General procedure: The alkyne (0.60mmol) was added to a solution of ylide 2 (0.3mmol) in anhydrous methylene chloride (2mL). The progress of the reaction was monitored by TLC. After the end of the reaction, the mixture was concentrated in vacuo. The residue was dissolved in a minimum of CH2Cl2 and chromatographed on silica gel. To elute the residual alkynes and PhI, benzene was used; the corresponding phosphinoline was eluted by using a CH2Cl2, and the furans were eluted by using a CH2Cl2/MeOH mixture in a ratio of 100:1 and CH2Cl2/CH3CN mixture in a ratio of 5:1.
  • 69
  • [ 156-59-2 ]
  • [ 32870-98-7 ]
  • Z-4-chloro-1-(9'-phenanthyl)but-3-ene-1-yne [ No CAS ]
  • 70
  • [ 32870-98-7 ]
  • Z-1-trimethylsilyl-6-(9'-phenanthyl)hexa-3-ene-1,5-diyne [ No CAS ]
  • 71
  • [ 32870-98-7 ]
  • Z-1-(9'-phenanthyl)hexa-3-ene-1,5-diyne [ No CAS ]
  • 73
  • [ 7270-63-5 ]
  • [ 32870-98-7 ]
  • [ 1458695-49-2 ]
YieldReaction ConditionsOperation in experiment
40% With rhodium(II) pivalate; In toluene; at 60℃; for 1h;Inert atmosphere; General procedure: To a solution of diazo compound 1 (0.5 mmol) and alkynes (1.1 mmol) in toluene (2 mL) was added rhodium(II) pivalate (0.01 mmol). The reaction mixture was stirred at 60C for 0.5-5 h. The solvent was evaporated in rotary evaporator under reduced pressure to give the residue. The residue was purified by flash column chromatography on silica gel to give the product. 4.2.17. 2,4-Di(phenanthren-9-yl)-6H-furo[2,3-b]pyran-6-one (5p). Reaction of 1 (85 mg, 0.5 mmol) and <strong>[32870-98-7]9-ethynylphenanthrene</strong> (222 mg, 1.1 mmol) under Rh2(OPiv)4 (6 mg, 0.01 mmol) afforded 5p (98 mg, 40%) as a solid: mp 156-158 C; 1H NMR (300 MHz, CDCl3) delta 8.81-8.62 (4H, m), 8.23 (1H, d, J=7.5 Hz), 8.04-7.85 (5H, m), 7.78-7.53 (8H, m), 6.52 (1H, s), 6.42 (1H, s); 13C NMR (75 MHz, CDCl3) delta 159.3, 158.4, 154.2, 147.8, 131.8, 130.7, 130.6, 130.5, 130.5, 130.2, 129.1, 129.0, 128.8, 128.5, 128.4, 128.0, 127.9, 127.5, 127.4, 127.2, 127.1, 126.9, 126.9, 126.8, 126.7, 125.9, 125.3, 124.8, 123.1, 122.9, 122.5, 122.3, 107.5, 106.0, 101.3; IR (KBr) 2923, 1714, 1646, 1533, 1411, 1266, 1166, 1032, 962, 826, 750 cm-1; HRMS m/z (M+) calcd for C35H20O3: 488.1412. Found: 488.1411.
  • 74
  • [ 32870-98-7 ]
  • C30H10BF15N [ No CAS ]
  • C28H21N [ No CAS ]
  • 75
  • [ 32870-98-7 ]
  • C30H8BF17N [ No CAS ]
  • C28H19F2N [ No CAS ]
  • 76
  • [ 32870-98-7 ]
  • C32H27IO2PS(1+)*BF4(1-) [ No CAS ]
  • C42H31O2PS [ No CAS ]
  • 77
  • [ 32870-98-7 ]
  • C29H30IO3P2(1+)*BF4(1-) [ No CAS ]
  • C39H34O3P2 [ No CAS ]
  • 78
  • 1,1′-bis(azido)ferrocene [ No CAS ]
  • [ 32870-98-7 ]
  • 1,1′-bis[4-(phenanthren-9-yl)]-1H-1,3,4-triazol-1-yl}ferrocene [ No CAS ]
  • 79
  • 1-azidoferrocene [ No CAS ]
  • [ 32870-98-7 ]
  • 1-ferrocenyl-4-(phenanthren-9-yl)-1H-1,2,3-triazole [ No CAS ]
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