N -phenylglycine

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Structural formula
Structural formula of N-phenylglycine
General
Surname N-phenylglycine
other names
  • N -phenylglycocoll
  • Anilinoacetic acid
Molecular formula C 8 H 9 NO 2
Brief description

colorless to beige odorless solid

External identifiers / databases
CAS number 103-01-5
EC number 203-070-2
ECHA InfoCard 100.002.792
PubChem 66025
ChemSpider 59416
Wikidata Q22668730
properties
Molar mass 151.16 g mol −1
Physical state

firmly

density

1.145 g cm −3 (19.5 ° C)

Melting point

127-128 ° C

solubility
  • slightly soluble in water
  • slightly soluble in ethanol and ether
safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
Toxicological data

3200 mg kg −1 ( LD 50 ,  rat ,  oral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

N- phenylglycine is a chemical compound from the group of aminobenzenes and aminocarboxylic acids .

Extraction and presentation

N- phenylglycine can be obtained by reacting aniline and chloroacetic acid . It can also be produced from aniline, formaldehyde , sodium hydrogen sulfite and hydrocyanic acid with subsequent saponification of the nitrile anilinoacetonitrile .

properties

N- phenylglycine is a colorless to beige odorless solid that is sparingly soluble in water. It gives water-soluble salts with alkali hydroxides. It is a selective antagonist of metabotropic glutamate receptors .

use

N- phenylglycine is an intermediate product in the synthesis of indigo according to Heumann's indigo synthesis . It is also used in the synthesis of pharmaceuticals, is used to produce photosensitive layers on lithographic printing plates and is a component in liquid-crystalline films. The compound is also used in tooth filling materials and adhesives.

Individual evidence

  1. ↑ a b c d e f g Entry on N-phenylglycine in the GESTIS substance database of the IFA , accessed on January 15, 2016(JavaScript required) .
  2. ^ Carl L. Yaws: Thermophysical Properties of Chemicals and Hydrocarbons . William Andrew, 2014, ISBN 978-0-323-29060-9 , pp. 295 ( limited preview in Google Book search).
  3. ↑ a b c d e Entry on Phenylglycine. In: Römpp Online . Georg Thieme Verlag, accessed on January 15, 2016.
  4. ↑ a b N-Phenylglycine - Lexicon of Chemistry . Spektrum.de, accessed on January 15, 2016.