Conditions | Yield |
---|---|
Stage #1: BPA With potassium carbonate In acetone for 1h; Inert atmosphere; Reflux; Stage #2: allyl bromide In acetone Reflux; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide In ethanol for 24h; Heating; | 98% |
With sodium hydroxide; tetra(n-butyl)ammonium hydroxide at 40℃; for 6h; | 70% |
With sodium hydroxide; calcium oxide In tert-butyl alcohol at 80℃; for 6h; Solvent; Reagent/catalyst; Temperature; | |
Stage #1: BPA With sodium hydroxide In ethanol at 78℃; for 8h; Stage #2: 3-chloroprop-1-ene at 70℃; for 6h; |
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran at 25℃; for 24h; Condensation; | 98% |
With potassium carbonate In neat (no solvent) at 85℃; for 4h; Catalytic behavior; | 98% |
Conditions | Yield |
---|---|
With sodium hydroxide; palladium diacetate In water | 95.2% |
Conditions | Yield |
---|---|
Stage #1: allyl alcohol With carbonic acid dimethyl ester; sodium methylate at 15.5 - 23℃; for 0.216667h; Inert atmosphere; Stage #2: BPA; 5%-palladium/activated carbon; triphenylphosphine at 22 - 78℃; for 9.68h; | 94.17% |
With bis(η3-allyl-μ-chloropalladium(II)); silver trifluoromethanesulfonate; 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin) In toluene at 40℃; for 38h; Inert atmosphere; Schlenk technique; Molecular sieve; Green chemistry; chemoselective reaction; | 77% |
Conditions | Yield |
---|---|
With tetrabutylammomium bromide at 120℃; for 20h; Inert atmosphere; | 77% |
BPA
Allyl ether
A
2-allyl-4-(2-(4-hydroxyphenyl)propane-2-yl)phenol
B
2,2-bis(3-allyl-4-hydroxyphenyl)propane
C
C21H24O2
D
4-(2-(4-(allyloxy)phenyl)propane-2-yl)phenol
E
bisphenol A diallyl ether
Conditions | Yield |
---|---|
Stage #1: BPA With chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II); silver(I) 4-methylbenzenesulfonate; toluene-4-sulfonic acid In toluene for 0.0833333h; Inert atmosphere; Stage #2: Allyl ether In toluene at 60℃; for 3h; Inert atmosphere; | A n/a B n/a C n/a D n/a E 51% |
BPA
allyl alcohol
A
2-allyl-4-(2-(4-hydroxyphenyl)propane-2-yl)phenol
B
2,2-bis(3-allyl-4-hydroxyphenyl)propane
C
C21H24O2
D
4-(2-(4-(allyloxy)phenyl)propane-2-yl)phenol
E
bisphenol A diallyl ether
Conditions | Yield |
---|---|
Stage #1: BPA With silver(I) 4-methylbenzenesulfonate; toluene-4-sulfonic acid In toluene for 0.0833333h; Inert atmosphere; Stage #2: allyl alcohol In toluene at 80℃; for 3h; Inert atmosphere; | A n/a B n/a C n/a D n/a E 25% |
BPA
Allyl ether
A
4-(2-(4-(allyloxy)phenyl)propane-2-yl)phenol
B
bisphenol A diallyl ether
Conditions | Yield |
---|---|
Stage #1: BPA With (2,2-dimethylpropane-1,3-diyl)bis(diphenylphosphane); palladium diacetate In toluene for 0.0833333h; Inert atmosphere; Stage #2: Allyl ether In toluene at 100℃; for 20h; Inert atmosphere; | A n/a B 24% |
BPA
Allyl acetate
A
2-allyl-4-(2-(4-hydroxyphenyl)propane-2-yl)phenol
B
2,2-bis(3-allyl-4-hydroxyphenyl)propane
C
C21H24O2
D
4-(2-(4-(allyloxy)phenyl)propane-2-yl)phenol
E
bisphenol A diallyl ether
Conditions | Yield |
---|---|
Stage #1: BPA With [RuCp(PPh3)2](OTs); silver(I) 4-methylbenzenesulfonate; toluene-4-sulfonic acid In toluene for 0.0833333h; Inert atmosphere; Stage #2: Allyl acetate In toluene at 60℃; for 3h; Inert atmosphere; | A n/a B n/a C n/a D n/a E 18% |
BPA
allyl alcohol
A
4-(2-(4-(allyloxy)phenyl)propane-2-yl)phenol
B
bisphenol A diallyl ether
Conditions | Yield |
---|---|
Stage #1: BPA With (2,2-dimethylpropane-1,3-diyl)bis(diphenylphosphane); palladium diacetate In toluene for 0.0833333h; Inert atmosphere; Stage #2: allyl alcohol In toluene at 100℃; for 3h; Inert atmosphere; | A n/a B 10% |
Conditions | Yield |
---|---|
chloro(cyclopentadienyl)[1,2-bis(diphenylphosphinyl)ethane]ruthenium(II) at 95℃; for 4h; | |
chloro(cyclopentadienyl)[1,2-bis(diphenylphosphinyl)ethane]ruthenium(II) In water at 95℃; for 4h; |
BPA
Allyl acetate
A
4-(2-(4-(allyloxy)phenyl)propane-2-yl)phenol
B
bisphenol A diallyl ether
Conditions | Yield |
---|---|
chloro(cyclopentadienyl)bis(triphenylphosphinyl) ruthenium(II) at 95℃; for 6h; | |
With crosslinked styrene polymer supported triphenylphosphine; palladium diacetate at 95℃; for 4h; | |
With triphenylphosphine; palladium diacetate at 95℃; for 4h; |
BPA
3-chloroprop-1-ene
A
4-(2-(4-(allyloxy)phenyl)propane-2-yl)phenol
B
bisphenol A diallyl ether
Conditions | Yield |
---|---|
With potassium hydroxide In diethylene glycol dimethyl ether; water; dimethyl sulfoxide at 25 - 45℃; for 16h; |
BPA
allyl methyl carbonate
diallylcarbonate
bisphenol A diallyl ether
Conditions | Yield |
---|---|
With triphenylphosphine; 5%-palladium/activated carbon at 78℃; for 9.68333h; |
bis-(4-hydroxyphenyl)methane
3-chloroprop-1-ene
bisphenol A diallyl ether
Conditions | Yield |
---|---|
Stage #1: bis-(4-hydroxyphenyl)methane With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 6h; Stage #2: 3-chloroprop-1-ene at 85℃; for 7h; | 312.8 g |
Conditions | Yield |
---|---|
With C38H28Au2F12FeN2O8P2S4 In 1,4-dioxane at 45℃; for 20h; Inert atmosphere; Glovebox; Sealed tube; | 99% |
bisphenol A diallyl ether
4,4'-isopropylidenediphenol dipropyl ether
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In chloroform for 3h; | 98% |
4-(2-(4-(allyloxy)phenyl)propane-2-yl)phenol
bisphenol A diallyl ether
A
C18H22O4
B
3-[4-[1-[4-(2,3-dihydroxypropoxy)phenyl]-1-methylethyl]phenoxy]propane-1,2-diol
Conditions | Yield |
---|---|
With potassium osmate(VI); water; 4-methylmorpholine N-oxide In tert-butyl alcohol at 25℃; for 43h; Product distribution / selectivity; | A 2.8% B 97.2% |
Conditions | Yield |
---|---|
at 160 - 180℃; for 4h; | 95% |
In various solvent(s) at 199.9 - 204.9℃; for 5h; | 65% |
With boron trichloride In dichloromethane Claisen rearrangement; |
bisphenol A diallyl ether
3-[4-[1-[4-(2,3-dihydroxypropoxy)phenyl]-1-methylethyl]phenoxy]propane-1,2-diol
Conditions | Yield |
---|---|
With potassium osmate(VI); water; 4-methylmorpholine N-oxide In tert-butyl alcohol at 25℃; for 18h; Product distribution / selectivity; | 84% |
bisphenol A diallyl ether
A
bisphenol A monoglycidyl ether
B
diphenylolpropane diglycidyl ether
Conditions | Yield |
---|---|
With tetramethyl ammoniumhydroxide; dihydrogen peroxide; acetonitrile In methanol; water at 30℃; for 4.5h; pH=11; Product distribution / selectivity; | A 55.2% B 12.6% |
With dihydrogen peroxide; acetonitrile; potassium hydroxide In ethanol; water at 30℃; for 4.5h; pH=10.5; Product distribution / selectivity; | A 38.6% B 49.9% |
With dihydrogen peroxide; benzonitrile; triethylamine In water at 80℃; for 25h; Conversion of starting material; | A 33% B 8% |
Stage #1: bisphenol A diallyl ether; Tri-n-octylamine; sodium tungstate monohydrate; Aminomethylphosphonic acid; sulfuric acid In water; toluene at 80℃; oil bath; Stage #2: With dihydrogen peroxide In water; toluene at 85℃; for 2h; Product distribution / selectivity; |
Conditions | Yield |
---|---|
With Tri-n-octylamine; sodium tungstate (VI) dihydrate; phosphoric acid; dihydrogen peroxide In cyclohexane; water at 60℃; under 245 - 345 Torr; for 6h; Pressure; Dean-Stark; | A 42% B 20% |
bisphenol A diallyl ether
bisphenol A monoglycidyl ether
Conditions | Yield |
---|---|
With dihydrogen peroxide; acetonitrile; potassium hydroxide In methanol; water at 30℃; for 4.5h; pH=11.5; | 25.7% |
bisphenol A diallyl ether
Conditions | Yield |
---|---|
With Tri-n-octylamine; sodium tungstate (VI) dihydrate; phosphoric acid; dihydrogen peroxide In cyclohexane; water at 60℃; under 760.051 Torr; for 6h; Dean-Stark; | 13% |
bisphenol A diallyl ether
2,2-bis(3'-n-propyl-4'-hydroxyphenyl)-propane
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 95 percent / 4 h / 160 - 180 °C 2: 98 percent / H2 / Pd/C / methanol / 24 h View Scheme | |
Multi-step reaction with 2 steps 1: 65 percent / various solvent(s) / 5 h / 199.9 - 204.9 °C 2: 87 percent / H2 / 5percent Pd-C / CHCl3 View Scheme |
bisphenol A diallyl ether
2,2,14,14-tetramethyl-8,11,17,23-tetrapropyl-6,10,18,22-tetrahydroxycalix[4]arene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 95 percent / 4 h / 160 - 180 °C 2: 98 percent / H2 / Pd/C / methanol / 24 h 3: 22 percent / BF3*OEt2 / CH2Cl2 / 12 h / Ambient temperature View Scheme |
bisphenol A diallyl ether
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 95 percent / 4 h / 160 - 180 °C 2: 98 percent / H2 / Pd/C / methanol / 24 h 3: 22 percent / BF3*OEt2 / CH2Cl2 / 12 h / Ambient temperature 4: 12 percent / K2CO3 / dimethylformamide / 48 h / Heating View Scheme |
bisphenol A diallyl ether
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 95 percent / 4 h / 160 - 180 °C 2: 98 percent / H2 / Pd/C / methanol / 24 h 3: 22 percent / BF3*OEt2 / CH2Cl2 / 12 h / Ambient temperature 4: 61 percent / K2CO3 / dimethylformamide / 48 h / Heating View Scheme |
bisphenol A diallyl ether
C21H24O4
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 65 percent / various solvent(s) / 5 h / 199.9 - 204.9 °C 2: m-chloroperbenzoic acid / CH2Cl2 / 12 h / 59.9 °C View Scheme |
bisphenol A diallyl ether
2,2',6,6'-tetraallyl-4,4'-isopropylidenediphenol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 65 percent / various solvent(s) / 5 h / 199.9 - 204.9 °C 2: 85 percent / NaOH / propan-1-ol / 30 h / Heating 3: 90 percent / 5 h / 199.9 °C View Scheme | |
Multi-step reaction with 3 steps 1: 1,2-dichloro-benzene / 8 h / 20 - 190 °C 2: potassium carbonate / acetone / 20 - 80 °C 3: 1,2-dichloro-benzene / 8 h / 190 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: 4 h / 220 °C / Inert atmosphere 2.1: potassium carbonate / acetone / 1 h / Inert atmosphere; Reflux 2.2: Reflux; Inert atmosphere 3.1: 4 h / 220 °C / Inert atmosphere View Scheme |
bisphenol A diallyl ether
2,2'-bis(2,3-dihydroxypropyl)-4,4'-isopropylidenediphenol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 65 percent / various solvent(s) / 5 h / 199.9 - 204.9 °C 2: m-chloroperbenzoic acid / CH2Cl2 / 12 h / 59.9 °C 3: aq. NaOH / 24 h / 99.9 °C View Scheme |
bisphenol A diallyl ether
4,4’-(dimethylmethylene)bis[2-(2-propenyl)phenyl]diallyl ether
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 65 percent / various solvent(s) / 5 h / 199.9 - 204.9 °C 2: 85 percent / NaOH / propan-1-ol / 30 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: 1,2-dichloro-benzene / 8 h / 20 - 190 °C 2: potassium carbonate / acetone / 20 - 80 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: 4 h / 220 °C / Inert atmosphere 2.1: potassium carbonate / acetone / 1 h / Inert atmosphere; Reflux 2.2: Reflux; Inert atmosphere View Scheme |
The Bisphenol A bisallyl ether with the cas number 3739-67-1, is also called 2,2-Bis(4-allyloxyphenyl)propane.The product can be supplied by the following suppliers: (1)Laizhou Laiyu Chemical Co., Ltd.; (2)Sichuan Huishuo Chemical Co., Ltd.; (3)Waterstone Technology, LLC.; (4)Aagile Labs Division of Tyger Scientific; (5)MOLEKULA Ltd.; (6)Nanjing Chemlin Chemical Co., Ltd..
The properties of the chemical are: (1)ACD/LogP: 6.35; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.35; (4)ACD/LogD (pH 7.4): 6.35; (5)ACD/BCF (pH 5.5): 39130.04; (6)ACD/BCF (pH 7.4): 39130.04; (7)ACD/KOC (pH 5.5): 67437.63; (8)ACD/KOC (pH 7.4): 67437.63; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.536; (14)Molar Refractivity: 95.74 cm3; (15)Molar Volume: 306.9 cm3; (16)Polarizability: 37.95×10-24cm3; (17)Surface Tension: 33.8 dyne/cm; (18)Enthalpy of Vaporization: 65.94 kJ/mol; (19)Vapour Pressure: 3.25×10-7 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: O(c1ccc(cc1)C(c1ccc(OCC=C)cc1)(C)C)CC=C
(2)InChI: InChI=1/C21H24O2/c1-5-15-22-19-11-7-17(8-12-19)21(3,4)18-9-13-20(14-10-18)23-16-6-2/h5-14H,1-2,15-16H2,3-4H3
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