Glycin

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.[2] It is unrelated to the amino acid glycine. 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.[3]

Not to be confused with glycine.

Glycin[1]

Names
IUPAC name 2-(4-hydroxyphenyl)aminoacetic acid
Other names N-(4-hydroxyphenyl)glycine p-hydroxyanilinoacetic acid photoglycine
Identifiers
CAS Number	122-87-2^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:55443^Y
ChemSpider	60494^Y
ECHA InfoCard	100.004.165
PubChem CID	67149
UNII	3ET7L3AG0V^Y
CompTox Dashboard (EPA)	DTXSID9059547
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)^Y Key: WRUZLCLJULHLEY-UHFFFAOYSA-N^Y 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 [77 °F], 100 kPa).
Y verify (what is ^YN ?)
Infobox references

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. Ullmann's Encyclopedia of Industrial Chemistry. Wiley-VCH. doi:10.1002/14356007.a02_099. ISBN 978-3527306732.