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Octanohydroxamic Acid

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CAS:7377-03-9
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Octanohydroxamic Acid Basic information
Product Name:Octanohydroxamic Acid
Synonyms:n-hydroxy-octanamid;octanoylhydroxamicacid;taselin;Caprylhydroxamic Acid(CHA);xinjiqiangwosuan;Caprylohydroxamic acid 7377-03-9;7377-03-9 Octanohydroxamic acid;PrzvFreeTM CHA
CAS:7377-03-9
MF:C8H17NO2
MW:159.23
EINECS:230-936-7
Product Categories:OLED materials,pharm chemical,electronic;Antibacterial amd preservative in cosmetics;Hydroxylamines;Hydroxylamines (N-Substituted);PP;7377-03-9;Intermediate;TOP1
Mol File:7377-03-9.mol
Octanohydroxamic Acid Structure
Octanohydroxamic Acid Chemical Properties
Melting point 78°C
density 0.970
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka9.56±0.20(Predicted)
form Solid
color White to Off-White
Cosmetics Ingredients FunctionsCHELATING
Cosmetic Ingredient Review (CIR)Octanohydroxamic Acid (7377-03-9)
InChIInChI=1S/C8H17NO2/c1-2-3-4-5-6-7-8(10)9-11/h11H,2-7H2,1H3,(H,9,10)
InChIKeyRGUVUPQQFXCJFC-UHFFFAOYSA-N
SMILESC(NO)(=O)CCCCCCC
EPA Substance Registry SystemOctanamide, N-hydroxy- (7377-03-9)
Safety Information
Risk Statements 36/37/38
Safety Statements 26-36/37/39
WGK Germany WGK 3
RTECS RG9900500
TSCA TSCA listed
HS Code 2928.00.5000
Storage Class11 - Combustible Solids
MSDS Information
Octanohydroxamic Acid Usage And Synthesis
DescriptionOctanohydroxamic acid (OHA), the more common hydroxamate collector, has both an acid group (single bondNHOH) and basic group (single bond CO). The hydrogen in the acid group can be replaced by a metal ion and a dative bond from the basic group to form a chelate. Improved monazite flotation performance was reported when using OHA compared to the results obtained with sodium oleate. Flotation separation of monazite and calcite using OHA has been described in previous publications. OHA was the most potent urease inhibitor among saturated hydroxamic acid (HAs) with a calculated IC50 of 0.25?±?0.1?mM compared to 8.67?±?1.3 and 0.50?±?0.2?mM for Acetohydroxamic acid and heptanohydroxamic acid, respectively. Further increase in the chain length from 8 to 12 carbons negatively affected the potency of HAs[1].
UsesOctanohydroxamic Acid is used in preparation of Caprylohydroxamic Acid.
Synthesis
Ethyl caprylate

106-32-1

Octanohydroxamic Acid

7377-03-9

To a 1000 mL four-necked flask was added hydroxylamine hydrochloride (48.7 g, 0.70 mol, 1.4 eq.), water (50 g), and ethanol (200 g, 2.3 times the volume), and stirred at room temperature until hydroxylamine hydrochloride was completely dissolved. Ethyl octanoate (86.7 g, 0.5 mol, 1.0 eq.) was then added and stirred at room temperature to form a two-phase system. The reaction mixture was cooled to 5-10°C and 40% KOH solution (168 g, 1.2 mol, 2.4 eq.) was added slowly and dropwise. After the dropwise addition, the reaction system was heated to 50~55°C and the reaction was held for 3 hours and monitored by gas chromatography (GC) until the ethyl octanoate material completely disappeared. After the reaction was completed, cooled to 5~10°C, slowly added concentrated hydrochloric acid (90 mL) to adjust the pH to 6.4~6.7, at which time a large amount of white solid precipitated. The solid was collected by filtration and dried at 50°C for 8 hours. The crude product was recrystallized with benzene to give 78.8 g of white flocculent solid in 91.1% yield.

References[1] Diana Evstafeva. “Inhibition of urease-mediated ammonia production by 2-octynohydroxamic acid in hepatic encephalopathy.” Nature Communications 15 1 (2024): 2226.
Octanohydroxamic Acid Preparation Products And Raw materials
Raw materialsEthyl caprylate-->Caprylic acid methyl ester-->Ethanol-->Potassium hydroxide-->Hydroxylamine hydrochloride-->Water
Preparation ProductsN-HEPTYL ISOCYANATE
Tag:Octanohydroxamic Acid(7377-03-9) Related Product Information
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