Aminobenzaldehydes

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Aminobenzaldehydes
Surname 2-aminobenzaldehyde 3-aminobenzaldehyde 4-aminobenzaldehyde
other names o -aminobenzaldehyde
anthranilaldehyde
m -aminobenzaldehyde
 
p -aminobenzaldehyde
 
Structural formula Structure of 2-aminobenzaldehyde Structure of 3-aminobenzaldehyde Structure of 4-aminobenzaldehyde
CAS number 529-23-7 1709-44-0 556-18-3
ECHA InfoCard 100.007.687 100.015.426 100.008.288
PubChem 68255 74366 11158
Molecular formula C 7 H 7 NO
Molar mass 121.14 g mol −1
Physical state firmly
Melting point 40 ° C 72 ° C
boiling point
GHS
labeling
-
H and P phrases -
-
-

In chemistry , the aminobenzaldehydes form a group of substances that are derived from both benzaldehyde and aniline . The structure consists of a benzene ring with attached aldehyde  (–CHO) and amino  (–NH 2 ) groups as substituents . Their different arrangement results in three constitutional isomers . The 2-aminobenzaldehyde is rarely mentioned under its common name anthranilaldehyde .

presentation

2-aminobenzaldehyde is prepared from 2-nitrobenzaldehyde by reduction with iron (II) sulfate and HCl. 4-aminobenzaldehyde is prepared from 4-nitrotoluene by reacting it with sodium sulfide and sulfur in aqueous sodium hydroxide solution and ethanol .

Individual evidence

  1. a b CRC Handbook of Tables for Organic Compound Identification , Third Edition, 1984, ISBN 0-8493-0303-6 .
  2. Lee Irvin Smith and JW Opie: o-Aminobenzaldehyde In: Organic Syntheses . 28, 1948, p. 11, doi : 10.15227 / orgsyn.028.0011 ; Coll. Vol. 3, 1955, p. 56 ( PDF ).
  3. ^ E. Campaigne, WM Budde, and GF Schaefer: p-Aminobenzaldehyde In: Organic Syntheses . 31, 1951, p. 6, doi : 10.15227 / orgsyn.031.0006 ; Coll. Vol. 4, 1963, p. 31 ( PDF ).