Octanamide, N-hydroxy- supplier

Name
CAPRYLOHYDROXAMIC ACID
EINECS 230-936-7
CAS No. 7377-03-9
Article Data30
CAS DataBase
Density 0.97 g/cm³
Solubility
Melting Point 78 °C
Formula C₈H₁₇NO₂
Boiling Point
Molecular Weight 159.228
Flash Point
Transport Information
Appearance
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols
Synonyms Octanohydroxamicacid (6CI,7CI,8CI);Caprylohydroxamic acid;N-Hydroxyoctanamide;Octanoylhydroxamic acid;Taselin;
PSA 49.33000
LogP 2.24320

Synthetic route

Octanoic acid: Octanoic acid

: 7377-03-9
caprylohydroxamic acid

Conditions

Conditions	Yield
With Novozym 435 (Candida antarctica lipase B on Lewatit E); hydroxylamine In water at 40℃; for 20h; Condensation; Enzymatic reaction;	99%
Stage #1: Octanoic acid With acetic anhydride for 0.166667h; Stage #2: With hydroxylamine hydrochloride for 0.666667h;	95.81%
With liverextract; hydroxylamine
With hydroxylamine; 1,1'-carbonyldiimidazole
With hydroxylamine; adenosine monophosphate ligase SfaB from Streptomyces thioluteus; ATP; magnesium chloride; Cleland's reagent In aq. buffer at 30℃; for 6h; pH=8; Enzymatic reaction;

: 106-32-1
octanoic acid ethyl ester

: 7377-03-9
caprylohydroxamic acid

Conditions

Conditions	Yield
Stage #1: octanoic acid ethyl ester With sodium ethanolate; sodium carbonate In ethanol at 40℃; for 2.5h; Stage #2: With hydroxylamine In ethanol; water	95.7%
With sodium sulfide; hydroxylamine hydrochloride; sodium hydroxide In ethanol at 20 - 45℃; for 3h; Temperature; Concentration;	93.1%
With hydroxylamine hydrochloride; potassium hydroxide In ethanol; water at 5 - 55℃; for 3h; Concentration; Temperature;	91.1%

: 111-11-5
methyl octanate

: 7377-03-9
caprylohydroxamic acid

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium hydroxide In methanol; water at 5 - 40℃; for 5h; Concentration; Temperature; Large scale;	94.7%
With hydroxylamine hydrochloride; sodium hydroxide at 30℃; for 6h; pH=13;	92.3%
With hydroxylamine hydrochloride; triethylamine In water at 0 - 50℃; for 14.5h; Temperature;	85%

: 629-37-8
1-nitrooctane

: 7377-03-9
caprylohydroxamic acid

Conditions

Conditions	Yield
With methylamine In methanol for 2h; Irradiation;	85%
With selenium(IV) oxide; triethylamine In dichloromethane 1.) 0-10 deg C, 10 min. 2.) 20 deg C, 30 min. 3.) reflux, 1h;	76%
With sodium hydroxide; ethanol for 6h; Product distribution; Quantum yield; Irradiation; var. reagents and solvents; other nitroalkanes;	30%
With sodium ethanolate In ethanol Irradiation;	30%
With sodium ethanolate In ethanol Quantum yield; Irradiation;

: 111-11-5
methyl octanate

A: 7377-03-9
caprylohydroxamic acid

B: 124-07-2
Octanoic acid

Conditions

Conditions	Yield
With hydroxylamine nitrate; sodium hydroxide In methanol at 0 - 50℃; for 3h;	A 84% B 3 g

: 629-37-8
1-nitrooctane

A: 7377-03-9
caprylohydroxamic acid

B: 124-12-9
caprylnitrile

Conditions

Conditions	Yield
With selenium(IV) oxide; triethylamine In dichloromethane Product distribution; Mechanism; various molar ratio of reagents; also in the absence of triethylamine;	A 15% B 50%

: 111-64-8
n-octanoic acid chloride

: 7377-03-9
caprylohydroxamic acid

Conditions

Conditions	Yield
With air; tris-trimethylsilyl-hydroxylamine 1.) hexane, RT, 5 min, 2.) 1 d; Yield given. Multistep reaction;

: 106-32-1
octanoic acid ethyl ester

A: 7377-03-9
caprylohydroxamic acid

B: 124-07-2
Octanoic acid

Conditions

Conditions	Yield
With Thermomyces lanuginosus lipase on Accurel EP; water; hydroxylamine In tert-butyl alcohol at 40℃; for 96h; Kinetics; Condensation; hydrolysis; Enzymatic reaction;

: 71478-41-6
(ethoxycarbonyl)octanoate

: 7377-03-9
caprylohydroxamic acid

Conditions

Conditions	Yield
With hydroxylamine In methanol; diethyl ether at 20℃; for 0.25h;	2.92 g

: C16H30N2O5

: 7377-03-9
caprylohydroxamic acid

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; triethylamine In dichloromethane at 20℃; for 20h;

: 7377-03-9
caprylohydroxamic acid

: 530-62-1
1,1'-carbonyldiimidazole

: 3-heptane-1,4,2-bisoxazol-5-one

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 0.5h;	99%
In dichloromethane at 20℃; for 0.5h;	70%
In dichloromethane at 20℃; for 0.5h;

: 7377-03-9
caprylohydroxamic acid

: 75-65-0
tert-butyl alcohol

: 38427-89-3
(N-tert-Butyloxycarbonyl)heptylamine

Conditions

Conditions	Yield
Stage #1: caprylohydroxamic acid With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In ethyl acetate at 0℃; for 3h; Stage #2: tert-butyl alcohol In ethyl acetate at 60℃; for 1h;	97%

: 7377-03-9
caprylohydroxamic acid

: 100-51-6
benzyl alcohol

: 125640-84-8
N-benzyloxycarbonylheptylamine

Conditions

Conditions	Yield
Stage #1: caprylohydroxamic acid With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In ethyl acetate at 0℃; for 3h; Stage #2: benzyl alcohol In ethyl acetate at 60℃; for 1h;	96%

: 7704-67-8
erythromycin A thiocyanate

: 7377-03-9
caprylohydroxamic acid

: 342371-84-0
9-deoxo-6-deoxy-6,9-epoxy-9,9a-didehydro-9a-aza-homoerythromycin A

Conditions

Conditions	Yield
Stage #1: erythromycin thiocyanate A; caprylohydroxamic acid In acetonitrile at 20℃; for 0.166667h; Stage #2: With sulfuric acid In dimethyl sulfoxide; acetone at 80℃; for 16h; Concentration; Temperature; Reagent/catalyst; Solvent;	90%

: 7377-03-9
caprylohydroxamic acid

: 18162-48-6
tert-butyldimethylsilyl chloride

: 917470-39-4
O-tert-butyldimethylsilyl-heptanohydroxamic acid

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 16h;	84%

: 7377-03-9
caprylohydroxamic acid

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 77219-92-2
C14H33NO2Si2

Conditions

Conditions	Yield
In acetonitrile for 15h; Ambient temperature;	69%

: 53003-10-4, 120330-27-0, 126574-63-8
salinomycin

: 7377-03-9
caprylohydroxamic acid

: C50H85NO12

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	56.1%

: 530-48-3
1,1-Diphenylethylene

: 7377-03-9
caprylohydroxamic acid

: 145838-86-4
bis(methoxycarbonyl)(phenyliodinio)methanide

: dimethyl 2-(2-(octanamidooxy)-2,2-diphenylethyl)malonate

Conditions

Conditions	Yield
In toluene at 70℃; Inert atmosphere; Darkness;	46%

...Expand

: 7377-03-9
caprylohydroxamic acid

: 108-24-7
acetic anhydride

: 29264-59-3
N-Octanoyl-O-acetylhydroxylamin

: 7377-03-9
caprylohydroxamic acid

: 4747-81-3
N-heptylisocyanate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 69 percent / acetonitrile / 15 h / Ambient temperature 2: 91 percent / 120 °C View Scheme

: uranyl(VI) nitrate

: 7377-03-9
caprylohydroxamic acid

: UO2(2+)*2CH3C6H12C(O)NHO(1-)=UO2{CH3C6H12C(O)NHO}2

Conditions

Conditions	Yield
In ethanol; water treating of an aqueous soln. of UO2(NO3)2 with the hydroxamic acid in aqueous ethanol, standing on a steam bath for 30 min; filtn., washing (water, ether), drying, elem. anal.;

: 7377-03-9
caprylohydroxamic acid

: Fe(CH3N(O)C(O)(CH2)8C(O)N(O)CH3)(H2O)2(1+)

: Fe(ON(CH3)C(O)(CH2)8C(O)N(CH3)O)(HN(O)C(O)(CH2)6CH3)

Conditions

Conditions	Yield
With magnesium(II) perchlorate In chloroform using bulk liq. membrane transport from aq. source phase through CHCl3 membrane phase to aq. receiving phase; source phase: aq. Mg(ClO4)2, Fe complex, pH 5.0; membrane phase: ligand in CHCl3; receiving phase: aq. Mg(ClO4)2, pH 0.5-3.5; monitored by UV-vis spectra;

: 7377-03-9
caprylohydroxamic acid

: N-[2-(pyridin-2-yl)phenyl]octanamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloromethane / 0.5 h / 20 °C 2: silver hexafluoroantimonate; di-μ-chloro-bis[chloro(η5-pentamethylcyclopentadienyl)cobalt] / 1,2-dichloro-ethane / 24 h / 80 °C / 760.05 Torr View Scheme

: 7377-03-9
caprylohydroxamic acid

: 311-45-5
paraoxon

A: C12H26NO5P

B: 14609-74-6
p-nitrophenolate

Conditions

Conditions	Yield
With water; cetyltrimethylammonim bromide; butan-1-ol In n-heptane at 26.84℃; pH=9.2; Kinetics; pH-value; Reagent/catalyst; Solvent;

...Expand

: 7377-03-9
caprylohydroxamic acid

: 311-45-5
paraoxon

: C12H26NO5P

Conditions

Conditions	Yield
With dodecyltrimethylammonium bromide In aq. buffer at 26.84℃; pH=9.2; Reagent/catalyst;

: 7377-03-9
caprylohydroxamic acid

: 10359-36-1
4-nitro-phenyl diphenyl phosphate

A: C20H26NO5P

B: 14609-74-6
p-nitrophenolate

Conditions

Conditions	Yield
With potassium chloride; N,N-didodecyl-N,N-dimethylammonium bromide In aq. buffer at 26.84℃; pH=9.2; Kinetics; Concentration; pH-value; Reagent/catalyst;

...Expand

: 7377-03-9
caprylohydroxamic acid

: 2-heptyl-3-methoxy-6-methylquinazolin-4(3H)-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloromethane / 0.5 h / 20 °C 2: carbonyl(pentamethylcyclopentadienyl)cobalt diiodide; silver(I) triflimide; zinc diacetate / 1,2-dichloro-ethane / 120 °C View Scheme

: 7377-03-9
caprylohydroxamic acid

: N-(3-acetyl-1H-indol-2-yl)octanamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloromethane / 0.5 h / 20 °C / Inert atmosphere 2: Cp*Co(CO)I2; silver hexafluoroantimonate; (adamant-1-yl)-acetic acid / chlorobenzene / 12 h / 100 °C / Inert atmosphere; Sealed tube View Scheme

Octanamide, N-hydroxy- Specification

The CAS register number of Octanamide, N-hydroxy- is 7377-03-9. It also can be called as Octanoylhydroxamic acid and the IUPAC name about this chemical is N-hydroxyoctanamide. The molecular formula about this chemical is C₈H₁₇NO₂ and the molecular weight is 159.23. It belongs to the following product categories which include Hydroxylamines; Hydroxylamines (N-Substituted) and so on.

Physical properties about Octanamide, N-hydroxy- are: (1)ACD/LogP: 1.60; (2)ACD/LogD (pH 5.5): 1.6; (3)ACD/LogD (pH 7.4): 1.6; (4)ACD/BCF (pH 5.5): 9.65; (5)ACD/BCF (pH 7.4): 9.58; (6)ACD/KOC (pH 5.5): 176.33; (7)ACD/KOC (pH 7.4): 175.14; (8)#H bond acceptors: 3; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 7; (11)Polar Surface Area: 29.54 Å²; (12)Index of Refraction: 1.452; (13)Molar Refractivity: 44.27 cm³; (14)Molar Volume: 164 cm³; (15)Polarizability: 17.55x10^-24cm³; (16)Surface Tension: 35.4 dyne/cm; (17)Density: 0.97 g/cm³.

Preparation: this chemical can be prepared by octanoic acid. This reaction will need reagents of liverextract, hydroxylamine.

Octanamide, N-hydroxy- can be prepared by octanoic acid.

Uses of Octanamide, N-hydroxy-: it can be used to produce C₁₄H₃₃NO₂Si₂ with 1,1,1,3,3,3-hexamethyl-disilazane. This reaction will need solvent of acetonitrile. The reaction time is 15 hours with ambient temperature. The yield is about 69%.

Octanamide, N-hydroxy- can be used to produce C14H33NO2Si2 with 1,1,1,3,3,3-hexamethyl-disilazane.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. If you want to use this chemical, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to store it, you should keep the container tightly sealed in dry, cool places. If you store and use this chemical according the rule, it will not be decomposed.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(NO)CCCCCCC
(2)InChI: InChI=1/C8H17NO2/c1-2-3-4-5-6-7-8(10)9-11/h11H,2-7H2,1H3,(H,9,10)
(3)InChIKey: RGUVUPQQFXCJFC-UHFFFAOYAM
(4)Std. InChI: InChI=1S/C8H17NO2/c1-2-3-4-5-6-7-8(10)9-11/h11H,2-7H2,1H3,(H,9,10)
(5)Std. InChIKey: RGUVUPQQFXCJFC-UHFFFAOYSA-N

The toxicity data are as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LD50	intraperitoneal	> 800mg/kg (800mg/kg)	Journal of Pharmacology and Experimental Therapeutics. Vol. 196, Pg. 478, 1976.
mouse	LD50	oral	8820mg/kg (8820mg/kg)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 42(3), Pg. 99, 1977.
rat	LD50	oral	10700mg/kg (10700mg/kg)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 42(3), Pg. 99, 1977.

Product Name

CAPRYLOHYDROXAMIC ACID

Synthetic route

Octanamide, N-hydroxy- Specification

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