Bis(1,4-phenylene)-34-crown 10-Ether supplier

Name
BIS(1,4-PHENYLENE)-34-CROWN 10-ETHER
EINECS
CAS No. 53914-95-7
Article Data14
CAS DataBase
Density 1.068g/cm³
Solubility
Melting Point 69.0 ~73.0 °C
Formula C28H40O10
Boiling Point 689.9°C at 760 mmHg
Molecular Weight 536.62
Flash Point 267.2°C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms BIS(1,4-PHENYLENE)-34-CROWN 10-ETHER
PSA 92.30000
LogP 3.89320

Synthetic route

: 37860-51-8
tetraethylene glycol di(p-toluenesulfonate)

: 14556-10-6
1,11-bis<4-hydroxyphenoxy>-3,6,9-trioxaundecane

: 53914-95-7
bis(p-phenylene)[34]crown-10

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran for 120h; Heating;	25%
With tetra-(n-butyl)ammonium iodide; caesium carbonate; cesium 4-methylbenzenesulfonate 1.) DMF, 80 deg C, 1.5 h, 2.) DMF, 100 deg C, 4 d; Yield given. Multistep reaction;

: 134881-77-9
1,4-bis[2-(2-(2-(2-toluene-p-sulfonylethoxy)ethoxy)ethoxy)ethoxy]benzene

: 123-31-9
hydroquinone

: 53914-95-7
bis(p-phenylene)[34]crown-10

Conditions

Conditions	Yield
With potassium carbonate In acetone for 48h; Heating;	25%
With caesium carbonate for 72h; Cyclization; Heating;	15%

: 31255-26-2
1-bromo-2-{2-[2-(2-bromoethoxy)ethoxy]-ethoxy}ethane

: 14556-10-6
1,11-bis<4-hydroxyphenoxy>-3,6,9-trioxaundecane

A: 53914-95-7
bis(p-phenylene)[34]crown-10

B: 134940-41-3
1,4,7,10,13,18,21,24,27,30,35,38,41,44,47,52,55,58,61,64-icosaoxa<13,13,13,13>tetraparacyclophane

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 80℃; for 48h;	A 18% B 0.23%

...Expand

: 37860-51-8
tetraethylene glycol di(p-toluenesulfonate)

: 123-31-9
hydroquinone

: 53914-95-7
bis(p-phenylene)[34]crown-10

Conditions

Conditions	Yield
Stage #1: hydroquinone With sodium hydroxide In water; butan-1-ol for 0.5h; Reflux; Inert atmosphere; Stage #2: tetraethylene glycol di(p-toluenesulfonate) With caesium carbonate In 1,4-dioxane; butan-1-ol for 20h; Reflux;	12.8%
With sodium hydroxide In isopropyl alcohol for 24h; Heating;	150 mg

: 37860-51-8
tetraethylene glycol di(p-toluenesulfonate)

: 113816-32-3
1,11-bis<4-(benzyloxy)phenoxy>-3,6,9-trioxaundecane

: 53914-95-7
bis(p-phenylene)[34]crown-10

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen; sodium hydride 1.) MeOH, Et2O, 2.) Me2NCHO, 70 deg C, 24 h; Yield given. Multistep reaction;

: 135974-61-7
1,4-bis[2-(2-hydroxyethoxy)ethoxy]benzene bis(4-methylbenzenesulfonate)

: 35648-87-4
1,4-bis[2-(2-hydroxyethoxy)ethoxy]benzene

: 53914-95-7
bis(p-phenylene)[34]crown-10

Conditions

Conditions	Yield
With sodium hydride 1.) THF, 1 h, 2.) THF, reflux 4 d; Yield given. Multistep reaction;

: C98H106N2O6(2+)*C28H40O10*2F6P(1-)

A: 53914-95-7
bis(p-phenylene)[34]crown-10

B: C98H106N2O6(2+)*2F6P(1-)

Conditions

Conditions	Yield
In dimethylsulfoxide-d6 at 100℃; Rate constant;

: 113816-15-2
C28H40O10*C12H14N2(2+)*2F6P(1-)

A: 53914-95-7
bis(p-phenylene)[34]crown-10

B: 67994-95-0
N,N'-dimethyl-4,4'-bipyridinium dihexafluorophosphate

Conditions

Conditions	Yield
In acetone at 25℃; Equilibrium constant; slipping-off;

: 1,1'-bis(4-(2-(2-(4-[bis{4-tert-butylphenyl}-4-ethylphenylmethyl]phenoxy)ethoxy)ethoxy)benzyl)-4,4'-bipyridinium bis-p-phenylene-34-crown-10-bis(hexafluorophosphate)

A: 53914-95-7
bis(p-phenylene)[34]crown-10

B: 1,1'-bis(4-(2-(2-(4-[bis{tert-butylphenyl}-4-ethylphenylmethyl]phenoxy)ethoxy)ethoxy)benzyl)-4,4'-bipyridinium bis(hexafluorophosphate)

Conditions

Conditions	Yield
In [D3]acetonitrile at 50℃; Activation energy; slipping-off;

: 37860-51-8
tetraethylene glycol di(p-toluenesulfonate)

: 53914-95-7
bis(p-phenylene)[34]crown-10

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 80 percent / K2CO3 / acetone / 48 h / Heating 2: 25 percent / K2CO3 / acetone / 48 h / Heating View Scheme
Multi-step reaction with 2 steps 1: 68 percent / NaH / dimethylformamide / 24 h / 80 °C 2: 1.) H2, Pd/C, 2.) NaH / 1.) MeOH, Et2O, 2.) Me2NCHO, 70 deg C, 24 h View Scheme
Multi-step reaction with 3 steps 1: 1.) NaH / 1.) DMF, 15 min, 2.) DMF, 80 deg C, 24 h 2: 99 percent / H2 / 10percent Pd/C / methanol; CHCl3 3: 25 percent / NaH / tetrahydrofuran / 120 h / Heating View Scheme

: 123-31-9
hydroquinone

K2CO3: K2CO3

: 53914-95-7
bis(p-phenylene)[34]crown-10

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 80 percent / K2CO3 / acetone / 48 h / Heating 2: 25 percent / K2CO3 / acetone / 48 h / Heating View Scheme

: 103-16-2
4-Benzyloxyphenol

: 53914-95-7
bis(p-phenylene)[34]crown-10

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 68 percent / NaH / dimethylformamide / 24 h / 80 °C 2: 1.) H2, Pd/C, 2.) NaH / 1.) MeOH, Et2O, 2.) Me2NCHO, 70 deg C, 24 h View Scheme
Multi-step reaction with 3 steps 1: 1.) NaH / 1.) DMF, 15 min, 2.) DMF, 80 deg C, 24 h 2: 99 percent / H2 / 10percent Pd/C / methanol; CHCl3 3: 25 percent / NaH / tetrahydrofuran / 120 h / Heating View Scheme

: 123-31-9
hydroquinone

: 53914-95-7
bis(p-phenylene)[34]crown-10

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 63 percent / K2CO3 / dimethylformamide / 18 h / Ambient temperature 2: 68 percent / NaH / dimethylformamide / 24 h / 80 °C 3: 1.) H2, Pd/C, 2.) NaH / 1.) MeOH, Et2O, 2.) Me2NCHO, 70 deg C, 24 h View Scheme
Multi-step reaction with 2 steps 1: 1.) K2CO3 / 1.) DMF, 30 min, 2.) DMF, 75 deg C, 7 d 2: 1.) NaH / 1.) THF, 1 h, 2.) THF, reflux 4 d View Scheme
Multi-step reaction with 3 steps 1: 1.) K2CO3 / 1.) DMF, 30 min, 2.) DMF, 75 deg C, 7 d 2: 88 percent / triethylamine / CH2Cl2 / 15 h / Ambient temperature 3: 1.) NaH / 1.) THF, 1 h, 2.) THF, reflux 4 d View Scheme

: 113816-32-3
1,11-bis<4-(benzyloxy)phenoxy>-3,6,9-trioxaundecane

: 53914-95-7
bis(p-phenylene)[34]crown-10

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 99 percent / H2 / 10percent Pd/C / methanol; CHCl3 2: 25 percent / NaH / tetrahydrofuran / 120 h / Heating View Scheme

: 35648-87-4
1,4-bis[2-(2-hydroxyethoxy)ethoxy]benzene

: 53914-95-7
bis(p-phenylene)[34]crown-10

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 88 percent / triethylamine / CH2Cl2 / 15 h / Ambient temperature 2: 1.) NaH / 1.) THF, 1 h, 2.) THF, reflux 4 d View Scheme

: 2C2F3O2(1-)*C13H13N5(2+)*C28H40O10

A: 53914-95-7
bis(p-phenylene)[34]crown-10

B: C13H11N5

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine

: 53914-95-7
bis(p-phenylene)[34]crown-10

: 67-64-1
acetone

: (E)-bis(4-benzylaminomethyl)stilbene bis(hexafluorophosphate)

: C30H30N2*C28H40O10*2C3H6O*2F6P(1-)*2H(1+)

Conditions

Conditions	Yield
In dichloromethane	90%

...Expand

: 53914-95-7
bis(p-phenylene)[34]crown-10

: N,N'-bis[3-(carboethoxy)propyl]-4,4'-bipyridinium hexafluorophosphate

: C22H30N2O4(2+)*C28H40O10*2F6P(1-)

Conditions

Conditions	Yield
In methanol; acetone at 20℃;	90%

: (C5H4N)5CH2CH2C6H4CH2(3+)*3NO3(1-)=(C5H4N)5CH2CH2C6H4CH2(NO3)3

: ammonium hexafluorophosphate

: 53914-95-7
bis(p-phenylene)[34]crown-10

: dinitrato(1,2-diaminoethane)platinum(II)

: Pt(NH2C2H4NH2)(C5H4N)5CH2CH2C6H4CH2(5+)*(C6H4)2C16H32O10*5PF6(1-)=Pt(N2H4C2H4)(C5H4N)5C3H6C6H4(PF6)5*(C6H4)2C16H32O10

Conditions

Conditions	Yield
In water equimolar soln. of bipyridyl-compound, Pd-complex and macrocycle in H2O was heated at 100°C for 12 d, NH4PF6 was added;	85%

...Expand

: 4-[2-(2-{4-[bis-(4-tert-butyl-phenyl)-phenyl-methyl]-phenoxy}-ethoxy)-ethoxy]-pyridine

: C62H65BrN2O3(2+)*2F6P(1-)

: 53914-95-7
bis(p-phenylene)[34]crown-10

A: TIMEOUT: 5s

B: C104H112N3O6(3+)*C28H40O10*3F6P(1-)

Conditions

Conditions	Yield
Stage #1: 4-[2-(2-{4-[bis-(4-tert-butyl-phenyl)-phenyl-methyl]-phenoxy}-ethoxy)-ethoxy]-pyridine; C62H65BrN2O3(2+)*2F6P(1-); bis(p-phenylene)[34]crown-10 at 20℃; for 4.08333h; Air atmosphere; Neat (no solvent); Stage #2: With ammonium hexafluorophosphate In chloroform; water; acetone	A 8% B 85%

...Expand

: 53914-95-7
bis(p-phenylene)[34]crown-10

: cyclobis(paraquat-4,4’-biphenylene) hexafluorophosphate

: 134815-81-9
C48H40N4(4+)*2C28H40O10*4F6P(1-)

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide In [D3]acetonitrile at 80℃; for 72h;	84%

: C74H82N4O4(2+)*2Br(1-)

: 623-24-5
1,4-bis(bromomethyl)benzene

: 53914-95-7
bis(p-phenylene)[34]crown-10

: C82H90N4O4(4+)*C28H40O10*4Br(1-)

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	80%

...Expand

: 53914-95-7
bis(p-phenylene)[34]crown-10

: 544708-59-0
4-[2-[2-[4-[4-ethylphenyl-bis{4-t-butylphenyl}methyl]phenoxy]ethoxy]ethoxy]benzylbromide

: 1-{4-[tris{4-(4-phosphonodiethoxyphenyl)phenyl}methyl]phenyl}-1'-(3-[3,3'-dimethyl-4,4'-bipyridyl-1-yl]propyl)-4,4'-bipyridinium tris(hexafluorophosphate)

: C126H137N4O12P3(4+)*C28H40O10*4F6P(1-)

Conditions

Conditions	Yield
In benzonitrile at 20℃; for 144h;	75%

...Expand

: 623-24-5
1,4-bis(bromomethyl)benzene

: 53914-95-7
bis(p-phenylene)[34]crown-10

: 108861-20-7
1,1-[1,4-phenylenebis(methylene)]bis-4,4'-pyridylpiridinium bis(hexafluorophosphate)

: 122801-13-2
<2>---catenane tetrakis(hexafluorophosphate)

Conditions

Conditions	Yield
With ammonium hexafluorophosphate In N,N-dimethyl-formamide under 7500600 Torr; Ambient temperature;	74%
With ammonium hexafluorophosphate at 20℃; catenation;	70%
In N,N-dimethyl-formamide at 80℃; for 1h;	34%

...Expand

: 53914-95-7
bis(p-phenylene)[34]crown-10

: [Pt2(1,1'-methylenebis-4,4'-bipyridinium)2(en)2](hexafluorophosphate)4(OTf)4

: [Pd2(1,1'-methylenebis-4,4'-bipyridinium)2(en)2](hexafluorophosphate)8*2BPP34C10

Conditions

Conditions	Yield
In acetonitrile heating soln. of platinum compd. and cyclophane deriv. in acetonitrile at 50°C for 7 d; cooling to room temp, filtration, addn. of water and amberlite CG-400, sirring for 24 h at room temp., filtration, addn. of KPF6, filtration, elem. anal.;	70%

: C46H52O4

: 553-26-4
4,4'-bipyridine

: 31608-22-7
4-bromo-1-(2-tetrahydropyranyloxy)butane

: 53914-95-7
bis(p-phenylene)[34]crown-10

α,α'-dibromo-p-xylene: α,α'-dibromo-p-xylene

: C82H90N4O4(4+)*C28H40O10*4Br(1-)

Conditions

Conditions	Yield
Multistep reaction;	66%

...Expand

: C44H49BrO3

: C54H57N2O3(1+)*F6P(1-)

: 53914-95-7
bis(p-phenylene)[34]crown-10

A: C98H106N2O6(2+)*2F6P(1-)

B: C98H106N2O6(2+)*C28H40O10*2F6P(1-)

Conditions

Conditions	Yield
Stage #1: C44H49BrO3; C54H57N2O3(1+)*F6P(1-); bis(p-phenylene)[34]crown-10 at 20℃; for 2.08333h; Air atmosphere; Neat (no solvent); Stage #2: With ammonium hexafluorophosphate In chloroform; water; acetone	A 20% B 64%

...Expand

: 53914-95-7
bis(p-phenylene)[34]crown-10

: 13362-78-2
trans-1,2-bis(pyridin-4-yl)ethene

: 120-80-9
benzene-1,2-diol

: 108-88-3
toluene

: 73852-19-4
3,5-bis-trifluromethylphenylboronic acid

: (C6H4O(CH2CH2O)4)2*(CHC5H4NB(C6H4O2)C6H3(CF3)2)2*3C7H8

Conditions

Conditions	Yield
In toluene DPE, catechol, B compd., and crown (1:2:2:1) heated; cooled to room temp., septd., NMR;	63%

...Expand

: 53914-95-7
bis(p-phenylene)[34]crown-10

: 120-80-9
benzene-1,2-diol

: 73852-19-4
3,5-bis-trifluromethylphenylboronic acid

: 1135-32-6
trans-1,2-bis(4-pyridyl)ethylene

: 1061570-77-1
C28H40O10*C40H24B2F12N2O4

Conditions

Conditions	Yield
In benzene for 1h; Reflux; Inert atmosphere;	63%

...Expand

: C76H86N4O4(2+)*2Br(1-)

: 623-24-5
1,4-bis(bromomethyl)benzene

: 53914-95-7
bis(p-phenylene)[34]crown-10

: C84H94N4O4(4+)*C28H40O10*4Br(1-)

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	61%

...Expand

: 53914-95-7
bis(p-phenylene)[34]crown-10

: 108861-18-3
1,1''-(1,3-phenylene-bis(methylene))bis-4,4'-bipyridinium-bis(hexafluorophosphate)

: 626-15-3
1,3-bis-(bromomethyl)benzene

: <<2>-<1,4,7,10,13,20,23,26,29,32-decaoxa<13.13>paracyclophane><9,18,29,38-tetraazonia<1.1.0>para<1>meta<1.0>paracyclophane>catenane> tetrakishexafluorophosphate

Conditions

Conditions	Yield
With ammonium hexafluorophosphate In N,N-dimethyl-formamide under 7500600 Torr; for 7h; Ambient temperature;	59%

...Expand

: 1020666-50-5
1-{4-[tris(4-t-butylphenyl)-methyl]-phenyl}-4,4'-bipyridinium hexafluorophosphate

: 53914-95-7
bis(p-phenylene)[34]crown-10

: 544708-54-5
4-(2-(2-(4-[tris-{4-t-butylphenyl}-methyl]-phenoxy)-ethoxy)-ethoxy)-benzylbromide

A: 1-{4-[tris(4-t-butylphenyl)-methyl]-phenyl}-(4-(2-(2-(4-[tris-{4-t-butylphenyl}-methyl]-phenoxy)-ethoxy)-ethoxy)-benzyl)[4,4']-bipyridinium bis-hexafluorophosphate

B: C28H40O10*C95H108N2O3(2+)*2F6P(1-)

Conditions

Conditions	Yield
In benzonitrile at 20℃; for 120h;	A 37% B 56%

...Expand

: 623-24-5
1,4-bis(bromomethyl)benzene

: 53914-95-7
bis(p-phenylene)[34]crown-10

: 25,27-bis[3-(4,4'-bipyridine-1'-yl)propoxy]-26,28-dihydroxycalix[4]arene dichloride

: [25,27-dihydroxy-26,28-{3-[p-xylylbis[4-(4,4'-bipyridine-1'-yl)]propoxy]}calix[4]arene (cone) tetrachloride]-[1,4,7,10,17,20,23,26,28,32-decaoxa[13.13]paracyclophane][2]catenane

Conditions

Conditions	Yield
With ammonium chloride In N,N-dimethyl-formamide at 25℃; for 336h; Substitution;	53%

...Expand

: 53914-95-7
bis(p-phenylene)[34]crown-10

: C98H106N2O6(2+)*2F6P(1-)

: C98H106N2O6(2+)*C28H40O10*2F6P(1-)

Conditions

Conditions	Yield
In acetonitrile at 55℃; for 240h;	52%
In acetonitrile at 24.9℃; Kinetics; var. temp.;

: 53914-95-7
bis(p-phenylene)[34]crown-10

: C117H124N4O7(4+)*4F6P(1-)

A: C117H124N4O7(4+)*2C28H40O10*4F6P(1-)

B: C117H124N4O7(4+)*C28H40O10*4F6P(1-)

Conditions

Conditions	Yield
In tetrahydrofuran at 55℃; for 240h; rotaxane formation;	A 52% B 14%

...Expand

: 17084-13-8
potassium hexafluorophosphate

: 53914-95-7
bis(p-phenylene)[34]crown-10

: 960068-70-6
(ethylenediamine)Pt(OTf)2

: 1141448-00-1
1-(4-(pyridin-4-yl)benzyl)-4,4'-bipyridin-1-ium nitrate

: (Pt2(N2C10H8CH2C11H8N)2(NH2C2H4NH2)2)(6+)*6PF6(1-)*C28H40O10=(Pt2(N2C10H8CH2C6H4C5H4N)2(NH2C2H4NH2)2)(PF6)6*C28H40O10

Conditions

Conditions	Yield
In acetonitrile soln. Pt complex, ligand and polyether in MeCN was heated at 55°Cfor 8 days, cooled to room temp., Et2O was added, ppt. was filtered, su spnd. in water, Amberlite IRA-402 was added, stirred for 24 h; soln. was filtered and evapd. in vacuo, column chromy. on silica (acetone - 1.5M NH4Cl - MeOH 5:4:1), solvent was removed in vacuo, residue was dissolved in water, KPF6 was added, ppt. was filtered and washed with water; elem. anal.;	52%

Yield

In acetonitrile soln. Pt complex, ligand and polyether in MeCN was heated at 55°Cfor 8 days, cooled to room temp., Et2O was added, ppt. was filtered, su spnd. in water, Amberlite IRA-402 was added, stirred for 24 h; soln. was filtered and evapd. in vacuo, column chromy. on silica (acetone - 1.5M NH4Cl - MeOH 5:4:1), solvent was removed in vacuo, residue was dissolved in water, KPF6 was added, ppt. was filtered and washed with water; elem. anal.;

52%

...Expand

: 623-24-5
1,4-bis(bromomethyl)benzene

: 53914-95-7
bis(p-phenylene)[34]crown-10

: 25,27-bis[3-(4,4'-bipyridine-1'-yl)propoxy]-26,28-dihydroxy-5,11,17,23-tetra(tert-butyl)calix[4]arene dihexafluorophosphate

: [25,27-dihydroxy-5,11,17,23-tetra(tert-butyl)-26,28-{3-[p-xylylbis[4-(4,4'-bipyridine-1'-yl)]propoxy]}calix[4]arene (cone) tetra(hexafluorophosphate)]-[1,4,7,10,17,20,23,26,28,32-decaoxa[13.13]paracyclophane][2]catenane

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 240h; Substitution;	51%
In acetonitrile for 168h; Ambient temperature;	35%

...Expand

: C72H78N4O4(2+)*2Br(1-)

: 623-24-5
1,4-bis(bromomethyl)benzene

: 53914-95-7
bis(p-phenylene)[34]crown-10

: C80H86N4O4(4+)*C28H40O10*4Br(1-)

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	51%

...Expand

: 1020666-50-5
1-{4-[tris(4-t-butylphenyl)-methyl]-phenyl}-4,4'-bipyridinium hexafluorophosphate

: 53914-95-7
bis(p-phenylene)[34]crown-10

: 544708-54-5
4-(2-(2-(4-[tris-{4-t-butylphenyl}-methyl]-phenoxy)-ethoxy)-ethoxy)-benzylbromide

A: 1030850-41-9
1-{4-[tris(4-t-butylphenyl)-methyl]phenyl}-1'-(4-(2-(2-(4-[tris-{4-t-butylphenyl}-methyl]-phenoxy)-ethoxy)-ethoxy)-benzyl)-[4,4']-bipyridinium bis-p-phenylene-34-crown-10-12,152-disulphonate

B: 1-{4-[tris(4-t-butylphenyl)-methyl]phenyl}-(4-(2-(2-(4-[tris-{4-t-butylphenyl}-methyl]-phenoxy)-ethoxy)-ethoxy)-benzyl)-[4,4']-bipyridinium bis-p-phenylene-34-crown-10-12,153-disulphonate

Conditions

Conditions	Yield
Stage #1: bis(p-phenylene)[34]crown-10 With chlorosulfonic acid at 0℃; for 1h; Stage #2: With tetramethyl ammoniumhydroxide In methanol for 2h; Stage #3: 1-{4-[tris(4-t-butylphenyl)-methyl]-phenyl}-4,4'-bipyridinium hexafluorophosphate; 4-(2-(2-(4-[tris-{4-t-butylphenyl}-methyl]-phenoxy)-ethoxy)-ethoxy)-benzylbromide In acetonitrile at 20℃; for 144h; Further stages.;	A 50% B 50%

...Expand

: 53914-95-7
bis(p-phenylene)[34]crown-10

: 138926-07-5
(N,N’)-diethyl-4,4’-bipyridinium dihexafluorophosphate

: 1030850-36-2
1,1'-diethyl-[4,4']-bipyridinium bis-p-phenylene-34-crown-10-12,152-disulphonate sesquiethanolate

Conditions

Conditions	Yield
Stage #1: bis(p-phenylene)[34]crown-10 With chlorosulfonic acid at 0℃; for 1h; Stage #2: With tetramethyl ammoniumhydroxide In methanol for 2h; Stage #3: (N,N’)-diethyl-4,4’-bipyridinium dihexafluorophosphate In methanol; ethanol Further stages.;	50%

: 53914-95-7
bis(p-phenylene)[34]crown-10

: 108861-18-3
1,1''-(1,3-phenylene-bis(methylene))bis-4,4'-bipyridinium-bis(hexafluorophosphate)

: 93824-64-7
3,3'-bis(α-bromomethyl)azobenzene

: C42H36N6(4+)*C28H40O10*4F6P(1-)

Conditions

Conditions	Yield
With ammonium hexafluorophosphate; nitromethane; tetraethylammonium chloride; water In acetonitrile for 192h; Ambient temperature;	49%

...Expand

: 53914-95-7
bis(p-phenylene)[34]crown-10

: 544708-54-5
4-(2-(2-(4-[tris-{4-t-butylphenyl}-methyl]-phenoxy)-ethoxy)-ethoxy)-benzylbromide

: 1-{4-[tris{4-(4-(diethylphosphono)phenyl)-phenyl}-methyl]-phenyl}-4-(4'pyridyl)-pyridinium hexafluorophosphate

A: 1-{4-[tris{4-(4-phosphonodiethoxyphenyl)phenyl}methyl]phenyl}-(4-(2-(2-(4-[tris{4-t-butylphenyl}methyl]phenoxy)ethoxy)ethoxy)benzyl)-4,4'-bipyridinium bis(hexafluorophosphate)

B: 1-{4-[tris{4-(4-phosphonodiethoxyphenyl)phenyl}methyl]phenyl}-(4-(2-(2-(4-[tris{4-t-butylphenyl}methyl]phenoxy)ethoxy)ethoxy)benzyl)-4,4'-bipyridinium*bis-para-phenylene-34-crown-10 [2]rotaxane bis(hexafluorophosphate)

Conditions

Conditions	Yield
In benzonitrile at 20℃; for 120h;	A 36% B 48%

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: 53914-95-7
bis(p-phenylene)[34]crown-10

: 1,1'-bis(4-(2-(2-(4-[bis{tert-butylphenyl}-4-ethylphenylmethyl]phenoxy)ethoxy)ethoxy)benzyl)-4,4'-bipyridinium bis(hexafluorophosphate)

: 1,1'-bis(4-(2-(2-(4-[bis{4-tert-butylphenyl}-4-ethylphenylmethyl]phenoxy)ethoxy)ethoxy)benzyl)-4,4'-bipyridinium bis-p-phenylene-34-crown-10-bis(hexafluorophosphate)

Conditions

Conditions	Yield
In acetonitrile at 55℃; for 240h;	47%
In acetonitrile at 29.9℃; Kinetics; var. temp.;

: 53914-95-7
bis(p-phenylene)[34]crown-10

: C174H186N6O9(6+)*6F6P(1-)

A: C174H186N6O9(6+)*2C28H40O10*6F6P(1-)

B: C174H186N6O9(6+)*C28H40O10*6F6P(1-)

C: C174H186N6O9(6+)*3C28H40O10*6F6P(1-)

Conditions

Conditions	Yield
In acetonitrile at 50℃; for 240h;	A 26% B 46% C 6%
In acetonitrile at 50℃; for 240h;	A 41% B 19% C 22%

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: 53914-95-7
bis(p-phenylene)[34]crown-10

: C100H110N2O6(2+)*2F6P(1-)

: C100H110N2O6(2+)*C28H40O10*2F6P(1-)

Conditions

Conditions	Yield
In acetonitrile at 55℃; for 240h;	45%
In acetonitrile at 24.9℃; Kinetics; var. temp.;

: 53914-95-7
bis(p-phenylene)[34]crown-10

: 13362-78-2
trans-1,2-bis(pyridin-4-yl)ethene

: 1,1'-bis(4-(bromomethyl)benzyl)-4,4'-bipyridine-1,1'-diium bis(hexafluorophosphate)

: <<2>-<1,4,7,10,17,20,23,26,29,32-decaoxa<13.13>paracyclophane><(E)-6,17,26,37-tetraazonia<2.1.1.0.1.1>paracyclo-1-phene>catenane> tetrakis(hexafluorophospate)

Conditions

Conditions	Yield
With ammonium hexafluorophosphate In N,N-dimethyl-formamide for 360h; Ambient temperature;	43%
With ammonium hexafluorophosphate In acetonitrile for 120h; Ambient temperature;	23%

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Bis(1,4-phenylene)-34-crown 10-Ether Specification

The Bis(1,4-phenylene)-34-crown 10-Ether, with the CAS registry number 53914-95-7.It belongs to the product Organic matters.This chemical's molecular formula is C₂₈H₄₀O₁₀and molecular weight is 536.61. What's more,Its systematic name is 2,5,8,11,14,19,22,25,28,31-Decaoxatricyclo[30.2.2.215,18]octatriaconta-1(34),15,17,32,35,37-hexaene.

Physical properties about Bis(1,4-phenylene)-34-crown 10-Ether are: (1)ACD/LogP: 1.581; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 1.58; (4)ACD/LogD (pH 7.4): 1.58; (5)ACD/BCF (pH 5.5): 9.37; (6)ACD/BCF (pH 7.4): 9.37; (7)ACD/KOC (pH 5.5): 172.64; (8)ACD/KOC (pH 7.4): 172.64; (9)#H bond acceptors: 10; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.466; (13)Molar Refractivity: 139.024 cm³; (14)Molar Volume: 502.22 cm³; (15)Surface Tension: 36.3860015869141 dyne/cm; (16)Density: 1.068 g/cm³; (17)Flash Point: 267.249 °C; (18)Enthalpy of Vaporization: 97.489 kJ/mol; (19)Boiling Point: 689.93 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:O1c3ccc(OCCOCCOCCOCCOc2ccc(OCCOCCOCCOCC1)cc2)cc3;
(2)Std. InChI:InChI=1S/C28H40O10/c1-2-26-4-3-25(1)35-21-17-31-13-9-29-11-15-33-19-23-37-27-5-7-28(8-6-27)38-24-20-34-16-12-30-10-14-32-18-22-36-26/h1-8H,9-24H2;
(3)Std. InChIKey:REKDBTBSNFSNGP-UHFFFAOYSA-N;

Product Name

BIS(1,4-PHENYLENE)-34-CROWN 10-ETHER

Synthetic route

Bis(1,4-phenylene)-34-crown 10-Ether Specification

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