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7377-03-9

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7377-03-9 Usage

Uses

Octanohydroxamic Acid is used in preparation of Caprylohydroxamic Acid.

Check Digit Verification of cas no

The CAS Registry Mumber 7377-03-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,3,7 and 7 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 7377-03:
(6*7)+(5*3)+(4*7)+(3*7)+(2*0)+(1*3)=109
109 % 10 = 9
So 7377-03-9 is a valid CAS Registry Number.
InChI:InChI=1/C8H17NO2/c1-2-3-4-5-6-7-8(10)9-11/h11H,2-7H2,1H3,(H,9,10)

7377-03-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name N-Hydroxyoctanamide

1.2 Other means of identification

Product number -
Other names N-hydroxyoctanamide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:7377-03-9 SDS

7377-03-9Synthetic route

Octanoic acid

Octanoic acid

caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

Conditions
ConditionsYield
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;
octanoic acid ethyl ester
106-32-1

octanoic acid ethyl ester

caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

Conditions
ConditionsYield
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%
methyl octanate
111-11-5

methyl octanate

caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

Conditions
ConditionsYield
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%
1-nitrooctane
629-37-8

1-nitrooctane

caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

Conditions
ConditionsYield
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;
methyl octanate
111-11-5

methyl octanate

A

caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

B

Octanoic acid
124-07-2

Octanoic acid

Conditions
ConditionsYield
With hydroxylamine nitrate; sodium hydroxide In methanol at 0 - 50℃; for 3h;A 84%
B 3 g
1-nitrooctane
629-37-8

1-nitrooctane

A

caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

B

caprylnitrile
124-12-9

caprylnitrile

Conditions
ConditionsYield
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%
n-octanoic acid chloride
111-64-8

n-octanoic acid chloride

caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

Conditions
ConditionsYield
With air; tris-trimethylsilyl-hydroxylamine 1.) hexane, RT, 5 min, 2.) 1 d; Yield given. Multistep reaction;
octanoic acid ethyl ester
106-32-1

octanoic acid ethyl ester

A

caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

B

Octanoic acid
124-07-2

Octanoic acid

Conditions
ConditionsYield
With Thermomyces lanuginosus lipase on Accurel EP; water; hydroxylamine In tert-butyl alcohol at 40℃; for 96h; Kinetics; Condensation; hydrolysis; Enzymatic reaction;
(ethoxycarbonyl)octanoate
71478-41-6

(ethoxycarbonyl)octanoate

caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

Conditions
ConditionsYield
With hydroxylamine In methanol; diethyl ether at 20℃; for 0.25h;2.92 g
C16H30N2O5

C16H30N2O5

caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

Conditions
ConditionsYield
With hydroxylamine hydrochloride; triethylamine In dichloromethane at 20℃; for 20h;
caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

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

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

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.5h;99%
In dichloromethane at 20℃; for 0.5h;70%
In dichloromethane at 20℃; for 0.5h;
caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

tert-butyl alcohol
75-65-0

tert-butyl alcohol

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

(N-tert-Butyloxycarbonyl)heptylamine

Conditions
ConditionsYield
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%
caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

benzyl alcohol
100-51-6

benzyl alcohol

N-benzyloxycarbonylheptylamine
125640-84-8

N-benzyloxycarbonylheptylamine

Conditions
ConditionsYield
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%
erythromycin A thiocyanate
7704-67-8

erythromycin A thiocyanate

caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

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

9-deoxo-6-deoxy-6,9-epoxy-9,9a-didehydro-9a-aza-homoerythromycin A

Conditions
ConditionsYield
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%
caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

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

O-tert-butyldimethylsilyl-heptanohydroxamic acid

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 16h;84%
caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

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

1,1,1,3,3,3-hexamethyl-disilazane

C14H33NO2Si2
77219-92-2

C14H33NO2Si2

Conditions
ConditionsYield
In acetonitrile for 15h; Ambient temperature;69%
caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

C50H85NO12

C50H85NO12

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;56.1%
1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

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

bis(methoxycarbonyl)(phenyliodinio)methanide

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

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

Conditions
ConditionsYield
In toluene at 70℃; Inert atmosphere; Darkness;46%
caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

acetic anhydride
108-24-7

acetic anhydride

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

N-Octanoyl-O-acetylhydroxylamin

caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

N-heptylisocyanate
4747-81-3

N-heptylisocyanate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 69 percent / acetonitrile / 15 h / Ambient temperature
2: 91 percent / 120 °C
View Scheme
uranyl(VI) nitrate

uranyl(VI) nitrate

caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

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

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

Conditions
ConditionsYield
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.;
caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

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

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)

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

Conditions
ConditionsYield
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;
caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

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

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

Conditions
ConditionsYield
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
caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

paraoxon
311-45-5

paraoxon

A

C12H26NO5P

C12H26NO5P

B

p-nitrophenolate
14609-74-6

p-nitrophenolate

Conditions
ConditionsYield
With water; cetyltrimethylammonim bromide; butan-1-ol In n-heptane at 26.84℃; pH=9.2; Kinetics; pH-value; Reagent/catalyst; Solvent;
caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

paraoxon
311-45-5

paraoxon

C12H26NO5P

C12H26NO5P

Conditions
ConditionsYield
With dodecyltrimethylammonium bromide In aq. buffer at 26.84℃; pH=9.2; Reagent/catalyst;
caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

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

4-nitro-phenyl diphenyl phosphate

A

C20H26NO5P

C20H26NO5P

B

p-nitrophenolate
14609-74-6

p-nitrophenolate

Conditions
ConditionsYield
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;
caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

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

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

Conditions
ConditionsYield
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
caprylohydroxamic acid
7377-03-9

caprylohydroxamic acid

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

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

Conditions
ConditionsYield
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

7377-03-9Relevant articles and documents

Influence of octanohydroxamic acid on the association behavior of cationic surfactants: Hydrolytic cleavage of phosphate ester

Satnami, Manmohan L.,Dewangan, Hitesh K.,Kandpal, Neha,Nagwanshi, Rekha,Ghosh, Kallol K.

, p. 805 - 814 (2016)

The surface properties and mixed micellization behavior of cetyltrimethylammonium bromide (CTAB), tetradecyltrimethylammonium bromide (TTAB) and dodecyltrimethylammonium bromide (DTAB) with octanohydroxamic acid (OHA) have been investigated by means of conductivity and surface tension measurements in aqueous solution and borate buffer at 300 K. The critical micelle concentration (cmc), surface properties such as maximum surface access (Γmax), surface pressure at the cmc (Πcmc) and minimum surface area per molecule (Amin) has been determined. The standard Gibbs free energy of micellization (ΔGm0), standard Gibbs free energy of adsorption (ΔGad0), and standard Gibbs free energy of micellization per alkyl chain (ΔGm,tail0) of cationic surfactant with OHA have been evaluated. The fluorescence quenching technique was used to estimate the aggregation number (Nagg) and packing parameter (P) for determining the structural feature of cationic surfactants in the presence of octanohydroxamic acid. The hydrolytic reaction of paraoxon with octanohydroxamic acid was studied under a cationic micellar system by using OHA- at 9.2 pH and 300 K. The variations of surface properties from aqueous medium to the reaction condition have also been discussed. Pseudophase model (PPM) has been fitted for the quantitative treatment of the data.

Preparation process of capryloyl hydroxamic acid

-

Paragraph 0034-0042; 0046-0054, (2021/01/30)

The invention relates to the field of chemical synthesis, and particularly discloses a preparation process of capryloyl hydroxamic acid, which comprises the following steps: preparing ethyl n-caprylate, and preparing the capryloyl hydroxamic acid, wherein the ethyl n-caprylate is prepared by the following steps: mixing 1-1.5 kg of n-caprylic acid with 0.35-0.7 kg of ethanol, adding solid superacid, performing heating reflux for 5-7 hours, filtering to obtain precipitate and filtrate, and performing reduced pressure distillation on the filtrate to obtain the ethyl n-caprylate, and the obtainedprecipitate is washed and roasted to obtain the solid superacid, and the solid superacid is recycled to the preparation step of the ethyl n-caprylate for use. By using the solid superacid catalyst, the environmental friendliness of the esterification reaction in the n-capryloyl hydroxamic acid preparation process is improved.

Repurposing the 3-Isocyanobutanoic Acid Adenylation Enzyme SfaB for Versatile Amidation and Thioesterification

Zhu, Mengyi,Wang, Lijuan,He, Jing

supporting information, p. 2030 - 2035 (2020/11/30)

Genome mining of microbial natural products enables chemists not only to discover the bioactive molecules with novel skeletons, but also to identify the enzymes that catalyze diverse chemical reactions. Exploring the substrate promiscuity and catalytic mechanism of those biosynthetic enzymes facilitates the development of potential biocatalysts. SfaB is an acyl adenylate-forming enzyme that adenylates a unique building block, 3-isocyanobutanoic acid, in the biosynthetic pathway of the diisonitrile natural product SF2768 produced by Streptomyces thioluteus, and this AMP-ligase was demonstrated to accept a broad range of short-chain fatty acids (SCFAs). Herein, we repurpose SfaB to catalyze amidation or thioesterification between those SCFAs and various amine or thiol nucleophiles, thereby providing an alternative enzymatic approach to prepare the corresponding amides and thioesters in vitro.

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