Metol

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Metol
Names
IUPAC name
4-(methylamino)phenol sulfate
Other names
N-methyl-p-aminophenol sulfate, Pictol, p-(methylamino)phenol sulfate, monomethyl-p-aminophenol hemisulfate, Metol, Elon, Rhodol, Enel, Viterol, Scalol, Genol, Satrapol, Photol.
Identifiers
3D model (
JSmol
)
ChEBI
ChemSpider
ECHA InfoCard
100.000.216 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/2C7H9NO.H2O4S/c2*1-8-6-2-4-7(9)5-3-6;1-5(2,3)4/h2*2-5,8-9H,1H3;(H2,1,2,3,4) checkY
    Key: ZVNPWFOVUDMGRP-UHFFFAOYSA-N checkY
  • InChI=1/2C7H9NO.H2O4S/c2*1-8-6-2-4-7(9)5-3-6;1-5(2,3)4/h2*2-5,8-9H,1H3;(H2,1,2,3,4)
    Key: ZVNPWFOVUDMGRP-UHFFFAOYAW
  • O=S(=O)(O)O.Oc1ccc(NC)cc1.Oc1ccc(NC)cc1
Properties
(C7H10NO)2SO4
Molar mass 344.38 g/mol
Melting point 260 °C (500 °F; 533 K)
Hazards
GHS labelling:[1]
GHS08: Health hazardGHS07: Exclamation markGHS09: Environmental hazard
Warning
H302, H317, H373, H410
P260, P280, P301+P312+P330
Safety data sheet (SDS) Oxford MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Metol (or Elon) is a trade name for the

sulfate salt of N-methylaminophenol. This colourless salt is a popular photographic developer used in monochrome photography.[2]

Synthesis

Several methods exist for the preparation of N-methylaminophenol. It arises by decarboxylation of N-4-hydroxyphenylglycine (Glycin). It can be obtained by reaction of hydroquinone with methylamine.[3]

Application

Metol is an excellent developing agent for most continuous tone developer applications, and it has been widely used in published developer formulas as well as commercial products. However, it is difficult to produce highly concentrated developer solutions using Metol, and therefore most Metol developers are supplied in dry chemical mix. A developer containing both Metol and hydroquinone is called an MQ developer. This combination of agents provides greater developer activity since the rate of development by both agents together is greater than the sum of rates of development by each agent used alone (superadditivity). This combination is very versatile; by varying the quantities of Metol, hydroquinone, and restrainer, and adjusting the pH, the entire range of continuous tone developers can be made. Therefore, this form of Metol replaced most other developing agents except for hydroquinone, Phenidone (which is more recent than Metol), and derivatives of Phenidone. Notable formulas include Eastman Kodak D-76 film developer, D-72 print developer, and D-96 motion picture negative developer.

History

Alfred Bogisch, working for a chemical company owned by Julius Hauff, discovered in 1891 that methylated

Eastman Kodak
's trade name Elon.

Because it has been in use for this purpose for over 100 years, and often by amateur photographers, there is a substantial body of evidence regarding the health problems that contact with Metol can cause. These are principally local

caustic solutions and the presence of other materials in darkrooms that have been implicated in dermatitis—such as hexavalent chromium salts—may exacerbate some health impacts.[citation needed
]

References

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