Glycin

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Glycin [1]
Glycin2.png
Names
IUPAC name
N-(4-Hydroxyphenyl)glycine
Systematic IUPAC name
(4-Hydroxyanilino)acetic acid
Other names
p-hydroxyanilinoacetic acid
photoglycine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.004.165 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C8H9NO3/c10-7-3-1-6(2-4-7)9-5-8(11)12/h1-4,9-10H,5H2,(H,11,12) Yes check.svgY
    Key: WRUZLCLJULHLEY-UHFFFAOYSA-N Yes check.svgY
  • 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
  • O=C(O)CNc1ccc(O)cc1
Properties
C8H9NO3
Molar mass 167.16 g/mol
Appearancebrown 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).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

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.

Related Research Articles

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<span class="mw-page-title-main">Metol</span> Reducing aromatic compound used as developing agent in black and white photography

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<span class="mw-page-title-main">Lithium perchlorate</span> Chemical compound

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<span class="mw-page-title-main">Methyl isobutyl ketone</span> Chemical compound

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4-Aminophenol (or para-aminophenol or p-aminophenol) is an organic compound with the formula H2NC6H4OH. Typically available as a white powder, it is commonly used as a developer for black-and-white film, marketed under the name Rodinal.

<span class="mw-page-title-main">Hexafluorophosphate</span> Anion with the chemical formula PF6–

Hexafluorophosphate is an anion with chemical formula of [PF6]. It is an octahedral species that imparts no color to its salts. [PF6] is isoelectronic with sulfur hexafluoride, SF6, and the hexafluorosilicate dianion, [SiF6]2−, and hexafluoroantimonate [SbF6]. In this anion, phosphorus has a valence of 5. Being poorly nucleophilic, hexafluorophosphate is classified as a non-coordinating anion.

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<span class="mw-page-title-main">Chloroauric acid</span> Chemical compound

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2-Aminophenol is an organic compound with the formula C6H7NO. Along with its isomer 4-aminophenol, it is an amphoteric molecule and a reducing agent. It is a useful reagent for the synthesis of dyes and heterocyclic compounds. Reflecting its slight hydrophilic character, white powder is moderately soluble in alcohols and can be recrystallized from hot water.

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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.