2-chloro-4-(1,1-dimethylethyl)pyridine
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
With manganese; nickel(II) bromide trihydrate In N,N-dimethyl-formamide at 20 - 60℃; for 20h; Inert atmosphere; | 90% |
4-tert-butylpyridine
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
With sodium In tetrahydrofuran; paraffin oil at 50℃; for 6h; | 80% |
With nickel In neat (no solvent) for 10h; Heating; | 63.7% |
With sodium amide at 145℃; for 6h; Dimerization; | 6.79 g |
4-tert-butylpyridine
A
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
With sodium In tetrahydrofuran; paraffin oil at 25℃; for 24h; | A 78% B 9% |
Stage #1: 4-tert-butylpyridine With [(DippNacnac)Mg(2,2,6,6-tetramethylpiperidide)] In tetrahydrofuran at 70℃; Inert atmosphere; Stage #2: Overall yield = 51 %; Overall yield = 55 mg; |
A
2,10-di-tert-butyldipyrido[1,2-c;2',1'-e]imidazol-6-one
C
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
With sodium tetrahydroborate In water; acetonitrile at -30 - 20℃; Inert atmosphere; | A 9 %Spectr. B 77% C n/a |
B
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
In acetonitrile Inert atmosphere; | A 71% B n/a |
B
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
In acetonitrile Inert atmosphere; | A 41% B n/a |
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
With sodium trimethoxyborohydride In acetonitrile Inert atmosphere; |
6-dimethylamino-2,10-di-tert-butyldipyrido[1,2-c;2',1'-e]imidazolium chloride
C
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: water; sodium hydroxide / 1.5 h / 100 °C / Inert atmosphere 2: acetonitrile / -35 - 20 °C / Inert atmosphere 3: sodium tetrahydroborate / acetonitrile / Inert atmosphere View Scheme |
6-dimethylamino-2,10-di-tert-butyldipyrido[1,2-c;2',1'-e]imidazolium chloride
B
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: water; sodium hydroxide / 1.5 h / 100 °C / Inert atmosphere 2: acetonitrile / -35 - 20 °C / Inert atmosphere 3: sodium tetrahydroborate / acetonitrile / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1: water; sodium hydroxide / 1.5 h / 100 °C / Inert atmosphere 2: acetonitrile / -35 - 20 °C / Inert atmosphere 3: sodium tetrahydroborate / water; acetonitrile / -30 - 20 °C / Inert atmosphere View Scheme |
6-dimethylamino-2,10-di-tert-butyldipyrido[1,2-c;2',1'-e]imidazolium chloride
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: water; sodium hydroxide / 1.5 h / 100 °C / Inert atmosphere 2: acetonitrile / -35 - 20 °C / Inert atmosphere 3: sodium trimethoxyborohydride / acetonitrile / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1: water; sodium hydroxide / 1.5 h / 100 °C / Inert atmosphere 2: acetonitrile / -35 - 20 °C / Inert atmosphere 3: potassium hydride / acetonitrile / Inert atmosphere View Scheme |
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 4h; | 100% |
4,4'-di-tert-butyl-2,2'-bipyridine
molybdenum hexacarbonyl
[Mo(CO)4(4,4'-di-tert-butyl-2,2'-bipyridine)]
Conditions | Yield |
---|---|
In toluene Ar-atmosphere; refluxing equimolar amts. for 2 h; solvent removal, washing (pentane); elem. anal.; | 99% |
In toluene other Radiation; loading of glass vessel with toluene, Mo(CO)6 and di-t-Bu-bipy (1 equiv.) ; heating in the microwave oven at 110°C for 30 min; cooling to room temp.; transferring to Schlenk tube; washing with n-hexane and pentane; vac. drying; | 92% |
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
In acetone N2-atmosphere; stirring soln. of Mo-complex with bipyridine for 1 h at room temp.; evapn., recrystn. (CH2Cl2/Et2O); elem. anal.; | 99% |
4,4'-di-tert-butyl-2,2'-bipyridine
[PtMe4(4,4'-di-tert-butyl-2,2'-bipyridine)]
Conditions | Yield |
---|---|
In diethyl ether N2-atmosphere; stirring (15 min); evapn. (vac.); elem. anal.; | 99% |
water
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
In benzene-d6 byproducts: (CH3CH2)2S; Sonication; (inert atm.); addn. of bipyridine deriv. to suspn. of platinum compd. inC6D6, sonication for 1 min, refluxing for 5 min; evapn., washing with benzene and hexane, elem. anal.; | 99% |
uranium(IV) chloride
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
In tetrahydrofuran for 16h; | 99% |
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
Stage #1: dibromido-1,1'-dimethyl-3,3'-(1,3-propanediyl)dibenzimidazolin-2,2'-diylidenenickel(II); 4,4'-di-tert-butyl-2,2'-bipyridine In methanol at 20℃; for 2h; Inert atmosphere; Schlenk technique; Glovebox; Stage #2: sodium hexaflorophosphate In methanol; water for 2h; Inert atmosphere; Schlenk technique; Glovebox; | 99% |
4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
Stage #1: tetrakis(acetonitrile)copper(I)tetrafluoroborate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In dichloromethane at 20℃; for 1h; Stage #2: 4,4'-di-tert-butyl-2,2'-bipyridine In dichloromethane at 20℃; for 1h; | 99% |
bis[2-(diphenylphosphino)phenyl] ether
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
Stage #1: tetrakis(acetonitrile)copper(I)tetrafluoroborate; bis[2-(diphenylphosphino)phenyl] ether In dichloromethane at 20℃; for 1h; Stage #2: 4,4'-di-tert-butyl-2,2'-bipyridine In dichloromethane at 20℃; for 1h; | 99% |
potassium tetrachloroplatinate(II)
4,4'-di-tert-butyl-2,2'-bipyridine
dichloro(4,4'-di-tert-butyl-2,2'-bipyridine)platinum(II)
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water at 89.84℃; for 5h; | 98% |
With hydrogenchloride In chloroform; water at 95℃; for 24h; Inert atmosphere; Schlenk technique; | 96.6% |
In further solvent(s) N2-atmosphere, 6 N HCl; refluxing (6 h); filtering, washing (H2O, EtOH, Et2O), drying (vac., room temp., P2O5, several h); elem. anal.; | 93.2% |
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
Stage #1: [iridium(2',6'-dimethoxy-4-methyl-2,3'-bipyridine)2(μ-Cl)]2; 4,4'-di-tert-butyl-2,2'-bipyridine In 2-ethoxy-ethanol at 130℃; for 14h; Inert atmosphere; Schlenk technique; Stage #2: ammonium hexafluorophosphate In 2-ethoxy-ethanol; water Inert atmosphere; Schlenk technique; | 98% |
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
Stage #1: C48H44Cl2Ir2N8O8; 4,4'-di-tert-butyl-2,2'-bipyridine In 2-ethoxy-ethanol at 130℃; for 14h; Inert atmosphere; Schlenk technique; Stage #2: ammonium hexafluorophosphate In 2-ethoxy-ethanol; water Inert atmosphere; Schlenk technique; | 98% |
potassium hexafluorophosphate
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
Stage #1: tetrakis[2-(4',6'-dimethoxy-3',5'-pyrimidyl)-4-methylpyridinato-N,C2']-bis(μ-chloro)diiridium(III); 4,4'-di-tert-butyl-2,2'-bipyridine In methanol; dichloromethane at 40℃; for 19h; Inert atmosphere; Schlenk technique; Sealed tube; Stage #2: potassium hexafluorophosphate In dichloromethane; water at 20℃; for 1h; Inert atmosphere; Schlenk technique; | 98% |
bis(tetrahydrofurane)oxovanadium(IV) dichloride
dichloromethane
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
In dichloromethane under Ar atm. to suspn. (VOCl2(THF)2) in CH2Cl2 4,4'-di-tert-butyl-2,2'-bipyridine was added and stirred for 1 h; react. mixt. was evapd. to dryness, residue was triturated with Et2O anddried in vacuo; elem. anal.; | 97% |
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide other Radiation; a suspn. of Ru-complex and bipyridine-compound in DMF was reacted for 45min under microwave irradiation (microwave set-up; 30 s, 600 W; 45 min, 200 W; 10 min, ventilation); the solvent was immediately removed on the rotary evaporator, the solid was washed with diethyl ether and dried on air; | 97% |
silver tetrafluoroborate
bis(tetrahydrofurane)oxovanadium(IV) dichloride
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
In dichloromethane byproducts: AgCl; under Ar atm. to suspn. (VOCl2(THF)2) in CH2Cl2 4,4'-di-tert-butyl-2,2'-bipyridine and AgBF4 were added and stirred in absence of light at room temp. for 24 h; ppt. was filtered off, filtrate was evapd. to dryness, residue was triturated with Et2O and dried in vacuo; elem. anal.; | 97% |
[Rh(Cp(*))Cl2(NH2Me)]
thallium(I) triflate
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
In acetone byproducts: TlCl; Tl salt and ligand added to a soln. of Rh complex, stirred for 7 h at room temp.; filtered, evapd. (vac.), Et2O added, filtered, suction-dried; elem. anal.; | 97% |
N,N'-di-tert-butyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)phenylcarbamate
bis(pinacol)diborane
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer In tetrahydrofuran at 80℃; for 16h; Inert atmosphere; | 97% |
4,4'-di-tert-butyl-2,2'-bipyridine
4,4'-bis(1,1-dimethylethyl)-2,2'-bipyridine 1,1'-dioxide
Conditions | Yield |
---|---|
With dihydrogen peroxide In water; acetic acid at 100℃; for 8h; | 96% |
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 48h; Ambient temperature; | 78% |
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
In toluene Ar atmosphere; standing (ambient temp., 4 d); removal of excess of ligand on washing with aq. FeSO4, concn., pptn. on addn. of hexane and cooling (-20°C); elem. anal.; | 96% |
bis(tetrahydrofurane)oxovanadium(IV) dichloride
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
In dichloromethane byproducts: AgCl; under Ar atm. to suspn. (VOCl2(THF)2) in CH2Cl2 4,4'-di-tert-butyl-2,2'-bipyridine and AgSbF6 were added and stirred in absence of light at roomtemp. for 24 h; ppt. was filtered off, filtrate was evapd. to dryness, residue was triturated with Et2O and dried in vacuo; elem. anal.; | 96% |
palladium diacetate
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
In acetone | 96% |
bis-(μ)-chlorotetrakis[2-(2’,4’-difluorophenyl)-5-trifluoromethylpyridinato]-(C2,N)diiridium(III)
4,4'-di-tert-butyl-2,2'-bipyridine
[4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate
Conditions | Yield |
---|---|
Stage #1: bis-(μ)-chlorotetrakis[2-(2’,4’-difluorophenyl)-5-trifluoromethylpyridinato]-(C2,N)diiridium(III); 4,4'-di-tert-butyl-2,2'-bipyridine In ethylene glycol at 150℃; for 18h; Inert atmosphere; Stage #2: ammonium hexafluorophosphate In water for 0.333333h; Cooling with ice; | 96% |
Stage #1: bis-(μ)-chlorotetrakis[2-(2’,4’-difluorophenyl)-5-trifluoromethylpyridinato]-(C2,N)diiridium(III); 4,4'-di-tert-butyl-2,2'-bipyridine In ethylene glycol for 15h; Reflux; Inert atmosphere; Stage #2: ammonium hexafluorophosphate In water | 75% |
Stage #1: bis-(μ)-chlorotetrakis[2-(2’,4’-difluorophenyl)-5-trifluoromethylpyridinato]-(C2,N)diiridium(III); 4,4'-di-tert-butyl-2,2'-bipyridine In ethylene glycol at 150℃; for 15h; Inert atmosphere; Stage #2: ammonium hexafluorophosphate In water; ethylene glycol | 74% |
Stage #1: bis-(μ)-chlorotetrakis[2-(2’,4’-difluorophenyl)-5-trifluoromethylpyridinato]-(C2,N)diiridium(III); 4,4'-di-tert-butyl-2,2'-bipyridine In ethylene glycol at 150℃; for 15h; Inert atmosphere; Stage #2: ammonium hexafluorophosphate In water | 121 mg |
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
In acetonitrile for 5h; Reflux; | 96% |
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
Stage #1: [UO2Cl2(THF)2]2; 4,4'-di-tert-butyl-2,2'-bipyridine In tetrahydrofuran for 0.166667h; Stage #2: LiN(SiHMe2)tBu In tetrahydrofuran at -108 - 20℃; for 0.5h; | 96% |
4,4'-di-tert-butyl-2,2'-bipyridine
Conditions | Yield |
---|---|
In methanol at 20℃; | 96% |
trichloro(4,4',4''-tri-tert-butyl-2,2',6',2''-terpyridin)ruthenium(III)
4,4'-di-tert-butyl-2,2'-bipyridine
{(4,4',4''-tri-tert-butyl-2,2',2''-terpyridine)(4,4'-di-tert-butyl-2,2'-bipyridine)RuCl}PF6
Conditions | Yield |
---|---|
With triethylamine In ethanol; water refluxed; soxhlet extn. (toluene); | 95% |
4,4'-di-tert-butyl-2,2'-bipyridine
(4,4'-di-tert-butyl-2,2'-bipyridine)dirhenium heptaoxide
Conditions | Yield |
---|---|
In tetrahydrofuran N2-atmosphere; stirring Re2O7 with 2 equiv. of base (20 min, pptn.); filtration, washing (THF, Et2O), drying (vac.); elem. anal.; | 95% |
tetra-n-butylammonium cyanide
4,4'-di-tert-butyl-2,2'-bipyridine
(4,4'-bis(tert-butyl)-2,2'-bipyridine)cyano trioxorhenium(VII)
Conditions | Yield |
---|---|
In tetrahydrofuran Ar-atmosphere; stirring equimolar amts. of Re2O7 and Bu4N-salt for 5 min, addn. of 1 equiv. of bipyridine derivative (pptn.), stirring for 15 min; filtration, washing (Et2O), drying (vac.); elem. anal.; | 95% |
4,4'-di-tert-butyl-2,2'-bipyridine
WCl3(C5(CH3)5)(C18H24N2)
Conditions | Yield |
---|---|
With (Me2N)2C=C(NMe)2 In dichloromethane (N2); addn. of (Me2N)2C=C(NMe2)2 in CH2Cl2 to W complex and org. ligand in CH2Cl2 at room temp., stirring (room temp., 1 h); filtration (Celite), concn. (vac.), pptn. by addn. of Et2O, filtration, washing (Et2O and pentane), drying (high vac.); elem. anal.; | 95% |
The 2,2'-Bipyridine,4,4'-bis(1,1-dimethylethyl)-, with the CAS registry number 72914-19-3, is also known as 4,4'-Di-tert-butyl-2,2' bipyridyl. It belongs to the product categories of C9 to C46; Heterocyclic Building Blocks; Pyridines. This chemical's molecular formula is C18H24N2 and molecular weight is 268.3966. Its systematic name is called 4,4'-di-tert-butyl-2,2'-bipyridine.
Physical properties of 2,2'-Bipyridine,4,4'-bis(1,1-dimethylethyl)-: (1)ACD/LogP: 4.66; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.5; (4)ACD/LogD (pH 7.4): 4.66; (5)ACD/BCF (pH 5.5): 1422.32; (6)ACD/BCF (pH 7.4): 2041.34; (7)ACD/KOC (pH 5.5): 5665.36; (8)ACD/KOC (pH 7.4): 8131.04; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 25.78 Å2; (13)Index of Refraction: 1.522; (14)Molar Refractivity: 83.8 cm3; (15)Molar Volume: 274.5 cm3; (16)Polarizability: 33.22×10-24cm3; (17)Surface Tension: 34.4 dyne/cm; (18)Density: 0.977 g/cm3; (19)Flash Point: 150.2 °C; (20)Enthalpy of Vaporization: 62.03 kJ/mol; (21)Boiling Point: 395.4 °C at 760 mmHg; (22)Vapour Pressure: 4.21E-06 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing when you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
1.SMILES: n1ccc(cc1c2nccc(c2)C(C)(C)C)C(C)(C)C
2.InChI: InChI=1/C18H24N2/c1-17(2,3)13-7-9-19-15(11-13)16-12-14(8-10-20-16)18(4,5)6/h7-12H,1-6H3
3.InChIKey: TXNLQUKVUJITMX-UHFFFAOYAH
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View