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Iron(II) Phthalocyanine
(CAS RN:132-16-1 Product Number:P0774)

Structure

Iron(II) Phthalocyanine
Synonym Phthalocyanine Iron(II)

General Information

Product Number P0774

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Purity/Analysis Method >97.0%(T)
Storage Temperature
M.F. / M.W. C32H16FeN8=568.38
CAS RN 132-16-1
Related CAS RN
MDL Number MFCD00015953
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Specification

Purity(Chelometric Titration) min. 97.0 %

References

Reaxys-RN 4121850
PubChem SID 87574915
EC Number 205-047-2

Transport Information

HS Number 3204170090

Application

Catalytic Mitsunobu Reaction with an Iron Catalyst and Atmospheric Oxygen

Typical procedure: A mixture of ethyl L-(-)-lactate (100 mg, 0.85 mmol), 3,5-dinitrobenzoic acid (198 mg, 0.935 mmol), triphenylphosphine (446 mg, 1.7 mmol), ethyl 2-(3,4-dichlorophenyl)hydrazinecarboxylate (21.2 mg, 0.085 mmol), iron(II) phthalocyanine (48.3 mg, 0.085 mmol) and activated MS5Å (400 mg) in THF (1.7 mL) is heated at 65 ºC for 24 h under air (balloon). After the reaction mixture is cooled to room temperature and filtered, the solvent is removed under reduced pressure. The residue is purified by silica gel chromatography (eluent: n-hexane/EtOAc = 6:1). Ethyl 2-(3,4-dichlorophenyl)azocarboxylate (20.1 mg, 0.0813 mmol, 96%) is recovered from the first fraction as a red solid. The second fraction gives (R)-1-ethoxycarbonylethyl 4-nitrobenzoate (209 mg, 0.668 mmol, 79%, 98:2 e.r.) as a white solid.

References

Selective Nitro Reduction with an Iron-based Catalyst

Typical Procedure: Hydrazine hydrate (2 eq.) is added to a mixture of nitro compound (0.67 mmol) and catalyst (0.5 mol%) in water/ethanol (1:1) or ethylene glycol (10 mL). The reaction solution is refluxed to reflux at 120°C and the progress of the reaction is monitored by TLC (silica gel; hexane―ethyl acetate) and GC-MS. Upon completion, the reaction mixture is cooled to ambient temperature and extracted with ethyl acetate (3 × 5 mL). The combined organic fractions are (washed with water in cases where ethylene glycol is used as solvent) dried under reduced pressure. The product mixture is subjected to column chromatography (silica 230-400; hexane―ethyl acetate).

References

PubMed Literature

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