Glycin

Glycin^[1]
Names
	IUPAC name N-(4-Hydroxyphenyl)glycine
	Systematic IUPAC name (4-Hydroxyanilino)acetic acid
	Other names p-hydroxyanilinoacetic acid; photoglycine
Identifiers
CAS Number	122-87-2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:55443 ;
ChemSpider	60494 ;
ECHA InfoCard	100.004.165
PubChem CID	67149;
UNII	3ET7L3AG0V ;
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) 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 [77 °F], 100 kPa). verify (what is ?) Infobox references

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 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.^[3]

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

^ Merck Index, 11th Edition, 4771.
^ Photographic Chemical Descriptions
^ 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.

[1] Merck Index, 11th Edition, 4771.

[2] Photographic Chemical Descriptions

[Ullmann-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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