Glycin

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 ;
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).
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	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 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]

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.

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[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.