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Glycin

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Not to be confused with glycine.
Glycin
Glycin
Names
IUPAC name N-(4-Hydroxyphenyl)glycine
Systematic IUPAC name (4-Hydroxyanilino)acetic acid
Other names p-hydroxyanilinoacetic acid
photoglycine
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.004.165 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C8H9NO3/c10-7-3-1-6(2-4-7)9-5-8(11)12/h1-4,9-10H,5H2,(H,11,12)Key: WRUZLCLJULHLEY-UHFFFAOYSA-N
  • InChI=1/C8H9NO3/c10-7-3-1-6(2-4-7)9-5-8(11)12/h1-4,9-10H,5H2,(H,11,12)Key: WRUZLCLJULHLEY-UHFFFAOYAB
SMILES
  • O=C(O)CNc1ccc(O)cc1
Properties
Chemical formula C8H9NO3
Molar mass 167.16 g/mol
Appearance brown powder
Density 1.411 g/mL
Melting point 244 °C (471 °F; 517 K)
Boiling point 446.3 °C (835.3 °F; 719.5 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Glycin, or N-(4-hydroxyphenyl)glycine, is N-substituted p-aminophenol. It is a photographic developing agent used in classic black-and-white developer solutions. It is not identical to, but derived from glycine, the proteinogenic amino acid. It is typically characterized as thin plates of white or silvery powder, although aged samples appear brown. It is sparingly soluble in water and most organic solvents; it is readily soluble in alkalies and acids.

Glycin is structurally related to 4-aminophenol and metol. Decarboxylation of glycin gives metol. Glycin has a milder reduction potential than metol. The two developers have markedly different character. Glycin is slower-acting, but much longer-lasting in solution. Glycin is rarely used as a developing agent, primarily because it is expensive. In its dry form, it also has limited shelf life compared to metol and phenidone.

Glycin can be synthesized by treating p-aminophenol with chloracetic acid in a solvent.

Glycin is employed in some procedures of analytical chemistry.

References

  1. Merck Index, 11th Edition, 4771.
  2. Photographic Chemical Descriptions
  3. Mitchell, Stephen C.; Waring, Rosemary H. (2000). "Aminophenols". Ullmann's Encyclopedia of Industrial Chemistry. Wiley-VCH. doi:10.1002/14356007.a02_099. ISBN 978-3527306732.
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