Salicylhydroxamic acid

Salicylhydroxamic acid
  • CAS No.:89-73-6
Other grades of this product :
Salicylhydroxamic acid Basic information
Product Name:Salicylhydroxamic acid
Synonyms:N-HYDROXYSALICYLAMIDE;N,2-DIHYDROXYBENZAMIDE;SALICYLHYDROXAMIC ACID;SALICYLOHYDROXAMIC ACID;6-methyl-5,7-dihydro-4H-isoxazolo[5,4-c]pyridin-3-one;n,2-dihydroxy-benzamid;nsc5088;o-hydroxybenzohydroxamicacid
CAS:89-73-6
MF:C7H7NO3
MW:153.14
EINECS:201-934-3
Product Categories:Aromatics;Intermediates & Fine Chemicals;Hydroxylamines;Pharmaceuticals;Aroamtics;Miscellaneous Reagents;Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes;Hydroxylamines (N-Substituted)
Mol File:89-73-6.mol
Salicylhydroxamic acid Chemical Properties
Melting point 177 °C (dec.) (lit.)
Boiling point 276.03°C (rough estimate)
density 1.3585 (rough estimate)
refractive index 1.5500 (estimate)
storage temp. Sealed in dry,Room Temperature
form Fine Crystalline Powder
pkapK (25°) 4.19
color Beige-pink
Water Solubility It is soluble in water.
Merck 14,8331
BRN 1210520
Stability:Stable. Incompatible with strong bases, strong oxidizing agents. Combustible.
CAS DataBase Reference89-73-6(CAS DataBase Reference)
EPA Substance Registry SystemN,2-Dihydroxybenzamide (89-73-6)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22-36/37/38-40
Safety Statements 22-26-36-24/25
WGK Germany 3
RTECS VO6870000
HS Code 29242990
MSDS Information
ProviderLanguage
2-Hydroxybenzohydroxamic acid English
SigmaAldrich English
ACROS English
ALFA English
Salicylhydroxamic acid Usage And Synthesis
Chemical Propertiesoff-white powder or white needle crystals. Melting point 168°C (slow heating), 176-178°C (quick heating). Soluble in alcohol and ether, can be sublimated. Gradually turns red in the air.
UsesSalicylhydroxamic acid is a collector with efficient chelating effect on rare metal oxide minerals. It is used in rare metal beneficiation and has the advantages of good selectivity and strong collecting power. Salicylhydroxamic acid is mainly used as a complexing agent or extractant for rare earth ore, copper oxide ore, lead-zinc oxide ore, gold ore, kaolin, etc., as well as organic synthesis intermediates.
DefinitionChEBI: Salicylhydroxamic acid is a hydroxamic acid that is N-hydroxybenzamide carrying a phenolic hydroxy group at position 2. It has a role as an antibacterial drug, a trypanocidal drug, an EC 3.5.1.5 (urease) inhibitor and an EC 1.11.2.2 (myeloperoxidase) inhibitor. It is a member of phenols and a hydroxamic acid.
ApplicationSalicylhydroxamic acid can be used:To prepare phenylboronic acid-based bioconjugates for chromatographic applications.As a ligand to synthesize Fe(III), Cu(II), Ni(II) and Zn(II) complexes.As a selective collector in the segregation of oxide minerals using the flotation method.
Preparationsynthesis of salicylhydroxamic acid: The ligand was prepared in two steps, step one the methyl salicylate was prepared by the esterification of salicylic acid with methanol in this reaction 28g (0.2 mol) of salicylic acid, 81cm3 of methanol and 8cm3 of concentrated sulfuric acid were mixed and step two by the coupling reaction of hydroxylamine and methyl salicylate. 13.9 g (0.2mol) of hydroxyl amine was weighed and added to 200cm3 of 10% sodium hydroxide solution and cooled at room temperature. Then 152.3g (0.1mol) of methyl salicylate was added in small portions with vigorous shaking after each addition to ensure complete dissolution. The mixture was allowed to stand for 36 hours. Then it was acidified with2M sulphuricacid and cooled. The precipitate was filtered, recrystallized from hot water containing a drop of acetic acid, recooled and filtered; white precipitate collected and weighed, the yield was salicylhydroxamic acid(14g).Preparation and Characterization of Salicylhydroxamic acid and its Complexes with Iron (III), Cobalt (II) and Manganese (II)
Purification MethodsCrystallise the hydroxamic acid from acetic acid. [Beilstein 10 H 98.]
Salicylhydroxamic acid Preparation Products And Raw materials
Raw materialsMethyl salicylate
Preparation ProductsBENZO[D]ISOXAZOL-3-OL-->2-Benzoxazolinone

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