2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With ethylene glycol In trifluoroacetic acid at 20℃; for 0.333333h; | 97% |
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With ethylene glycol In trifluoroacetic acid at 20℃; for 0.166667h; | 97% |
With sulfuric acid In water; acetic acid at 24.85℃; Kinetics; | |
With trifluoroacetic acid In acetic acid at 34.85 - 54.85℃; Kinetics; Activation energy; |
(E)-3-((1Z,4Z,9Z,15Z)-2,3,7,8,12,13,17,18-Octaethyl-porphyrin-5-yl)-acrylic acid methyl ester
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With recorcinol at 160℃; for 1h; | 90% |
formaldehyd
5',5'-Bis(methoxycarbonyl)-3,3',4,4'-tetraethylpyrromethane
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With air; lithium chloride In dimethyl sulfoxide at 200 - 210℃; for 2h; | 67% |
3,4-diethyl-1H-pyrrole
formaldehyd
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In water; benzene for 8h; Dean-Stark; Reflux; Inert atmosphere; | 66.4% |
In acetic acid for 1h; Heating; Yield given; | |
With oxygen; toluene-4-sulfonic acid 1.) benzene, 55 deg C, 15 h, 2.) r.t.; Yield given. Multistep reaction; | |
With cetyltrimethylammonium chloride In methanol; aq. phosphate buffer at 25℃; for 24h; pH=7; Reagent/catalyst; Time; Sealed tube; |
octaethylporphyrin N-oxide
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With phosphorus trichloride In chloroform at 50℃; for 0.0833333h; further reagent; | 61% |
2,3,7,8,12,13,17,18-Octaethyl-5,10,15,20-tetranitroporphyrin
phenylmethanethiol
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 40℃; for 72h; | 49% |
B
2,3,7,8,12,13,17,18-octaethyl-porphyrin
C
5-formyl-2,3,7,8,12,13,18,19-octaethylporphyrin
Conditions | Yield |
---|---|
With sulfuric acid at 50℃; for 0.333333h; | A 7% B 6.5% C 5% D 48% |
A
octaethylbacteriochlorin
B
2,3,7,8,12,13,17,18-octaethyl-porphyrin
D
2,3,7,8,12,13,17,18-octaethyl-2,3-dihydro-porphyrin
Conditions | Yield |
---|---|
With sodium In i-Amyl alcohol at 135℃; for 1.5h; | A n/a B n/a C 40% D n/a |
B
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With sodium azide; sulfuric acid at 130℃; for 2h; Schmidt Reaction; | A 23% B 16% |
3,4-diethylpyrrole-2-carbaldehyde
toluene-4-sulfonic acid
A
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
In ethanol Heating; | A 65 mg B 20% |
formaldehyd
methyl 3,4-diethylpyrrole-2-carboxylate
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With oxygen; lithium chloride In dimethyl sulfoxide at 190 - 200℃; for 4h; | 17% |
3,3',4,4'-tetraethyl-2,2'-methylenedipyrrole-5,5'-dicarboxylic acid
trifluoroacetic acid
B
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
Stage #1: 3,3',4,4'-tetraethyl-2,2'-methylenedipyrrole-5,5'-dicarboxylic acid; trifluoroacetic acid In chloroform at 20 - 50℃; MacDonald Porphyrin Synthesis; Sealed tube; Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In chloroform MacDonald Porphyrin Synthesis; Sealed tube; | A 3% B 2.3% |
2,3,7,8,12,13,17,18-octaethyloxophlorin
A
2,3,7,8,12,13,17,18-octaethyl-5,15-dioxo-5,15-dihydroporphyrin
B
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With hydrogen; platinum(IV) oxide 1.) benzene, 3 h, irradiation; 2.) dark, 17 h, 1 atm; Yield given. Multistep reaction; | A 0.33% B n/a |
(3,4-diethyl-pyrrol-2-ylmethyl)-dimethyl-amine
ethylmagnesium bromide
2,3,7,8,12,13,17,18-octaethyl-porphyrin
3,3',4,4'-tetraethyl-2,2'-methylenedipyrrole-5,5'-dicarboxylic acid
2,3,7,8,12,13,17,18-octaethyl-porphyrin
octaethyl porphyrinogen
2,3,7,8,12,13,17,18-octaethyl-porphyrin
formaldehyd
3,4-Diethyl-pyrrole-1-carboxylic acid
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With pyridine; acetic acid at 120℃; for 1h; Yield given; |
formaldehyd
1-benzyloxycarbonyl-3,4-diethylpyrrole
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With pyridine; hydrogen; oxygen; palladium 1) methanol, 2) acetic acid; Yield given. Multistep reaction; |
magnesium(II) 2,3,7,8,12,13,17,18-octaethylporphyrin
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With hydrogenchloride Product distribution; |
2,2'-methylenebis(3,4-diethylpyrrole)
<5,5'-(methoxymethyl)-3,4,3',4'-tetraethyl-2,2'-dipyrryl>methene hydrobromide
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With o-tetrachloroquinone 1.) benzene, reflux; Yield given. Multistep reaction; |
α-(Hydroxymethyl)-3,4-diethylpyrrole
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With Dimethoxymethane; chloranil; toluene-4-sulfonic acid 1) CH2Cl2, rt, 12 h; Yield given. Multistep reaction; | |
Stage #1: α-(Hydroxymethyl)-3,4-diethylpyrrole With hydrogen bromide In methanol at 20℃; for 2h; Stage #2: With chloranil In tetrahydrofuran at 20℃; for 5h; | 750 mg |
ethyl 3,4-diethyl-1H-pyrrole-2-carboxylate
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
Yield given. Multistep reaction; | |
Product distribution; multistep reaction, a new porphyrin synthesis, other pyrrols; | |
Multi-step reaction with 2 steps 1: LiAlH4 / tetrahydrofuran / 2 h / 0 - 5 °C 2: 1) methylal, p-TsOH, 2) chloranil / 1) CH2Cl2, rt, 12 h View Scheme |
101,102-bis(5,15-dioxo-101,102-dihydrooctaethylporphodimethene)
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran for 0.0833333h; |
3-hydro-21-dehydro-101,102-bis(5,15-dioxo-101,102-dihydrooctaethylporphodimethene)
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran for 0.0833333h; |
3,4-Diethyl-2-methoxymethyl-1H-pyrrole
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With formic acid; oxygen 1.) MeOH, r.t., 2 h; 2.) CH2Cl2, r.t., 3 h; Yield given. Multistep reaction; | |
With formic acid; oxygen 1.) methanol, RT, 2 h, 2.) CH2Cl2; Yield given. Multistep reaction; |
ethyl 5-(diethylaminomethyl)-3,4-diethylpyrrole-2-carboxylate
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With potassium hydroxide; oxygen; acetic acid 1.) aq. EtOH, reflux, 3 h, 2.) aq. EtOH, reflux, 1.5 h; Yield given. Multistep reaction; |
tripyrrane dicarboxylic acid
4,4'-diethyl-3,3'-dimethyl-5,5'-carbonyl-bis-pyrrole-2-carbaldehyde
A
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With oxygen; hydrogen cation |
A
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
In dichloromethane at 17.85℃; Equilibrium constant; Disproportionation; |
2-Methoxymethyl-3,4-diethyl-5-carboxylpyrrole
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With oxygen; acetic acid Yield given; |
2,3,7,8,12,13,17,18-octaethyl-porphyrin
phenyllithium
2,3,7,8,12,13,17,18-octaethyl-5-phenylporphyrine
Conditions | Yield |
---|---|
Stage #1: 2,3,7,8,12,13,17,18-octaethyl-porphyrin; phenyllithium In tetrahydrofuran; cyclohexane at 40℃; for 0.25h; Addition; Stage #2: With water In tetrahydrofuran; cyclohexane Hydrolysis; Stage #3: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In tetrahydrofuran; dichloromethane; cyclohexane for 0.0833333h; Oxidation; Further stages.; | 100% |
Stage #1: 2,3,7,8,12,13,17,18-octaethyl-porphyrin; phenyllithium In tetrahydrofuran at -40 - 20℃; Stage #2: With water In tetrahydrofuran Stage #3: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In tetrahydrofuran Further stages.; | 100% |
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With bis(acetylacetonate)nickel(II) In o-xylene for 0.5h; Heating; | 100% |
bis(benzonitrile)dichloroplatinum(II)
2,3,7,8,12,13,17,18-octaethyl-porphyrin
platinum(II) octaethylporphyrin
Conditions | Yield |
---|---|
With sodium proprionate In chlorobenzene under 760.051 Torr; for 3.5h; Reflux; | 98% |
dicobalt octacarbonyl
2,3,7,8,12,13,17,18-octaethyl-porphyrin
2,3,7,8,12,13,17,18-octaethyl-21H,23H-porphine cobalt(II)
Conditions | Yield |
---|---|
With aluminum oxide; lithium hydroxide for 0.583333h; Time; Reagent/catalyst; Milling; Green chemistry; | 98% |
Conditions | Yield |
---|---|
With potassium carbonate In chloroform at 20℃; | 96% |
2,3,7,8,12,13,17,18-octaethyl-porphyrin
GaCl(2,3,7,8,12,13,17,18-octaethylporphin)
Conditions | Yield |
---|---|
With sodium acetate; acetic acid Inert atmosphere; Reflux; | 92% |
With 2,6-dimethylpyridine In neat (no solvent) at 150℃; for 1.5h; Inert atmosphere; Glovebox; | |
With sodium acetate In acetic acid for 3h; Reflux; |
ethanol
2,3,7,8,12,13,17,18-octaethyl-porphyrin
2-(1-ethoxyethyl)-3,7,8,12,13,17,18-heptaethylporphyrin
Conditions | Yield |
---|---|
With N-Bromosuccinimide; hydrogen bromide; acetic acid In chloroform for 0.0833333h; Ambient temperature; | 91% |
zinc(II) acetylacetonate
2,3,7,8,12,13,17,18-octaethyl-porphyrin
(2,3,7,8,12,13,17,18-octaethylporphyrinato)zinc(II)
Conditions | Yield |
---|---|
In dichloromethane for 1h; Reflux; | 90.9% |
Conditions | Yield |
---|---|
With lithium hexamethyldisilazane at 50 - 60℃; for 0.5h; | 90% |
Conditions | Yield |
---|---|
In hexane; benzene at 20 - 45℃; Inert atmosphere; | 90% |
zinc diacetate
2,3,7,8,12,13,17,18-octaethyl-porphyrin
(2,3,7,8,12,13,17,18-octaethylporphyrinato)zinc(II)
Conditions | Yield |
---|---|
In methanol; chloroform for 3h; Reflux; | 90% |
In methanol; dichloromethane at 20℃; for 1h; | |
In N,N-dimethyl-formamide Reflux; | |
In N,N-dimethyl-formamide at 54.84℃; Kinetics; Thermodynamic data; Temperature; | |
In acetonitrile at 24.84℃; Thermodynamic data; |
Conditions | Yield |
---|---|
Stage #1: 9-bromophenanthrene With n-butyllithium In diethyl ether; hexane at -30 - 20℃; Inert atmosphere; Stage #2: 2,3,7,8,12,13,17,18-octaethyl-porphyrin In tetrahydrofuran; diethyl ether; hexane at -20℃; for 1h; Inert atmosphere; Further stages; | 89% |
cobalt(II) acetate
2,3,7,8,12,13,17,18-octaethyl-porphyrin
2,3,7,8,12,13,17,18-octaethyl-21H,23H-porphine cobalt(II)
Conditions | Yield |
---|---|
In methanol; chloroform for 0.5h; Reflux; | 87% |
2,3,7,8,12,13,17,18-octaethyl-porphyrin
phosphazene base-P4-tert-butyl
Conditions | Yield |
---|---|
In tetrahydrofuran Ambient temperature; equilibrium; | 85% |
2,3,7,8,12,13,17,18-octaethyl-porphyrin
2,3,7,8,12,13,17,18-octaethyl-5-nitroporphyrin
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid In acetic acid at 20℃; for 0.0833333h; | 85% |
With sulfuric acid; nitric acid In acetic acid at 20℃; for 0.0833333h; Reagent/catalyst; Cooling with ice; | 85% |
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In 1,2-dichloro-ethane for 5h; Heating; | 83% |
propan-1-ol
2,3,7,8,12,13,17,18-octaethyl-porphyrin
1-(1-n-propoxyethyl)-2,3,4,5,6,7,8-heptaethylporphyrin
Conditions | Yield |
---|---|
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In dichloromethane for 3h; Heating; | 82% |
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
Stage #1: 2,3,7,8,12,13,17,18-octaethyl-porphyrin With osmium(VIII) oxide at 20℃; Stage #2: With hydrogen sulfide at 20℃; Further stages.; | 82% |
With osmium(VIII) oxide In pyridine; diethyl ether; dichloromethane for 48h; Ambient temperature; | 66.6% |
With pyridine; osmium(VIII) oxide; hydrogen sulfide 1. ) ether, CH2Cl2, RT, 48 h, 2. ) ether, CH2Cl2, CH3OH, 25 min; Yield given. Multistep reaction; |
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane for 72h; Heating; | 82% |
2,3,7,8,12,13,17,18-octaethyl-porphyrin
cis-2,3,7,8,12,13,17,18-octaethyl-2,3-dihydroxychlorin
Conditions | Yield |
---|---|
Stage #1: 2,3,7,8,12,13,17,18-octaethyl-porphyrin With pyridine; osmium(VIII) oxide In diethyl ether; dichloromethane at 20℃; for 40h; Stage #2: With hydrogen sulfide In methanol; diethyl ether; dichloromethane for 0.5h; | 82% |
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate; triethylamine In dichloromethane at 20℃; for 1h; | 82% |
4-pentylbromobenzene
2,3,7,8,12,13,17,18-octaethyl-porphyrin
Conditions | Yield |
---|---|
Stage #1: 4-pentylbromobenzene With n-butyllithium In diethyl ether; hexane at 0 - 20℃; Inert atmosphere; Stage #2: 2,3,7,8,12,13,17,18-octaethyl-porphyrin In tetrahydrofuran; diethyl ether; hexane at 0℃; for 1h; Inert atmosphere; Further stages; | 82% |
Conditions | Yield |
---|---|
for 0.5h; Heating; | 81% |
2,3,7,8,12,13,17,18-octaethyl-porphyrin
magnesium(II) 2,3,7,8,12,13,17,18-octaethylporphyrin
Conditions | Yield |
---|---|
With 2,6-di-t-butyl-4-methylphenoxy magnesium iodide In diethyl ether; chloroform at 50℃; for 0.05h; | 80% |
With triethylamine; magnesium bromide |
Conditions | Yield |
---|---|
With pyridine Reflux; | 80% |
2,3,7,8,12,13,17,18-octaethyl-porphyrin
2,3,7,8,12,13,17,18-octaethyl-5-nitroporphyrin
Conditions | Yield |
---|---|
With trifluoroacetic acid; sodium nitrite at 20℃; for 0.0833333h; | 78% |
With nitronium tetrafluoborate In pyridine; chloroform at 80℃; for 6h; | 31% |
With nitric acid; acetic acid for 0.0222222h; | |
Multi-step reaction with 3 steps 1: dichloromethane; methanol / 1 h / 20 °C 2: iodine / dichloromethane; acetonitrile / 5 h / 20 °C / Inert atmosphere 3: hydrogenchloride; acetic acid / water / 3 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: methanol; dichloromethane / 1 h / 20 °C 2: iodine / dichloromethane; acetonitrile / 5 h / 20 °C / Inert atmosphere 3: hydrogenchloride; acetic acid / water / 3 h / 20 °C View Scheme |
cadmium(II) acetate
2,3,7,8,12,13,17,18-octaethyl-porphyrin
cadmium(II) octaethylporphyrin
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 0.0166667h; Reflux; | 77% |
In N,N-dimethyl-formamide for 0.0166667h; Reflux; | 77% |
Molecule structure of Octaethylporphine (CAS NO.2683-82-1):
IUPAC Name: 2,3,7,8,12,13,17,18-Octaethyl-21,22-dihydroporphyrin
Molecular Weight: 534.77724 g/mol
Molecular Formula: C36H46N4
Density: 1.1 g/cm3
Melting Point: 322 °C
Boiling Point: 649.8 °C at 760 mmHg
Flash Point: 340.6 °C
Index of Refraction: 1.609
Molar Refractivity: 166.45 cm3
Molar Volume: 480.5 cm3
Surface Tension: 37.5 dyne/cm
Enthalpy of Vaporization: 92.31 kJ/mol
Vapour Pressure: 4.69E-16 mmHg at 25 °C
XLogP3-AA: 8.5
H-Bond Donor: 2
H-Bond Acceptor: 2
Rotatable Bond Count: 8
Tautomer Count: 2
Exact Mass: 534.372247
MonoIsotopic Mass: 534.372247
Topological Polar Surface Area: 57.4
Heavy Atom Count: 40
Canonical SMILES: CCC1=C(C2=CC3=NC(=CC4=NC(=CC5=C(C(=C(N5)C=C1N2)CC)CC)C(=C4CC)CC)C=C3CC)CC)CC
InChI: InChI=1S/C36H46N4/c1-9-21-22(10-2)30-18-32-25(13-5)26(14-6)34(39-32)20-36-28(16-8)27(15-7)35(40-36)19-33-24(12-4)23(11-3)31(38-33)17-29(21)37-30/h17-20,37-38H,9-16H2,1-8H3
InChIKey: XFIIGRBIXXECHR-UHFFFAOYSA-N
EINECS: 220-243-8
Product Categories: Porphyrins; Synthetic Porphyrins; Biochemistry
Octaethylporphine (CAS NO.2683-82-1) can be used in polypropylene, polyester filament yarn and other synthetic oils. There are anti-static, emulsion, soft, rust and other properties.
Safety Statements: 24/25-22
S24/25:Avoid contact with skin and eyes.
S22:Do not breathe dust.
Octaethylporphine (CAS NO.2683-82-1) is also named as 2,3,7,8,12,13,17,18-Octaethyl-21H,23H-porphine ; 21H,23H-Porphine, 2,3,7,8,12,13,17,18-octaethyl- . Octaethylporphine (CAS NO.2683-82-1) is dark purple crystals or crystalline powder.
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