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CAS No. : | 4392-83-0 | MDL No. : | MFCD14636244 |
Formula : | C20H14N4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | SSZWMEZKBBAJLB-UHFFFAOYSA-N |
M.W : | 310.35 | Pubchem ID : | 10876425 |
Synonyms : |
|
Signal Word: | Danger | Class: | 6.1 |
Precautionary Statements: | P501-P270-P262-P264-P280-P337+P313-P305+P351+P338-P361+P364-P332+P313-P301+P310+P330-P302+P352+P310-P405 | UN#: | 2811 |
Hazard Statements: | H300-H310-H315-H319 | Packing Group: | Ⅲ |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With iodine at 310℃; | ||
With iron(III) chloride at 310℃; | ||
With ruthenium trichloride at 260 - 270℃; |
Multi-step reaction with 2 steps 1: bromine / 500 °C 2: copper; biphenyl | ||
Multi-step reaction with 2 steps 1: bromine / 500 °C 2: copper |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
77% | With hydrogenchloride; ammonium hexafluorophosphate In methanol |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79% | In 1,2-dichloro-benzene at 140℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 1) n-BuLi / 1) Et2O or THF, -78 deg C 2) THF, -78 deg C 2: monoperhydroxyphthalic acid magnesium salt / methanol / Ambient temperature 3: 1) n-BuLi / 1) Et2O or THF, -78 deg C 2) THF, -78 deg C | ||
Multi-step reaction with 2 steps 1: copper-powder; biphenyl 2: iodine / 310 °C | ||
Multi-step reaction with 3 steps 1: copper-powder; biphenyl 2: bromine / 500 °C 3: copper; biphenyl |
Multi-step reaction with 3 steps 1: copper-powder; biphenyl 2: bromine / 500 °C 3: copper | ||
Multi-step reaction with 2 steps 1: copper-powder; biphenyl 2: RuCl3 / 260 - 270 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: 60 percent / MeMgBr / diethyl ether / or THF 2: monoperhydroxyphthalic acid magnesium salt / methanol / Ambient temperature 3: 1) n-BuLi / 1) Et2O or THF, -78 deg C 2) THF, -78 deg C 4: monoperhydroxyphthalic acid magnesium salt / methanol / Ambient temperature 5: 1) n-BuLi / 1) Et2O or THF, -78 deg C 2) THF, -78 deg C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: monoperhydroxyphthalic acid magnesium salt / methanol / Ambient temperature 2: 1) n-BuLi / 1) Et2O or THF, -78 deg C 2) THF, -78 deg C 3: monoperhydroxyphthalic acid magnesium salt / methanol / Ambient temperature 4: 1) n-BuLi / 1) Et2O or THF, -78 deg C 2) THF, -78 deg C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 1) n-BuLi / 1) Et2O or THF, -78 deg C 2) THF, -78 deg C 2: monoperhydroxyphthalic acid magnesium salt / methanol / Ambient temperature 3: 1) n-BuLi / 1) Et2O or THF, -78 deg C 2) THF, -78 deg C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: monoperhydroxyphthalic acid magnesium salt / methanol / Ambient temperature 2: 1) n-BuLi / 1) Et2O or THF, -78 deg C 2) THF, -78 deg C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In ethanol cooling of hot alcoholic soln.; | ||
In ethanol cooling of hot alcoholic soln.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With NH4PF6 In ethanol Addn. of qpy to a soln. of Cr-complex, refluxing (30 h), hot filtn., treatment of the clear filtrate with NH4PF6.; Recrystn. (diffusion of diethyl ether vapour into acetronitrile soln.).; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
57% | In methanol refluxing the Ag salt and the ligand in MeOH for 3 h, filtration (cottonwool), addn. of methanolic NH4PF6; elem. anal.; | |
In methanol |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With LiClO4; methanol; H2O In methanol heating soln. of Re-complex and ligand at 50-60°C for 0.5 h, addn. of LiClO4, pptn.; recrystn. (MeCN-Et2O); elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
28% | In water; acetonitrile reflux a mixture of the ligand and the Pt salt in MeCN-H2O for 6 h, soln. is cooled , filtd. , soln. is concd. under reduced pressure, treated with LiClO4; filtn., washing (water), drying in air, recrystn. (hot acetonitrile), elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
43% | In water; acetonitrile byproducts: AgCl; refluxing, 18 h; cooling; treated with AgCF3SO3 at 70°C; filtn. after 30 min, evapn. under reduced pressure, cooling to 4°C for 3 h, filtn., washing (water); |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74% | In methanol refluxing the Ag salt and the ligand in MeOH, filtration (cotton wool), addn. of methanolic NH4BF4; elem. anal.; | |
In methanol |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With LiClO4 In methanol mixt. of Mn compd. and quaterpyridine in methanol heated at 50°C for 1/2 h; filtration, addn. of LiClO4, formation of solid, filtered, air dried; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | In methanol (N2); stirring (reflux, 3 h); pptn. on cooling to -35°C, filtration, washing (Et2O), drying (vac.); elem. anal.; | |
In methanol |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
20% | With LiClO4 In methanol; acetone the quaterpyridine (0.17 mmol) and Ru compd. (0.10 mmol) in degassed acetone/methanol (1:1 v/v) refluxed for 48 h; volume of soln. reduced under reduced pressure; solid formed filtered, dissolved in acetonitrile, and treated with excess LiClO4; ether diffusion gave crystals; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
33% | With LiClO4 In methanol under N2; soln. of Ru compd. (0.3 mmol) and the quaterpyridine (0.273 mmol) in methanol stirred at room temp. for 45 h; soln. filtered promptlyand treated with excess lithium perchlorate; soln. concd. under reduced pressure; microcrystals formed filtered off,washed with methanol, and dried under reduced pressure; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87% | In acetonitrile 70°C, 15 min; filtrtaion, concn., crystn. on Et2O diffusion; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
15% | With EtOH; water In ethanol; water stirring in water/EtOH (10:1 v/v) at room temp. for 1 d; crystn. (several d); elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With (C2H5)3N In water byproducts: H2O; a deaerated aq. soln. of Fe salt treated under N2 with ligand and NEt3 in a closed vessel at 140°C for 5 h; cooled for 12 h; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | In acetonitrile addn. of slight excess of quaterpyridine to Co-salt soln., warming to 60°C (30 min); pptn. on Et2O addn.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With NEt3 In water byproducts: (HNEt3)ClO4; closed vessel (140°C, 5 h); elem. anal.; | |
50% | In ethanol; water 1 d; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | In methanol refluxing the Zn salt and the ligand in MeOH for 2 h, addn. of methanolic NH4PF6; filtration, drying (vac.); elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
73% | In methanol refluxing the Co salt and the ligand in MeOH for 2 h, addn. of methanolic NH4PF6; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | In methanol; water; acetonitrile refluxing K2PtCl4 and the ligand in aq. MeCN for 12 h, filtration while hot (cotton wool), addn. of methanolic NH4PF6; filtration, washing (Et2O), drying (vac.); elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | In methanol (N2); reflux; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
48% | In benzene (N2); stirring and refluxing (1.5 h); solvent reduction, precipitation on addn. of light petroleum, filtn., washing (light petroleum), drying (vac.), recrystallization (THF-hexane); elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | In ethanol reflux (6 h); filtration, drying (vac.); | |
66% | In methanol; acetonitrile reflux (1 h); concn., crystn. on diffusion of Et2O into the soln.; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
67% | In water a soln. of Ni-salt in water was introduced under N2 into a glass vessel containing pyridine-compound, sealed, heated to 140°C for 3 h, slowly cooled over 24 h to room temp.; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethyl amine In water a soln. of Zn-salt in water was introduced under N2 into a glass vessel containing pyridine-compound and triethyl amine, sealed, heated to 140°C for 3 h, slowly cooled over 24 h to room temp.; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | In water a soln. of Zn-salt in H2O was introduced under N2 in a glass; | |
70% | In water a soln. of Zn-salt in water was introduced under N2 into a glass vessel containing pyridine-compound, sealed, heated to 140°C for 3 h, slowly cooled over 24 h to room temp.; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | In water; N,N-dimethyl-formamide N2; a soln. of Ni-salt and pyridine-compound in DMF was treated with aq.soln. of NaPF6; ppt. was filtered, washed with H2O and diethyl ether, dried under vac.; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | In water; N,N-dimethyl-formamide N2; a soln. of Zn-salt and pyridine-compound in DMF was treated with aq.soln. of NaPF6; ppt. was filtered, washed with H2O and diethyl ether, dried under vac.; elem. anal.; | |
82% | In water a soln. of Ni-salt in water was introduced under N2 into a glass vessel containing pyridine-compound, sealed, heated to 140°C for 3 h, slowly cooling (over 24 h) to room temp.; crystals were dried under vac.; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | In d<SUB>7</SUB>-N,N-dimethylformamide to a soln. of complex in DMF-d7 NH3 (30% aq. soln.) was added; ppt. of quaterpyridine was filtered, Zn-complex was ppt. with NaPF6; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | In water; N,N-dimethyl-formamide N2; a soln. of Zn-salt and pyridine-compound in DMF was treated with aq.soln. of NaPF6; ppt. was filtered, washed with H2O and diethyl ether, dried under vac.; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
61% | In water a soln. of Zn-salt in water was introduced under N2 into a glass vessel containing pyridine-compound, sealed, heated to 140°C for 3 h, slowly cooled over 24 h to room temp.; crystals were dried under vac.; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With triethyl phosphite Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | In ethanol for 12h; Reflux; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
67% | Stage #1: ammonium hexachloroosmate(IV); 2,2':6',2'':6'',2'''-quaterpyridine at 150℃; for 12h; Inert atmosphere; Stage #2: sodium perchlorate In water |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With calcium(II) ion In methanol; water at 25℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With barium(II) In methanol; water at 25℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In methanol; water at 25℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In methanol; water at 25℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In methanol; water at 25℃; |