Ethanone,1-(4-hydroxyphenyl)-, oxime supplier

Name
4-[1-(hydroxyamino)ethylidene]cyclohexa-2,5-dien-1-one
EINECS
CAS No. 34523-34-7
Article Data36
CAS DataBase
Density 1.246 g/cm³
Solubility
Melting Point 142-144°C
Formula C₈H₉NO₂
Boiling Point 294.8 °C at 760 mmHg
Molecular Weight 151.165
Flash Point 132.1 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Acetophenone,4'-hydroxy-, oxime (7CI);1-(4-Hydroxyphenyl)-1-ethanone oxime;1-(4-Hydroxyphenyl)ethanone oxime;4'-Hydroxyacetophenone oxime;NSC 77904;p-Hydroxyacetophenone oxime;
PSA 52.82000
LogP 1.59040

Synthetic route

: 99-93-4
4-Hydroxyacetophenone

: 34523-34-7
4-hydroxyacetophenone oxime

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium acetate In ethanol; water Reflux;	100%
With hydroxylamine hydrochloride; sodium acetate In water for 1h; Heating;	98%
With hydroxylamine hydrochloride; sodium acetate In ethanol; water Reflux;	91%

: 99-93-4
4-Hydroxyacetophenone

A: 103-90-2
4-acetaminophenol

B: 34523-34-7
4-hydroxyacetophenone oxime

Conditions

Conditions	Yield
With hydroxylamine hydrochloride In acetonitrile at 70℃; for 15h;	A 90% B 8%
With hydroxylamine hydrochloride at 70 - 110℃; Solvent; chemoselective reaction;

: 99-93-4
4-Hydroxyacetophenone

A: 27642-27-9
N-Methyl 4-hydroxy benzamide

B: 103-90-2
4-acetaminophenol

C: 34523-34-7
4-hydroxyacetophenone oxime

Conditions

Conditions	Yield
With hydroxylamine sulfate at 80℃; for 2.5h;	A 15% B 85% C n/a
With hydroxylamine sulfate at 80℃; for 2.5h;	A 15% B 83% C n/a

...Expand

: 27642-27-9
N-Methyl 4-hydroxy benzamide

: 34523-34-7
4-hydroxyacetophenone oxime

Conditions

Conditions	Yield
With hydrogenchloride; acetic acid In water at 75℃; for 10h; Retrobeckmann rearrangement;	80%

: hydroxylamine phosphate

: 99-93-4
4-Hydroxyacetophenone

: 34523-34-7
4-hydroxyacetophenone oxime

Conditions

Conditions	Yield
With ammonium hydroxide In water	21.0 g (92.6%)
With ammonium hydroxide In water	21.0 g (92.6%)
With ammonium hydroxide In water	21.0 g (92.6%)

: 98-86-2
acetophenone

: 99-93-4
4-Hydroxyacetophenone

: 34523-34-7
4-hydroxyacetophenone oxime

Conditions

Conditions	Yield
With hydroxylamine hydrochloride In pyridine

: 34523-34-7
4-hydroxyacetophenone oxime

: 103-90-2
4-acetaminophenol

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol; perfluoropinacol; 2-methoxycarbonylphenylboronic acid In nitromethane at 20℃; for 24h; Beckmann Rearrangement; chemoselective reaction;	99%
With 2,2-dichloro-1,3-dicyclohexylimidazolidine-4,5-dione In acetonitrile at 80℃; for 0.333333h; Inert atmosphere; Schlenk technique; Green chemistry;	98%
With carbon tetrabromide; Eosin Y; N,N-dimethyl-formamide In acetonitrile at 20℃; for 14h; Beckmann Rearrangement; Irradiation; Inert atmosphere; Green chemistry;	96%

: 34523-34-7
4-hydroxyacetophenone oxime

: 99-93-4
4-Hydroxyacetophenone

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 20℃; for 0.0166667h; neat (no solvent);	96%
With water; dihydrogen peroxide; iodine In acetonitrile at 20℃; for 12h;	92%
With formic acid; silica gel for 0.05h; microwave irradiation;	91%

: 34523-34-7
4-hydroxyacetophenone oxime

: 108-24-7
acetic anhydride

: 4-acetyloxyacetophenone oxime

Conditions

Conditions	Yield
With m-nitrobenzene boronic acid at 20℃; for 12h;	95%

: 34523-34-7
4-hydroxyacetophenone oxime

: 27642-27-9
N-Methyl 4-hydroxy benzamide

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In diethyl ether at 20℃; for 1h; Beckmann rearrangement;	95%
With trifluoroacetic acid In acetonitrile at 109.84℃; Beckmann Rearrangement; Autoclave;

: 34523-34-7
4-hydroxyacetophenone oxime

: 16704-37-3
4-acetamidophenyl sulfurofluoridate

Conditions

Conditions	Yield
Stage #1: 4-hydroxyacetophenone oxime With fluorosulfonyl fluoride; triethylamine In acetonitrile at 20℃; Beckmann Rearrangement; Stage #2: With hydrogenchloride In water; acetonitrile at 20℃; Beckmann Rearrangement;	94%

: 34523-34-7
4-hydroxyacetophenone oxime

: 13063-43-9
dichloromalononitrile

: C11H9Cl2N3O2

Conditions

Conditions	Yield
In dichloromethane Ambient temperature;	93%

: lithium tetrachloropalladate

: 34523-34-7
4-hydroxyacetophenone oxime

: 419581-64-9
(PdCl(N(OH)C(CH3)C6H3(OH)))2

Conditions

Conditions	Yield
With sodium acetate In methanol to soln. of Li2PdCl4 in MeOH added soln. of oxime and AcONa in MeOH; soln. stirred for 2-3 ds at room temp.; H2O added; ppt. filtered off; elem. anal.;	92%

: 34523-34-7
4-hydroxyacetophenone oxime

: 4-(1-hydroxyamino-ethyl)-phenol

Conditions

Conditions	Yield
With Benzyltriethylammonium borohydride at 20℃; for 0.283333h; solid-phase conditions;	86%

: 7766-50-9
1-undecen-11-ylbromide

: 34523-34-7
4-hydroxyacetophenone oxime

: 1-[4-(undec-10-enyloxy)phenyl]ethanone oxime

Conditions

Conditions	Yield
With potassium carbonate In acetone for 24h; Heating;	80%

: 34523-34-7
4-hydroxyacetophenone oxime

: 90965-06-3
dimethyl 1-(1-diazo-2-oxopropyl)phosphonate

: 4-(dimethoxyphosphoryl)-6-hydroxy-1,3-dimethylisoquinoline 2-oxide

Conditions

Conditions	Yield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; silver(I) triflimide In methanol at 30℃; for 12h;	80%

: 34523-34-7
4-hydroxyacetophenone oxime

: 39203-22-0
di-tert-butyl 2,3-diazabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate

: C23H33N3O6

Conditions

Conditions	Yield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate In methanol at 60℃; for 6h;	78%

: lithium tetrachloropalladate

: 34523-34-7
4-hydroxyacetophenone oxime

: 127-09-3
sodium acetate

: 419581-64-9
di‐μ‐chlorobis [5‐hydroxy‐2‐[1‐(hydroxyimino‐κN) ethyl] phenyl‐κC] palladium (II)

Conditions

Conditions	Yield
In methanol C8H9NO2 (2 mmol) in MeOH and sodium acetate (2 mmol) added to Li2PdCl4 (2 mmol) in MeOH, stirred at room temp. for 72 h; filtered, pptd. with water added; elem. anal.;	75%

...Expand

: 34523-34-7
4-hydroxyacetophenone oxime

: 1-(4-hydroxyphenyl)ethanamine hydrochloride

Conditions

Conditions	Yield
With ammonia; sodium In methanol at 20℃; Cooling with dry ice;	75%

: 19172-47-5
Lawessons reagent

: 34523-34-7
4-hydroxyacetophenone oxime

: 4-[5-(4-methoxy-phenyl)-5-thioxo-4,5-dihydro-5λ5-[1,2,5]oxazaphosphol-3-yl]-phenol

Conditions

Conditions	Yield
With sodium hydroxide; cetyltributylphosphonium bromide In dichloromethane; water at 20℃; Cyclization; elimination;	72%

: 34523-34-7
4-hydroxyacetophenone oxime

: 5720-05-8
4-methylphenylboronic acid

: 1408295-45-3
C15H15NO2

Conditions

Conditions	Yield
With copper diacetate; caesium carbonate In dimethyl sulfoxide at 28℃; for 6h; Chan-Lam Coupling;	70%

: 34523-34-7
4-hydroxyacetophenone oxime

: 98-80-6
phenylboronic acid

: 1408295-44-2
C14H13NO2

Conditions

Conditions	Yield
With copper diacetate; caesium carbonate In dimethyl sulfoxide at 28℃; for 24h; Chan-Lam Coupling;	60%

: 34523-34-7
4-hydroxyacetophenone oxime

: 177490-82-3
(4-acetoxyphenyl)boronic acid

: 1408295-46-4
C16H15NO4

Conditions

Conditions	Yield
With copper diacetate; caesium carbonate In dimethyl sulfoxide at 28℃; for 30h; Chan-Lam Coupling;	55%

: 99-35-4
1,3,5-trinitrobenzene

: 34523-34-7
4-hydroxyacetophenone oxime

: 1-(4-hydroxyphenyl)ethanone O-(3,5-dinitrophenyl)oxime

Conditions

Conditions	Yield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 50℃; for 6h;	49%

: 34523-34-7
4-hydroxyacetophenone oxime

: 2,2-dibromo-1-(3,5-dibromo-4-hydroxyphenyl)ethanone

Conditions

Conditions	Yield
With hydrogen bromide; dihydrogen peroxide In water; acetic acid at 15 - 106℃; for 0.333333h;	40%

: 34523-34-7
4-hydroxyacetophenone oxime

: 74-86-2
acetylene

A: Z-1-(2-methylthiovinyl)pyrrole

B: 111492-97-8
1-vinyl-2-(4-vinyloxyphenyl)pyrrole

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide at 100℃; under 7600 Torr; for 3h;	A 0.05% B 27%

...Expand

: 34523-34-7
4-hydroxyacetophenone oxime

A: 1202385-73-6
4-hydroxy-3,5-diiodoacetophenone oxime

B: 99-93-4
4-Hydroxyacetophenone

Conditions

Conditions	Yield
With water; dihydrogen peroxide; iodine In methanol at 20℃; for 10h;	A 10% B 20%

: 34523-34-7
4-hydroxyacetophenone oxime

: 74-86-2
acetylene

: 111492-96-7
2-(4-vinyloxyphenyl)pyrrole

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide at 100℃; for 5h;	2%

: 34523-34-7
4-hydroxyacetophenone oxime

A: 103-90-2
4-acetaminophenol

B: 99-93-4
4-Hydroxyacetophenone

Conditions

Conditions	Yield
With Tonsil In toluene for 3.5h; Heating;	A 92.8 % Chromat. B 5.9 % Chromat.
With trifluoroacetic acid at 79.84℃; for 18h; Beckmann Rearrangement;

: 34523-34-7
4-hydroxyacetophenone oxime

sodium amalgam: sodium amalgam

methanolic acetic acid: methanolic acetic acid

: 134855-87-1
α-methyl-p-hydroxybenzylamine

...Expand

Ethanone,1-(4-hydroxyphenyl)-, oxime Specification

This chemical is called Ethanone,1-(4-hydroxyphenyl)-, oxime, and its systematic name is 4-[1-(hydroxyamino)ethylidene]cyclohexa-2,5-dien-1-one. With the molecular formula of C₈H₉NO₂, its molecular weight is 151.16. The CAS registry number of this chemical is 34523-34-7. Additionally, its product categories are Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes.

Other characteristics of the Ethanone,1-(4-hydroxyphenyl)-, oxime can be summarised as followings: (1)ACD/LogP: 0.04; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.04; (4)ACD/LogD (pH 7.4): 0.04; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 25.01; (8)ACD/KOC (pH 7.4): 24.99; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 29.54 Å²; (13)Index of Refraction: 1.591; (14)Molar Refractivity: 40.98 cm³; (15)Molar Volume: 121.2 cm³; (16)Polarizability: 16.24×10^-24cm³; (17)Surface Tension: 52.6 dyne/cm; (18)Density: 1.246 g/cm³; (19)Flash Point: 132.1 °C; (20)Enthalpy of Vaporization: 62 kJ/mol; (21)Boiling Point: 294.8 °C at 760 mmHg; (22)Vapour Pressure: 0.000166 mmHg at 25°C.

You can still convert the following datas into molecular structure:
1.SMILES: O=C\1/C=C\C(=C(/NO)C)/C=C/1
2.InChI: InChI=1/C8H9NO2/c1-6(9-11)7-2-4-8(10)5-3-7/h2-5,9,11H,1H3
3.InChIKey: NOGIFJNJJZFUDN-UHFFFAOYAZ

Product Name

4-[1-(hydroxyamino)ethylidene]cyclohexa-2,5-dien-1-one

Synthetic route

Ethanone,1-(4-hydroxyphenyl)-, oxime Specification

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