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Name	21H,23H-Porphine	EINECS	202-958-7
CAS No.	101-60-0	Density	1.353 g/cm³
PSA	56.30000	LogP	1.19220
Solubility	N/A	Melting Point	360°C
Formula	C₂₀H₁₄N₄	Boiling Point	804.4 °C at 760 mmHg
Molecular Weight	310.358	Flash Point	377.479 °C
Transport Information	N/A	Appearance	N/A
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	Porphine(6CI,7CI,8CI);21,22,23,24-Tetraazapentacyclo[16.2.1.13,6.18,11.113,16]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaene;Porphin;Porphyrin;	Article Data	88

21H,23H-Porphine Synthetic route

: 4-(4-((tritylamino)methyl)phenoxy)phthalonitrile

: 101-60-0
porphyrin

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In n-heptan1ol	80%

: 5,10,15,20-tetrakis(n-hexyloxycarbonyl)porphyrin

: 101-60-0
porphyrin

Conditions

Conditions	Yield
With sulfuric acid; water; sodium sulfate at 180℃; for 0.5h;	77%

: meso-5,10,15,20-tetrakis(tert-butyl)porphyrin

: 101-60-0
porphyrin

Conditions

Conditions	Yield
With sulfuric acid at 90℃; for 0.25h;	74%
With sulfuric acid In isopropyl alcohol at 90℃; for 1h;
With sulfuric acid In butan-1-ol at 90℃; for 0.25h;

: 109-63-7
trifluoroborane diethyl ether

: 84-58-2
2,3-dicyano-5,6-dichloro-p-benzoquinone

: 1030624-07-7
3,5-dihexylbenzaldehyde

A: 5,15-bis-(3,5-dihexylphenyl)porphyrin

B: 101-60-0
porphyrin

Conditions

Conditions	Yield
In chloroform	A n/a B 40%

: 1046493-99-5
1-formyl-5-(3-pyridyl)dipyrromethane

: 36746-27-7
5-formyl-2,2'-dipyrrylmethane

A: 5-(3-pyridyl)porphyrin

B: 101-60-0
porphyrin

Conditions

Conditions	Yield
With air; 1,8-diazabicyclo[5.4.0]undec-7-ene; magnesium bromide In toluene at 115℃; microwave irradiation;	A 32% B 6%

: 1046493-90-6
1-nicotinoyl-5-(3-pyridyl)dipyrromethane

: 36746-27-7
5-formyl-2,2'-dipyrrylmethane

A: 40882-83-5
5,10,15,20-tetra(3-pyridyl)porphyrin

B: 5,10-di(3-pyridyl)porphyrin

C: 101-60-0
porphyrin

Conditions

Conditions	Yield
With air; 1,8-diazabicyclo[5.4.0]undec-7-ene; magnesium bromide In toluene at 115℃; microwave irradiation;	A 3% B 28% C 13%

: 1046493-94-0
1-picolinoyl-5-(4-pyridyl)dipyrromethane

: 36746-27-7
5-formyl-2,2'-dipyrrylmethane

A: 5,15-di(2-pyridyl)-10,20-di(4-pyridyl)porphyrin

B: 101-60-0
porphyrin

Conditions

Conditions	Yield
With air; 1,8-diazabicyclo[5.4.0]undec-7-ene; magnesium bromide In toluene at 115℃; microwave irradiation;	A 11% B 28%

: 1046493-91-7
1-isonicotinoyl-5-(4-pyridyl)dipyrromethane

: 36746-27-7
5-formyl-2,2'-dipyrrylmethane

A: 5,10-di(4-pyridyl)porphyrin

B: 101-60-0
porphyrin

C: 16834-13-2
5,10,15,20-tetra(4-pyridyl)-21H,23H-porphine

Conditions

Conditions	Yield
With air; 1,8-diazabicyclo[5.4.0]undec-7-ene; magnesium bromide In toluene at 115℃; for 1.5h; microwave irradiation;	A 27% B 16% C 14%

: 1046493-89-3
1-picolinoyl-5-(2-pyridyl)dipyrromethane

: 36746-27-7
5-formyl-2,2'-dipyrrylmethane

A: 5,10-di(2-pyridyl)porphyrin

B: 101-60-0
porphyrin

C: 5,10,15,20-tetra-pyridin-2-yl-porphyrine

Conditions

Conditions	Yield
With air; 1,8-diazabicyclo[5.4.0]undec-7-ene; magnesium bromide In toluene at 115℃; microwave irradiation;	A 13% B 15% C 12%

: 109-97-7
pyrrole

: 100-52-7
benzaldehyde

A: 101-60-0
porphyrin

B: 917-23-7
5,15,10,20-tetraphenylporphyrin

Conditions

Conditions	Yield
With acetic acid; propionic acid at 140℃; for 0.5h;	A 15% B n/a

21H,23H-Porphine Specification

The 21H,23H-Porphine, with the CAS registry number 101-60-0, is also known as Porphine. It belongs to the product categories of Porphyrins; Synthetic Porphyrins. This chemical's molecular formula is C₂₀H₁₄N₄ and molecular weight is 310.35. What's more, its systematic name is porphyrin.

Physical properties of 21H,23H-Porphine are: (1)ACD/LogP: 3.07; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 4; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 0; (6)Polar Surface Area: 57.36 Å²; (7)Index of Refraction: 1.72; (8)Molar Refractivity: 90.584 cm³; (9)Molar Volume: 229.261 cm³; (10)Polarizability: 35.91 × 10^-24cm³; (11)Surface Tension: 74.658 dyne/cm; (12)Density: 1.354 g/cm³; (13)Flash Point: 377.479 °C; (14)Enthalpy of Vaporization: 112.898 kJ/mol; (15)Boiling Point: 804.44 °C at 760 mmHg; (16)Vapour Pressure: 0 mmHg at 25°C.

Preparation: this chemical can be prepared by meso-tetra(tert-butyl)porphyrin at the temperature of 90 °C. This reaction will need reagent conc.H₂SO₄ with the reaction time of 15 min. The yield is about 74%.

21H,23H-Porphine can be prepared by meso-tetra(tert-butyl)porphyrin

Uses of 21H,23H-Porphine: it can be used to produce 5-monobromoporphin and 5,15-dibromoporphin at the temperature of 2-5 °C. It will need reagent N-bromosuccinimide and solvent CHCl₃ with the reaction time of 5 min. The yield is about 71%.

21H,23H-Porphine can be used to produce 5-monobromoporphin and 5,15-dibromoporphin

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: c1c/2[nH]c(c1)/cc/3\nc(/cc/4\[nH]/c(c\c5n/c(c2)/C=C5)/cc4)C=C3
(2)InChI: InChI=1/C20H14N4/c1-2-14-10-16-5-6-18(23-16)12-20-8-7-19(24-20)11-17-4-3-15(22-17)9-13(1)21-14/h1-12,21,24H/b13-9-,14-10-,15-9-,16-10-,17-11-,18-12-,19-11-,20-12-
(3)InChIKey: RKCAIXNGYQCCAL-CEVVSZFKBA

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