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[ CAS No. 38215-38-2 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 38215-38-2
Chemical Structure| 38215-38-2
Chemical Structure| 38215-38-2
Structure of 38215-38-2 * Storage: {[proInfo.prStorage]}
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Product Details of [ 38215-38-2 ]

CAS No. :38215-38-2 MDL No. :MFCD00458964
Formula : C16H10 Boiling Point : -
Linear Structure Formula :- InChI Key :MXJJMQSKDPNPSX-UHFFFAOYSA-N
M.W : 202.25 Pubchem ID :10013083
Synonyms :

Calculated chemistry of [ 38215-38-2 ]

Physicochemical Properties

Num. heavy atoms : 16
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 0.0
Num. H-bond donors : 0.0
Molar Refractivity : 67.75
TPSA : 0.0 Ų

Pharmacokinetics

GI absorption : Low
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.09 cm/s

Lipophilicity

Log Po/w (iLOGP) : 3.1
Log Po/w (XLOGP3) : 4.85
Log Po/w (WLOGP) : 3.48
Log Po/w (MLOGP) : 5.67
Log Po/w (SILICOS-IT) : 4.9
Consensus Log Po/w : 4.4

Druglikeness

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

Water Solubility

Log S (ESOL) : -4.64
Solubility : 0.00465 mg/ml ; 0.000023 mol/l
Class : Moderately soluble
Log S (Ali) : -4.58
Solubility : 0.00527 mg/ml ; 0.0000261 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -5.08
Solubility : 0.00166 mg/ml ; 0.00000822 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 2.14

Safety of [ 38215-38-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 38215-38-2 ]

* 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 [ 38215-38-2 ]

[ 38215-38-2 ] Synthesis Path-Downstream   1~85

  • 1
  • [ 29619-44-1 ]
  • [ 38215-38-2 ]
YieldReaction ConditionsOperation in experiment
141 mg With water; potassium hydroxide; In ethanol; at 20℃; for 24h; To the solution of crude silylated product (347 mg, 1.0 mmol) in ethanol (50 mL), aqueous 1 M-KOH (20 mL) was added and stirred for 24 h at room temperature. After removing ethanol from the mixture by evaporation, water was added and formed precipitate was extracted by chloroform. The solvent of the organic layer was removed under reduced pressure, and residue was purified by silica gel chromatography (ethyl acetate/hexane = 75/25). 4,4’-Diethynylbiphenyl (4c) was obtained in 70% yield (141 mg). 1H-NMR(400MHz, DMSO-d6) d = 4.30 (s, 2H, -CCH), 7.58 (d, J = 8.4 Hz, 4H, o-H-Ar-CCH), 7.73 (d, J = 8.5 Hz, 4H, m-H-Ar-CCH)
  • 2
  • (E)-3-Chloro-3-[4'-((E)-1-chloro-3-oxo-propenyl)-biphenyl-4-yl]-propenal [ No CAS ]
  • [ 38215-38-2 ]
  • 3
  • [ 38215-38-2 ]
  • [ 113035-95-3 ]
  • C46H32P2 [ No CAS ]
  • 4
  • [ 38215-38-2 ]
  • C113H215I2NO19Si10 [ No CAS ]
  • C129H223NO19Si10 [ No CAS ]
  • 5
  • [ 38215-38-2 ]
  • N-(4-iodo-2,6-diisopropylphenyl)formamide [ No CAS ]
  • 4,4'-bis(3,5-diisopropyl-4-formamidophenylethynyl) biphenyl [ No CAS ]
  • 6
  • [ 13195-50-1 ]
  • [ 38215-38-2 ]
  • 4-((5-nitrothien-2-yl)ethynyl)-4'-ethynylbiphenyl [ No CAS ]
  • 7
  • [ 69045-79-0 ]
  • [ 38215-38-2 ]
  • [ 263012-61-9 ]
  • 8
  • [ 766-77-8 ]
  • [ 38215-38-2 ]
  • (Z,Z)-4,4'-bis[2-(dimethyl(phenyl)silyl)ethenyl]biphenyl [ No CAS ]
  • 9
  • 4-azido-N,N-dihexylbenzenamine [ No CAS ]
  • [ 38215-38-2 ]
  • 4,4'-[[1,1'-biphenyl]-4,4'-diylbis(1H-1,2,3-triazol-4,1-diyl)]bis-[N,N-dihexyl-benzenamine] [ No CAS ]
  • 10
  • [ 38215-38-2 ]
  • [ 51839-16-8 ]
  • C32H18O8 [ No CAS ]
  • 11
  • [ 38215-38-2 ]
  • [ 1001907-77-2 ]
  • polymer, Mn = 8600, PDI = 3.1 [ No CAS ]
  • 12
  • [ 38215-38-2 ]
  • [ 51839-16-8 ]
  • [ 10016-20-3 ]
  • C36H60O30*C32H18O8 [ No CAS ]
  • 13
  • [ 3001-15-8 ]
  • [ 1066-54-2 ]
  • [ 38215-38-2 ]
  • 14
  • [ 38215-38-2 ]
  • 4,4'-bis[2-(dimethylsilanyl)vinyl]biphenyl [ No CAS ]
  • polymer, Mn 5700 Da, PDI 2.8; monomer(s): 4,4-bis[2-(dimethylsilanyl)vinyl]biphenyl; 4,4-diethynylbiphenyl [ No CAS ]
  • 15
  • [ 38215-38-2 ]
  • 4,4'-bis[2-(dimethylsilanyl)vinyl]biphenyl [ No CAS ]
  • polymer, Mn 17800 Da, PDI 3.2; monomer(s): 4,4-bis[2-(dimethylsilanyl)vinyl]biphenyl; 4,4-diethynylbiphenyl [ No CAS ]
  • 16
  • [ 38215-38-2 ]
  • pentacarbonyl[(2E)-3-cyclohexenyl-3-(dimethylamino)-1-ethoxy-2-propen-1-ylidene]chromium [ No CAS ]
  • 4,4'-bis[7''-(dimethylamino)-9''-oxotricyclo[5.2.2.01,6]undec-10''-en-11''-yl]biphenyl [ No CAS ]
  • 17
  • [ 38215-38-2 ]
  • [ 1079-66-9 ]
  • [ 935550-56-4 ]
  • 18
  • [ 38215-38-2 ]
  • [ 536-74-3 ]
  • hyperbranched poly[(4,4'-diethynylbiphenyl)-co-phenylacetylene], obtained by using CpCo(CO)2 as catalyst, activated with UV irradiation, Mw = 4290, PDI = 1.58; monomer(s): 4,4'-diethynylbiphenyl; phenylacetylene [ No CAS ]
  • 19
  • [ 628-71-7 ]
  • [ 38215-38-2 ]
  • hyperbranched poly[(4,4'-diethynylbiphenyl)-co-(1-heptyne)], obtained by using CpCo(CO)2 as catalyst, activated with UV irradiation, Mw = 20350, PDI = 2.24; monomer(s): 4,4'-diethynylbiphenyl; 1-heptyne [ No CAS ]
  • 20
  • 6-[(4'-heptoxy-4-biphenylyl)carbonyl]oxy}-1-heptyne [ No CAS ]
  • [ 38215-38-2 ]
  • hyperbranched poly[(4,4'-diethynylbiphenyl)-co-(6-[(4'-[7-(heptyl)oxy]-4-biphenylyl)-carbonyl]oxy}-1-hexyne)], Mw = 28570, PDI = 5.78; monomer(s): 4,4'-diethynylbiphenyl; 6-[(4'-[7-(heptyl)oxy]-4-biphenylyl)-carbonyl]oxy}-1-hexyne [ No CAS ]
  • 21
  • [ 38215-38-2 ]
  • [ 536-90-3 ]
  • 2,4-bis(4'-ethynylbiphenyl-4-yl)-7-methoxy-2-methyl-1,2-dihydroquinoline [ No CAS ]
  • 22
  • [ 1120-87-2 ]
  • [ 38215-38-2 ]
  • [ 245657-01-6 ]
  • 23
  • [ 38215-38-2 ]
  • 4,4'-bis-(1,2-bis-diphenylphosphanyl-vinyl)-biphenyl [ No CAS ]
  • 24
  • [ 38215-38-2 ]
  • (Z),(Z)-4,4'-bis[1,2-bis(diphenylthiophosphinyl)ethenyl]biphenyl [ No CAS ]
  • 27
  • Pd-CaCO3(Acros Chemicals) [ No CAS ]
  • [ 38215-38-2 ]
  • [ 4433-13-0 ]
YieldReaction ConditionsOperation in experiment
In acetone; Example 9 Hydrogenation was effected as in Example 1, except that 0.50 g <strong>[38215-38-2]4,4'-diethynylbiphenyl</strong>, 7.5 g acetone and 50 mg of 5 % Pd-CaCO3(Acros Chemicals) were introduced into the three-necked flask. The amount of hydrogen required for semi-hydrogenation was 112 ml. Yield of 4,4'-diethenylbiphenyl; 99 % (MS: m/e = 206 (M+), 178, 165, 152, 128, 103, 89, 76, 51).
  • 28
  • aqueous potassium hydroxide [ No CAS ]
  • [ 29619-44-1 ]
  • [ 38215-38-2 ]
YieldReaction ConditionsOperation in experiment
93% In methanol; dichloromethane; water; 4,4'-Bis(trimethylsilylethynyl)biphenyl (1.04 g, 2.99 mmol) was dissolved in dichloromethane (15 ml) and methanol (15 ml). Aqueous potassium hydroxide (1M, 3 ml) was added dropwise with stirring. The mixture was stirred at room temperature for 2.5 h. The organic solvent was removed under reduced pressure. Water (25 ml) was added and the mixture was extracted with ether (3x30 ml). The combined ether extracts were dried (MgSO4), decolourised with activated charcoal and the solvent was removed under reduced pressure to yield 4,4'-diethynylbiphenyl (562 mg, 93%) as a white solid which was used immediately without further purification, m.p. 167-169 C. 1H n.m.r. (200 MHz, CDCl3) δ 7.57, s, 8H, 2xC6H4; 3.15, s, 2H, acetylenic H.
  • 29
  • [ 827027-40-7 ]
  • [ 38215-38-2 ]
  • C2F6NO4S2(1-)*C30H30NO2(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine;bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In acetonitrile; at 40℃; for 1h;Product distribution / selectivity; 3-Effect of the Nature of Alkyne:; In order to generalize this methodology the coupling of the supported aryl halide 6b with various functionalized or non-functionalized alkynes was carried out. These different reactions were monitored with proton NMR. FIG. 7 shows the simplicity and the ease of interpretation of such spectra. The results obtained by varying the alkynes are shown in Table 15.
  • 30
  • [ 29892-37-3 ]
  • [ 38215-38-2 ]
  • 2Au(1+)*(C6H4)2(C2)2(2-)=Au2(CC(C6H4)2CC) [ No CAS ]
  • 32
  • [ 110416-88-1 ]
  • [ 38215-38-2 ]
  • ClAuP(C6H5)2(C6H4)P(C6H5)2Au(C2(C6H4)2C2)AuP(C6H5)2(C6H4)P(C6H5)2AuCl [ No CAS ]
  • 33
  • [ 15278-97-4 ]
  • [ 38215-38-2 ]
  • ((CH3)3P)Au(CC(C6H4)2CC)Au(P(CH3)3) [ No CAS ]
  • 34
  • [ 150086-23-0 ]
  • [ 38215-38-2 ]
  • 2Au(1+)*C2(C6H4)2C2(2-)*(CH(CH3)2)2P(C6H4)2P(CH(CH3)2)2=Au(C2(C6H4)2C2)AuP((CH3)2CH)2(C6H4)2P(CH(CH3)2)2 [ No CAS ]
  • 35
  • [ 25358-31-0 ]
  • [ 38215-38-2 ]
  • C6H5C2Pt(P(C6H5)3)2C2(C6H4)2C2H [ No CAS ]
  • (C6H5C2Pt(P(C6H5)3)2C2C6H4)2 [ No CAS ]
  • 36
  • [ 340756-05-0 ]
  • [ 38215-38-2 ]
  • [ 340756-01-6 ]
  • 37
  • [ 38215-38-2 ]
  • [ 45741-00-2 ]
  • (CHCHC6H4C6H4CHCHB(C6H3(CH3)3)) [ No CAS ]
  • 38
  • cis-dichloro-di(1,2-bis(diphenylphosphino)methane)osmium [ No CAS ]
  • [ 38215-38-2 ]
  • trans-[(dppm)2OsCl(C.tplbond.C-p-C6H4-C6H4-p-C.tplbond.CH)] [ No CAS ]
  • 40
  • [ 61250-65-5 ]
  • [ 38215-38-2 ]
  • Cl[Pt2(μ-CCC6H4C6H4CC)(μ-Ph2PCH2PPh2)2]3[Pt2Cl(μ-Ph2PCH2PPh2)2] [ No CAS ]
  • 41
  • [(bpy)2Ru(3-bromo-1,10-phenanthroline)](PF6)2 [ No CAS ]
  • [ 38215-38-2 ]
  • (Ru(C10H8N2)2)2(C40H22N4)(4+)*4PF6(1-) = [(Ru(C10H8N2)2)2(C40H22N4)](PF6)4 [ No CAS ]
  • 42
  • [ 15391-01-2 ]
  • [ 38215-38-2 ]
  • poly[(4,4'-diethynylbiphenyl)-trans-bis(tributylphosphine)platinum(II)] [ No CAS ]
  • 43
  • [ 38215-38-2 ]
  • [ 115-09-3 ]
  • (CH3HgCCC6H4)2 [ No CAS ]
  • 44
  • [ 83095-83-4 ]
  • [ 38215-38-2 ]
  • [ 866021-44-5 ]
  • cis-[(bis(diphenylphosphino)ethane)(4,4'-diethynylbiphenyl(-1H))]2(4,4'-diethynylbiphenyl(-2H)) [ No CAS ]
  • 45
  • trans-bis(triethylphosphino)phenylchloro platinum(II) [ No CAS ]
  • [ 38215-38-2 ]
  • [ 872603-29-7 ]
  • 46
  • (1,2,3,4,5-pentamethylcyclopentadienyl)(1,2-bis(diphenylphosphino)ethane)iron(II)Cl [ No CAS ]
  • [ 38215-38-2 ]
  • [ 143-66-8 ]
  • [((η2-dppe)(η5-C5Me5)Fe)2(=C=CH-4,4'-(1,1'-(C6H4)2)CC)][BPh4]2 [ No CAS ]
  • 47
  • [ 38215-38-2 ]
  • mercury dichloride [ No CAS ]
  • Hg(2+)*(CCC6H4)2(2-)=Hg(CCC6H4)2 [ No CAS ]
  • 48
  • [ 892397-82-9 ]
  • [ 38215-38-2 ]
  • C46H44N4O4 [ No CAS ]
  • 49
  • [ 877139-83-8 ]
  • [ 38215-38-2 ]
  • [ 1049801-88-8 ]
  • 50
  • [ 7389-18-6 ]
  • [ 38215-38-2 ]
  • [ 1070768-53-4 ]
  • 51
  • [ 15390-92-8 ]
  • [ 38215-38-2 ]
  • cis-[Pt(P(butyl)3)2(CCC6H4C6H4CC)]4 [ No CAS ]
  • 52
  • [ 121264-37-7 ]
  • [ 38215-38-2 ]
  • 53
  • [ 38215-38-2 ]
  • [ 696-07-1 ]
  • [ 1190592-45-0 ]
  • 54
  • [ 38215-38-2 ]
  • [ 4016-63-1 ]
  • [ 1190592-51-8 ]
  • 55
  • [ 38215-38-2 ]
  • [ 2946-39-6 ]
  • [ 1190592-48-3 ]
  • 56
  • [ 38215-38-2 ]
  • [ 151416-77-2 ]
  • [ 1190592-58-5 ]
  • 57
  • [ 38215-38-2 ]
  • [ 15717-45-0 ]
  • [ 1190592-54-1 ]
  • 58
  • [ 766-77-8 ]
  • [ 38215-38-2 ]
  • [ 725264-48-2 ]
  • 59
  • [ 38215-38-2 ]
  • [ 74-88-4 ]
  • [ 1204409-08-4 ]
  • [ 184098-32-6 ]
  • 60
  • bis(dimesitylborane) [ No CAS ]
  • [ 38215-38-2 ]
  • 4,4'-bis((E)-dimesitylborylethenyl)biphenyl [ No CAS ]
  • 61
  • [ 496-15-1 ]
  • [ 38215-38-2 ]
  • [ 1352662-27-1 ]
  • 62
  • [ 119-30-2 ]
  • [ 38215-38-2 ]
  • [ 1356185-06-2 ]
  • 63
  • [(tetraazacalix[1]arene[3]pyridine-H)Cu](ClO4)2 [ No CAS ]
  • [ 38215-38-2 ]
  • [ 1360895-42-6 ]
  • 64
  • [ 1062543-90-1 ]
  • [ 38215-38-2 ]
  • [ 1388148-47-7 ]
  • 65
  • tetrakis(acetonitrile)copper(I)tetrafluoroborate [ No CAS ]
  • [ 193622-46-7 ]
  • [ 38215-38-2 ]
  • [(tris(diphenylphosphanyl)methane)2{AuC2(C6H4)2C2Au}3Cu2](BF4)2 [ No CAS ]
  • 66
  • [ 1441301-40-1 ]
  • [ 38215-38-2 ]
  • [ 1441301-33-2 ]
  • 67
  • [ 38215-38-2 ]
  • [ 2007-97-8 ]
  • [ 1610340-60-7 ]
  • 68
  • [ 3096-56-8 ]
  • [ 38215-38-2 ]
  • 4,4’-bis((2-bromo-9-hydroxy-9H-fluorene-9-yl)ethynyl)biphenyl [ No CAS ]
  • 69
  • [ 38215-38-2 ]
  • [ 134856-58-9 ]
  • trimethyl((4-((4'-((4-((trimethylsilyl)buta-1,3-diyn-1-yl)phenyl)ethynyl)-[1,1'-bi-phenyl]-4-yl)ethynyl)phenyl)ethynyl)silane [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine; In tetrahydrofuran; at 50℃; for 12h;Inert atmosphere; General procedure: Following the Sonogashira coupling procedure, 4-((5'-iodo-[2,2'-bithiophen]-5-yl)ethynyl)aniline (1) (5.0 g, 12.3 mmol) was dissolved in dry triethylamine (50 mL) and dry THF (30 mL) under an atmosphere of nitrogen. Copper(I) iodide (47.0 mg, 0.25 mmol), triphenylphosphine (64.5 mg, 0.25 mmol) and dichlorobis(triphenylphosphine)palladium(II) (87.8 mg, 0.12 mmol) were added to the stirred solution. Phenylacetylene (1.25 g, 12.3 mmol) was dropped in and the mixture was heated to 50 C for 12 h. After cooling, the formed precipitate of triethylamine hydroiodide was filtered off and washed with diethyl ether. The combined filtrates were evaporated under reduced pressure, and the crude product was purified by silica column chromatography eluting with petroleum ether/ethyl acetate (V:V = 5:1) to afford compound 2TBEA (3.2 g, 68%) as bright yellow crystals.
  • 70
  • [ 38215-38-2 ]
  • C28H49N3O12 [ No CAS ]
  • C72H108N6O24 [ No CAS ]
  • 71
  • [ 38215-38-2 ]
  • [ 1066-86-0 ]
  • 4,4'-bis(triethylstannylethynyl)biphenyl [ No CAS ]
YieldReaction ConditionsOperation in experiment
96% In n-heptane; toluene; at 20℃; for 5h;Inert atmosphere; General procedure: N,N-diethylamide triethyltin Et2NSnEt3 (0.83 g, 2.98 mmol) dissolved in heptane (5 ml) was added to 4-ethynylbiphenyl (0.51 g,2.86 mmol) in toluene (8 ml). The reaction mixture was kept at room temperature for 5 h, filtered, and the solvent was removed under vacuum and the residue was heated at 70 C under vacuum for 2 h. Compound 5 isolated as a viscous liquid 1.04 g (94%).
  • 72
  • [ 38215-38-2 ]
  • [ 29682-15-3 ]
  • dimethyl 5,5’-([1,1’-biphenyl]-4,4’-diylbis(ethyne-2,1-diyl))dipicolinate [ No CAS ]
YieldReaction ConditionsOperation in experiment
78% With tetrakis(triphenylphosphine) palladium(0); triethylamine; In tetrahydrofuran; at 75℃; for 23h;Schlenk technique; <strong>[29682-15-3]methyl 5-bromopicolinate</strong> (216 mg, 1 mmol) and 4,4?-diethynyl-1,1?-biphenyl (101 mg,0.5 mmol) were introduced in a Schlenk flask containing 8 mL of dry degassed THF. Pd(PPh3)4 (38 mg, 0.033 mmol) and NEt3 (0.2 mL, 1.435 mmol) were then added and the reaction mixture was stirred for 23h. The precipitate was filtered and washed with water and methanol to afford 6a as a white solid (184 mg, 78%). Data for 6a: Anal. Calcd for C30H20N2O4·0.45H2O:C, 74.97; H, 4.38; N, 5.83. Found: C, 74.63; H, 3.94; N, 5.84. 1HNMR (CDCl3): delta = 8.89 (d, J=1.36 Hz, 2H), 8.14 (dd, 3J=8.15 Hz, 5J=0.56 Hz, 2H), 7.96 (dd, 3J=8.13 Hz, 4J=2.05 Hz, 2H), 7.64 (s, 8H), 4.03 (s, 6H)ppm. 13C NMR (CDCl3): delta= 166.37, 153.2, 147.16, 141.88, 140.34, 133.52, 128.24, 125.77, 124.84,122.67, 96.48, 87.48, 53.47 ppm. ESI-TOF MS: m/z 473.15 [M + H]+.Selected IR (KBr, cm-1): 3444.7, 1716.7, 1436.2, 1318.5,1308.5, 1237.9, 1137.5, 1114.6, 823.4, 702.0.
  • 73
  • [ 936013-80-8 ]
  • [ 38215-38-2 ]
  • C66H62Au2N2 [ No CAS ]
  • 74
  • [ 1335015-92-3 ]
  • [ 38215-38-2 ]
  • 6,6′-(5,5′-([1,1′-biphenyl]-4,4′-diylbis(ethyne-2,1-diyl))bis(thiophene-5,2-diyl))bis(2,5-dioctyl-3-(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)dione) [ No CAS ]
YieldReaction ConditionsOperation in experiment
26% With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In toluene; at 110℃; for 24h;Inert atmosphere; Following the Sonogashira coupling procedure, 4,4′-diethynyl-1,1′-biphenyl (0.15g, 0.75mmol) and DPP-Br (0.90g, 1.50mmol) were dissolved in dry triethylamine (50mL) and dry toluene (50mL) under an atmosphere of nitrogen. Copper(I) iodide (0.15g, 0.75mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.03g, 0.04mmol) were added to the stirred solution. Then the mixture was heated to 110C for 24h by stirring under nitrogen atmosphere. After cooling, the formed precipitate of triethylamine hydroiodide was filtered off and washed with diethyl ether. The combined filtrates were evaporated under reduced pressure, and the crude product was purified by silica column chromatograghy eluting with petroleum ether/dichloromethane (v: v=1: 2) to afford compound Ph2(PDPP)2 (0.24g, 26%) as a dark violet-black solid. FT-IR (KBr, cm-1): v=3084, 2923, 2850, 2193, 1660, 1555, 1513, 1447, 1405, 1372, 1339, 1225, 1097, 1065, 1019, 999, 855, 816, 731, 698; 1H NMR (400MHz, CDCl3, ppm): δ 8.90 (d, J=3.6Hz, 2H), 8.87 (d, J=3.6Hz, 2H), 7.59 (d, J=8.0Hz, 8H), 7.40 (d, J=3.6Hz, 2H), 7.36 (d, J=3.6Hz, 2H), 7.23 (t, J=4.0Hz, 2H), 4.02 (t, J=6.8Hz, 8H), 1.69 (m, 8H), 1.36 (m, 8H), 1.19-1.27 (m, 32H), 0.08-0.86 (m, 12H); 13C NMR (100MHz, CDCl3, ppm): δ 160.76, 160.71, 140.39, 139.97, 139.61, 138.17, 135.84, 134.97, 134.68, 133.53132.58, 131.55, 130.30, 129.27, 128.11, 126.46, 125.70, 121.29, 108.25, 107.52, 96.90, 82.94, 41.81, 31.24, 29.54, 29.42, 29.15, 28.64, 26.37, 22.08, 13.50; Elemental analysis calcd. for C76H86N4O4S4: C, 73.15%; H, 6.95%; N, 4.49%; S, 10.28%. Found: C, 72.77%; H, 7.77%; N, 4.05%; S, 8.09%.
  • 75
  • [ 641-57-6 ]
  • [ 38215-38-2 ]
  • C68H42 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In diphenylether; at 260℃; for 8h;Inert atmosphere; Compound A (2.21 g, 11 mmol), compound B (7.80 g, 22 mmol) and diphenyl ether (100 mL) were added to a 250-mL reaction flask.Nitrogen emptying 3 times, heating up to 260 , to maintain this temperature, the reaction 8 hours,TLC and HPLC detection of compound B complete reaction.During the reaction, the color change of the reaction liquid changed from black to yellow.Reaction after treatment: stop heating, cooling to 20 , adding methanol (100mL), stirring 2h precipitation of solid,The filter cake was washed with methanol and dried in vacuo to give the crude product.The crude product was added with ethyl acetate to give yellow compound 1 (4.32 g, 46% yield,HPLC purity 93.58%).Vacuum sublimation (360 C, 2 x 10-5 torr, 8 hours) to give a pale yellow solid powder,Purity 99.5%. see picture 1.
  • 76
  • [ 38215-38-2 ]
  • 2,5-bis(ethylhexyl)-3-(5-bromothiophene-2-yl)-6-(thiophene-2-yl)pyrrolo[3,4-c]pyrrole-1,4-dione [ No CAS ]
  • C76H86N4O4S4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
23% With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In toluene; at 110℃; for 24h;Inert atmosphere; Following the Sonogashira coupling procedure, to a 150 mL three necked round-bottom flask were added <strong>[38215-38-2]4,4'-diethynyl-1,1'-biphenyl</strong> (0.30 g, 1.50 mmol), DPP-2 (1.80 g, 3.00 mmol), dry triethylamine (30 mL), dry toluene (30 mL), and the mixture was under nitrogen atmosphere for 30 min before Pd(PPh3)2Cl2 (0.06 g, 0.08 mmol) and CuI (0.30 g, 1.50 mmol) were added. Then the mixture was heated to 110 C for 24 h by stirring under nitrogen atmosphere. After cooled to room temperature, the resultant precipitate was filtered off and washed with diethyl ether (20 mL). Then the solvent was removed, and the crude product was purified by column chromatography on silica gel to give a dark violet-black solid DPP2Ph2 (0.42 g, 23%). 1H NMR (400 MHz, CDCl3, ppm): δ 8.87 (d, J = 3.2 Hz, 2H), 8.83 (d, J = 3.2 Hz, 2H), 7.58 (d, J = 4 Hz, 8H), 7.56 (d, J = 4 Hz, 2H), 7.35 (d, J = 3.6 Hz, 2H), 7.22 (t, J = 4 Hz, 2H), 3.97 (d, J = 5.6 Hz, 8H), 1.83 (m, 4H), 1.19-1.25 (m, 32H), 0.08-0.84 (t, J = 8 Hz, 24H); 13C NMR (100 MHz, CDCl3, ppm): δ 160.16, 160.10, 140.20, 140.00, 138.76, 135.01, 134.69, 132.55, 132.45, 131.66, 131.57, 130.23, 129.30, 127.96, 127.69, 126.50, 126.39, 121.29, 108.31, 107.62, 96.81, 82.97, 45.58, 45.48, 38.66, 38.60, 29.71, 29.17, 27.87, 23.10, 22.53, 13.45, 9.97; FT-IR (KBr, cm-1): v = 3082, 2922, 2852, 2192, 1663, 1554, 1515, 1449, 1406, 1370, 1337, 1228, 1095, 1062, 1022, 855, 815, 731, 699; HRMS (m/z+): 1247.3993, calculated 1247.5601 [M+H]+
  • 77
  • [ 38215-38-2 ]
  • 4,4'-(2-oxo-4,5-diphenylcyclopenta-3,5-diene-1,3-diyl)dibenzenesulfonate triethylammonium [ No CAS ]
  • C72H46O12S4(4-)*4C6H15N*4H(1+) [ No CAS ]
  • 79
  • [ 3114-46-3 ]
  • [ 38215-38-2 ]
  • [ 108-18-9 ]
  • (E)-3-(diisopropylamino)-5-(4′-ethynyl-[1,1′-biphenyl]-4-yl)pent-2-en-4-ynenitrile [ No CAS ]
  • 80
  • [ 78331-59-6 ]
  • [ 38215-38-2 ]
  • C36H40Br2O8 [ No CAS ]
  • 81
  • (4-dihydroxyborophenyl)acetylene [ No CAS ]
  • [ 38215-38-2 ]
YieldReaction ConditionsOperation in experiment
26 mg With C54H74Cl2N4O2Pd2; potassium hydroxide; In ethanol; at 22℃; for 48h; Reaction flask (10 mL) equipped with stirring bar was charged with 4-(ethynyl)phenylboronic acid(100 mg, 0.68 mmol), ethanol (96%) (2 mL), [{Pd(μ-OH)Cl(IPr)}2] (7.5 10-3 g, 6.8 × 10-6 mol) andKOH (0.38 10-3 g, 6.8 × 10-6 mol). The mixture was stirred in air under at 22 C for 48 h. Aftercompletion of the reaction solvent was evaporated and the residue was purified by columnchromatography using n-hexane : ethyl acetate = 10 : 1 as an eluent. After evaporation of the solvent26 mg of 4,4'-diethynyl-1,1'-biphenyl was obtained as white solid. Yield = 38%. 1H NMR (403 MHz,CDCl3, ppm): 7.59 - 7.53 (m, 8H), 3.14 (s, 2H); 13C NMR (101 MHz, CDCl3, ppm) δ: 140.5, 132.6,126.9, 121.5, 83.4, 78.1. MS (EI) m/z (%): 202 (M+, 100).
  • 82
  • [ 5271-67-0 ]
  • [ 38215-38-2 ]
  • 3,3’-([1,1'-biphenyl]-4,4'-diyl)bis(1-(thiophen-2-yl)prop-2-yn-1-one) [ No CAS ]
YieldReaction ConditionsOperation in experiment
76% With bis-triphenylphosphine-palladium(II) chloride; triethylamine; at 50℃; for 28h; General procedure: General procedure: in a typical run, diethynylarene (1.0 mmol),thiophene acid chloride (2.5 mmol), PdCl2(PPh3)2 (2 mol%) and Et3N(20 mL) were mixed together in a 50 mL two-necked round bottom flask.The resulting mixture was left under stirring for 28 h at 50 C, then it wascooled to room temperature, hydrolyzed with saturated ammoniumchloride solution (20 mL) and extracted with CH2Cl2 (3x30 mL). Thecombined organic phases were washed with brine, dried over anhydrousNa2SO4 and the solvent was removed under vacuum. All the crudeproducts were purified through column chromatography on silica geland characterized with 1H NMR, 13C NMR, LC-MS and elemental analysistechniques.
  • 83
  • [ 38215-38-2 ]
  • C88H74N2P4Pt2(2+)*2NO3(1-) [ No CAS ]
  • C188H144P8Pt4 [ No CAS ]
  • 84
  • [ 38215-38-2 ]
  • triptycene-9,10-diethynylbis{cis-[bis(diphenylphosphino)propane]iodoplatinum(II)} [ No CAS ]
  • C188H144P8Pt4 [ No CAS ]
  • 85
  • [ 38215-38-2 ]
  • C184H144N4P8Pt4(4+)*4NO3(1-) [ No CAS ]
  • C188H144P8Pt4 [ No CAS ]
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