Phenidone

Phenidone

Names
IUPAC name 1-phenyl-3-pyrazolidinone
Identifiers
CAS Registry Number	92-43-3 Y
ChEMBL	ChEMBL7660 Y
ChemSpider	6823 Y
EC number	202-155-1
InChI InChI=1S/C9H10N2O/c12-9-6-7-11(10-9)8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,12) Y Key: CMCWWLVWPDLCRM-UHFFFAOYSA-N Y InChI=1/C9H10N2O/c12-9-6-7-11(10-9)8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,12) Key: CMCWWLVWPDLCRM-UHFFFAOYAF
Jmol-3D images	Image
PubChem	7090
SMILES O=C2NN(c1ccccc1)CC2
Properties
Molecular formula	C9H10N2O
Molar mass	162.19 g·mol−1
Appearance	Crystal leaflets or needles
Melting point	121 °C (250 °F; 394 K)
Solubility in water	10 g/100 ml at 100 °C
Solubility in ethanol	10 g/100 ml (hot)
Solubility in diethyl ether	practically insoluble
Hazards
MSDS	External MSDS
Main hazards	Harmful if swallowed
R-phrases	R20 R22
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Phenidone (1-phenyl-3-pyrazolidinone) is an organic compound that is primarily used as a photographic developer. It has five to ten times the developing power as Metol. It also has low toxicity and, unlike some other developers, does not cause dermatitis upon skin contact.^[1]

Phenidone is Ilford's trademark for this material, which was first prepared in 1890. It was not until 1940 that J. D. Kendall, in the laboratories of Ilford Limited, discovered the reducing properties of this compound. Large scale production did not become feasible until 1951.^[2]

Phenidone functions as a reducing agent. It converts to the N-phenyl-hydroxypyrazole:

Reaction of phenidone with silver bromide, as occurs in photographic development.

Preparation

Phenidone can be prepared by heating phenyl hydrazine with 3-chloropropanoic acid.^[1]

References

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