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29162-73-0

Basic Information
CAS No.: 29162-73-0
Name: meso-Tetra (p-bromophenyl) porphine
Article Data: 112
Molecular Structure:
Molecular Structure of 29162-73-0 (meso-Tetra (p-bromophenyl) porphine)
Formula: C44H26Br4N4
Molecular Weight: 930.333
Synonyms: 5,10,15,20-tetrakis(4-bromophenyl)-21,22-dihydroporphyrin;Tetrakis(4-bromophenyl)porphyrin;
Density: 1.675g/cm3
Melting Point: 170 °C
Boiling Point: °Cat760mmHg
Flash Point: °C
PSA: 56.30000
LogP: 9.91620
Synthetic route
109-97-7

pyrrole

1122-91-4

4-bromo-benzaldehyde

29162-73-0

5,10,15,20-tetrakis(p-bromophenyl)porphyrin

Conditions
ConditionsYield
With propionic acid In dichloromethane for 0.333333h; Reagent/catalyst; Sealed tube; Microwave irradiation; Inert atmosphere; Schlenk technique;78%
With acetic acid; propionic acid at 130℃; for 0.75h;64.4%
Stage #1: pyrrole; 4-bromo-benzaldehyde With boron trifluoride diethyl etherate In chloroform for 1h;
Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In chloroform for 1h; Further stages.;
58%

2-[(4-bromophenyl)hydroxymethyl]-5-[(2-allyloxy-5-bromophenyl)hydroxymethyl]thiophene

109-97-7

pyrrole

1122-91-4

4-bromo-benzaldehyde

A

5-(2-allyloxy-5-bromophenyl)-10,15,20-tri(4-bromophenyl)-21-thiaporphyrin

B

29162-73-0

5,10,15,20-tetrakis(p-bromophenyl)porphyrin

Conditions
ConditionsYield
Stage #1: 2-[(4-bromophenyl)hydroxymethyl]-5-[(2-allyloxy-5-bromophenyl)hydroxymethyl]thiophene; pyrrole; 4-bromo-benzaldehyde With boron trifluoride diethyl etherate In dichloromethane for 3h;
Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane
A 15%
B n/a
109-97-7

pyrrole

1122-91-4

4-bromo-benzaldehyde

A

29162-73-0

5,10,15,20-tetrakis(p-bromophenyl)porphyrin

B

C44H26Br4N4

Conditions
ConditionsYield
Stage #1: pyrrole; 4-bromo-benzaldehyde With methanesulfonic acid In dichloromethane for 0.5h;
Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane for 0.166667h;
A n/a
B 13%
109-97-7

pyrrole

2-(2-nitro-1-(1H-pyrrol-2-yl)ethyl)-5-(phenyl(1H-pyrrol-2-yl)methyl)-1H-pyrrole

1122-91-4

4-bromo-benzaldehyde

A

29162-73-0

5,10,15,20-tetrakis(p-bromophenyl)porphyrin

B

5,10,15-tris(4-bromophenyl)-20-(nitromethyl)porphyrin

Conditions
ConditionsYield
Stage #1: 4-bromo-benzaldehyde With copper(II) bis(trifluoromethanesulfonate) In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: 2-(2-nitro-1-(1H-pyrrol-2-yl)ethyl)-5-(phenyl(1H-pyrrol-2-yl)methyl)-1H-pyrrole In dichloromethane at 20℃; for 0.166667h; Inert atmosphere;
Stage #3: pyrrole Further stages;
A 9%
B 13%

2-[(4-bromophenyl)hydroxymethyl]-5-[(2-methoxy-5-bromophenyl)hydroxymethyl]thiophene

109-97-7

pyrrole

1122-91-4

4-bromo-benzaldehyde

A

5-(2-methoxy-5-bromophenyl)-10,15,20-tri(4-bromophenyl)-21-thiaporphyrin

B

29162-73-0

5,10,15,20-tetrakis(p-bromophenyl)porphyrin

Conditions
ConditionsYield
Stage #1: 2-[(4-bromophenyl)hydroxymethyl]-5-[(2-methoxy-5-bromophenyl)hydroxymethyl]thiophene; pyrrole; 4-bromo-benzaldehyde With boron trifluoride diethyl etherate In dichloromethane
Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane
A 9%
B n/a

2-[(4-bromophenyl)hydroxymethyl]-5-[(2-methoxyphenyl)hydroxymethyl]thiophene

109-97-7

pyrrole

1122-91-4

4-bromo-benzaldehyde

A

5-(2-methoxyphenyl)-10,15,20-tri(4-bromophenyl)-21-thiaporphyrin

B

29162-73-0

5,10,15,20-tetrakis(p-bromophenyl)porphyrin

Conditions
ConditionsYield
Stage #1: 2-[(4-bromophenyl)hydroxymethyl]-5-[(2-methoxyphenyl)hydroxymethyl]thiophene; pyrrole; 4-bromo-benzaldehyde With boron trifluoride diethyl etherate In dichloromethane for 3h;
Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane
A 3%
B n/a
109-97-7

pyrrole

123-11-5

4-methoxy-benzaldehyde

1122-91-4

4-bromo-benzaldehyde

A

29162-73-0

5,10,15,20-tetrakis(p-bromophenyl)porphyrin

B

93487-58-2

(5Z,10Z,14Z,19Z)-5,10,15-Tris-(4-bromo-phenyl)-20-(4-methoxy-phenyl)-porphyrin

C

93487-60-6

5,15-di(4-bromophenyl)-10,20-di(4-methoxyphenyl)porphyrin

D

93487-61-7

5-(4-bromophenyl)-10,15,20-tri(4-methoxyphenyl)porphyrin

Conditions
ConditionsYield
In propionic acid for 2h; Heating; cooling overnight; Further byproducts given. Yields of byproduct given;A n/a
B 75 mg
C n/a
D 20 mg
109-97-7

pyrrole

123-11-5

4-methoxy-benzaldehyde

1122-91-4

4-bromo-benzaldehyde

A

29162-73-0

5,10,15,20-tetrakis(p-bromophenyl)porphyrin

B

22112-78-3

5,10,15,20-tetrakis(4-methoxyphenyl)porphyrin

C

93487-58-2

(5Z,10Z,14Z,19Z)-5,10,15-Tris-(4-bromo-phenyl)-20-(4-methoxy-phenyl)-porphyrin

D

93487-61-7

5-(4-bromophenyl)-10,15,20-tri(4-methoxyphenyl)porphyrin

Conditions
ConditionsYield
In propionic acid for 2h; Heating; cooling overnight; Further byproducts given;A n/a
B n/a
C 75 mg
D 20 mg
109-97-7

pyrrole

123-11-5

4-methoxy-benzaldehyde

A

29162-73-0

5,10,15,20-tetrakis(p-bromophenyl)porphyrin

B

22112-78-3

5,10,15,20-tetrakis(4-methoxyphenyl)porphyrin

C

93487-58-2

(5Z,10Z,14Z,19Z)-5,10,15-Tris-(4-bromo-phenyl)-20-(4-methoxy-phenyl)-porphyrin

D

93487-61-7

5-(4-bromophenyl)-10,15,20-tri(4-methoxyphenyl)porphyrin

Conditions
ConditionsYield
With 4-bromo-benzaldehyde In propionic acid for 2h; Heating; cooling overnight; Yield given. Further byproducts given. Yields of byproduct given;A n/a
B n/a
C 75 mg
D 20 mg
109-97-7

pyrrole

1122-91-4

4-bromo-benzaldehyde

A

29162-73-0

5,10,15,20-tetrakis(p-bromophenyl)porphyrin

B

22112-78-3

5,10,15,20-tetrakis(4-methoxyphenyl)porphyrin

C

93487-58-2

(5Z,10Z,14Z,19Z)-5,10,15-Tris-(4-bromo-phenyl)-20-(4-methoxy-phenyl)-porphyrin

D

93487-61-7

5-(4-bromophenyl)-10,15,20-tri(4-methoxyphenyl)porphyrin

Conditions
ConditionsYield
With 4-methoxy-benzaldehyde In propionic acid for 2h; Heating; cooling overnight; Yield given. Further byproducts given. Yields of byproduct given;A n/a
B n/a
C 75 mg
D 20 mg
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