1-Phenyl-1,3-butanedione supplier

Name
1-Phenyl-1,3-butanedione
EINECS 202-286-4
CAS No. 93-91-4
Article Data202
CAS DataBase
Density 1.073 g/cm³
Solubility insoluble in water
Melting Point 54-56 °C(lit.)
Formula C₁₀H₁₀O₂
Boiling Point 262.2 °C at 760 mmHg
Molecular Weight 162.188
Flash Point 96.9 °C
Transport Information
Appearance yellowish crystalline flakes or cryst. powder
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1-Benzoyl-2-propanone;1-Methyl-3-phenyl-1,3-propanedione;2-Acetylacetophenone;4-Phenyl-2,4-butanedione;Acetylbenzoylmethane;Benzoylacetone;NSC 100655;NSC 4015;NSC 405722;NSC 405723;NSC 83580;NSC 83581;NSC 88942;NSC 97232;NSC 97233;a-Acetylacetophenone;
PSA 34.14000
LogP 1.84840

Synthetic route

: 69626-39-7
1-phenylbuta-2,3-dien-1-one

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With sulfuric acid In acetone for 1h; Ambient temperature;	99%

: 5381-93-1, 86734-67-0, 86734-69-2, 127707-68-0
1-hydroxy-1-phenyl-3-butanone

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In ethyl acetate at 77℃;	99%
With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at -60℃; for 0.333333h;	74%
With manganese(IV) oxide In dichloromethane for 24h; Ambient temperature;	50%
With oxygen; potassium carbonate In water at 80℃; for 60h; Green chemistry;	> 98 %Spectr.

: 65469-88-7
1-phenylbutane-1,3-diol

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With Me-IBX In acetone at 20℃; for 12h;	98%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione at 70℃; for 4h;	89%
With pyridine chromium peroxide In dichloromethane for 4h; Ambient temperature;	15%
With pyridine chromium peroxide In dichloromethane for 4h; Product distribution; Ambient temperature; effect of various chromium(VI) based oxidants;	15%

: 13505-39-0
3-hydroxy-1-phenyl-butan-1-one

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In ethyl acetate at 77℃;	98%

: 15021-43-9
dimethylsulfonium 1-benzoyl-2-oxopropylide

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With acetic acid; zinc In 1,4-dioxane for 12h; Ambient temperature;	97%

: 613-90-1
benzoyl cyanide

: 67-64-1
acetone

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
L-proline at 20℃; for 30h;	93%

: 631-57-2
Acetyl cyanide

: 98-86-2
acetophenone

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
Stage #1: acetophenone With lithium hexamethyldisilazane In tetrahydrofuran for 0.25h; Stage #2: Acetyl cyanide In tetrahydrofuran	92%

: 1817-57-8
4-phenyl-3-butyne-2-one

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With (triphenylphosphine)gold(I) chloride; water; silver trifluoromethanesulfonate In methanol at 25℃; for 12h;	90%
With piperidine Behandlung des Reaktionsproduktes mit krystallwasserhaltiger Oxalsaeure in Aether und verd. Alkohol;
With sulfuric acid

: 2550-26-7
4-Phenyl-2-butanone

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With air; 4-aminoperbenzoic acid In dichloromethane at 20℃; for 12h;	90%

: 108-24-7
acetic anhydride

: 70-11-1
α-bromoacetophenone

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With samarium diiodide In acetonitrile for 1h; Ambient temperature;	89%
With samarium (III) iodide In acetonitrile for 1h; Ambient temperature;	80%

: 75-36-5
acetyl chloride

: 98-86-2
acetophenone

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With lithium hexamethyldisilazane at 0℃; for 1h;	89%
With acetic acid; lithium hexamethyldisilazane In toluene at 0℃; for 0.0166667h; Inert atmosphere;

: 73510-71-1
2-(2-Methyl-1,3-dithian-2-yl)acetophenon

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With oxygen; 2,4,6-tris(p-chlorophenyl)pyrylium perchlorate In dichloromethane for 3h; Irradiation;	88%
With methyltriphenylphosphonium tribromide; water 1.) THF, 20 h, room temperature; Yield given. Multistep reaction;

: 2469-99-0
Cyanoaceton

: 80-17-1
benzenesufonyl hydrazide

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With 1,10-Phenanthroline; water; palladium diacetate In N,N-dimethyl-formamide at 100℃; under 760.051 Torr; for 6h;	87%

: 108-24-7
acetic anhydride

: 98-86-2
acetophenone

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With tetrachlorosilane; zinc(II) chloride In dichloromethane at 25℃; for 5h;	86%
With boron trifluoride at 0℃;
With boron trifluoride

: magnesium acetoacetate

: magnesium benzoylacetate

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With hydrogenchloride In N,N-dimethyl-formamide for 4h; Ambient temperature;	85%

: 75-36-5
acetyl chloride

: 70-11-1
α-bromoacetophenone

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With samarium diiodide In acetonitrile for 0.5h; Ambient temperature;	83%
With gallium(III) iodide In acetonitrile at 20℃; for 0.5h; Acylation;	77%
With samarium (III) iodide In acetonitrile for 0.5h; Ambient temperature;	65%

: cis-1,2-bis(trimethylsiloxy)-1-methyl-2-phenylcyclopropane

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With iron(III) chloride In tetrahydrofuran at 0℃;	83%
With iron(III) chloride In tetrahydrofuran at 0℃; for 0.5h;	83%

: 932-90-1, 622-31-1, 140461-24-1, 140461-25-2, 622-32-2
syn-benzaldehyde oxime

: 1817-57-8
4-phenyl-3-butyne-2-one

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With sodium hydride In 1,4-dioxane; N,N-dimethyl-formamide 1.) r.t., 0.5 h, 2.) 0.5 h;	82%

: 1896-62-4
(E)-benzalacetone

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With iron(II) chloride In ethanol at 80℃; for 12h;	77%

: 2564-83-2, 45842-10-2
2,2,6,6-Tetramethyl-1-piperidinyloxy free radical

: 100-52-7
benzaldehyde

: 67-64-1
acetone

A: 7031-95-0
1-benzoxy-2,2,6,6-tetramethylpiperidine

B: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; di-tert-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid at 120℃;	A 76% B n/a

...Expand

: 98-88-4
benzoyl chloride

: 123-54-6
acetylacetone

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With samarium (III) iodide In acetonitrile at -5℃; for 3h;	75%

: 7646-69-7
sodium hydride

: 582-24-1
1-phenyl-2-hydroxyethanone

A: sodium acetylacetophenone

B: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
In ethyl acetate	A n/a B 75%

...Expand

: 100-52-7
benzaldehyde

: 67-64-1
acetone

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; di-tert-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid at 120℃; for 24h; Reagent/catalyst; Temperature;	75%

: 116849-65-1
4-Morpholino-6-phenyl-2H-pyran-2-one

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With hydrogenchloride at 80℃; for 1h;	72%

: 108-24-7
acetic anhydride

: 536-74-3
phenylacetylene

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With titanium(IV) bistriflate In dichloromethane for 5h; Ambient temperature;	71%

: 4728-02-3
3-benzoylpentane-2,4-dione

A: 64-19-7
acetic acid

B: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
In tetrahydrofuran; water at 80℃; for 6h;	A n/a B 71%

: 83075-05-2
2-(2-Methyl-1,3-dithiolan-2-yl)acetophenon

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With calcium carbonate; mercury dichloride In water; acetonitrile for 2h; Product distribution; Heating; experiments of dethioacetalization;	70%

: 591-50-4
iodobenzene

: 201230-82-2
carbon monoxide

: 67-64-1
acetone

: 93-91-4
1-phenylbutan-1,3-dione

Conditions

Conditions	Yield
With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; di-(1-adamantyl)-n-butylphosphine; caesium carbonate at 60℃; under 2250.23 Torr; for 36h; Reagent/catalyst; Solvent; Temperature; Pressure; Time; Glovebox; Inert atmosphere; Autoclave;	68%

...Expand

: 107-15-3
ethylenediamine

: 93-91-4
1-phenylbutan-1,3-dione

: 24334-81-4
N,N'-bis(2-benzoyl-1-methylethylidene)ethylenediamine

Conditions

Conditions	Yield
In ethanol for 0.25h; Heating;	100%
With silica In neat (no solvent) at 20℃; for 0.416667h; Green chemistry;	96%
With silica sulfuric acid at 80℃; for 0.416667h; Neat (no solvent);	88%

: 93-91-4
1-phenylbutan-1,3-dione

: 1008-75-9
3-methyl-5-phenylisoxazole

Conditions

Conditions	Yield
With pyridine; hydroxylamine hydrochloride In water at 50℃; for 3.5h; Inert atmosphere; Schlenk technique;	100%
With hydroxylamine hydrochloride In ethanol; water for 2h; Heating;	88%
With hydroxylamine hydrochloride In tetrahydrofuran; ethanol for 24h; Reflux;	79%

: 141-43-5
ethanolamine

: 93-91-4
1-phenylbutan-1,3-dione

: 65271-13-8
(Z)-3-(2-hydroxyethylamino)-1-phenylbut-2-en-1-one

Conditions

Conditions	Yield
at 130℃; for 0.0833333h; microwave irradiation;	100%
With potassium dihydrogenphosphate at 50℃; for 0.5h; neat (no solvent);	96%
With β‐cyclodextrin In water at 20℃; for 0.5h; chemospecific reaction;	88%

: 109-76-2
Trimethylenediamine

: 93-91-4
1-phenylbutan-1,3-dione

: 74141-38-1
(Z)-3-{3-[(Z)-1-methyl-3-oxo-3-phenyl-1-propenylamino]propylamino}-1-phenyl-2-buten-1-one

Conditions

Conditions	Yield
With silica-supported ferric hydrogensulfate/[Fe(HSO4)3*SiO2] In neat (no solvent) at 20℃; for 0.266667h; regioselective reaction;	100%
In ethanol Heating;

: 100-34-5
benzene diazonium chloride

: 93-91-4
1-phenylbutan-1,3-dione

: 13732-41-7
1-phenyl-2-phenylhydrazono-1,3-butanedione

Conditions

Conditions	Yield
With sodium acetate In ethanol at 0℃;	100%
With sodium acetate In methanol

: 93-91-4
1-phenylbutan-1,3-dione

: 2009-96-3
2-diazo-1-phenylbutane-1,3-dione

Conditions

Conditions	Yield
With potassium fluoride; dibenzo-18-crown-6; 4-toluenesulfonyl azide In dichloromethane for 1h; Ambient temperature;	100%
With 2-azido-1,3-dimethylimidazolinium chloride; triethylamine In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere;	100%
With polymer-supported sulfonyl azide; triethylamine In dichloromethane at 20℃; for 4h;	98%

: 78-94-4
methyl vinyl ketone

: 93-91-4
1-phenylbutan-1,3-dione

: 3-benzoyl-2,6-heptanedione

Conditions

Conditions	Yield
With tris(pentafluoroethyl)difluorophosphorane In dichloromethane at 20℃; for 1h; Michael Addition;	100%
With silica gel In neat (no solvent) at 0 - 90℃; for 32h; Michael Addition;	99%
With cerium(III) chloride; sodium iodide In neat (no solvent) for 6h; Ambient temperature;	98%

: 93-91-4
1-phenylbutan-1,3-dione

: 1904-58-1
anthranilic acid hydrazide

: 87300-31-0
2-Amino-benzoic acid [1-methyl-3-oxo-3-phenyl-prop-(E)-ylidene]-hydrazide

Conditions

Conditions	Yield
In ethanol for 14h; Heating;	100%
In ethanol at 20℃; for 2h;	71%

: 93-91-4
1-phenylbutan-1,3-dione

: 116660-74-3
(-)-(3R)-3-hydroxy-1-phenylbutan-1-one

Conditions

Conditions	Yield
In water at 27℃; for 24h; Aspergillus niger;	100%
With Lactobacillus reuteri DSM 20016 In ethanol; water at 30℃; for 24h; Reagent/catalyst; Inert atmosphere; Enzymatic reaction;	95%
With D-glucose; Zugosaccharomyces rouxii In ethanol; water at 30℃; for 40h;	85%
With Candida parapsilosis ATCC 7330 whole cells In ethanol; water at 25℃; for 9h; pH=6.8; Microbiological reaction; enantioselective reaction;	72%
With D-glucose; allyl alcohol In n-heptane; water; ethyl acetate at 30℃; for 3h; Enzymatic reaction; stereoselective reaction;	45%

: 53317-87-6
tris[triphenylphosphinegold(I)]oxonium tetrafluoroborate

: 93-91-4
1-phenylbutan-1,3-dione

: (C6H5C(O))(CH3C(O))CHAuP(C6H5)3

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran; water ketone and water addn. to suspension of Au-compd. and K2CO3 in THF, stirring to dissolution (80 min), soln. drying over K2CO3 and filtration; vaccum evapn., dissoln. in THF, product salting out with ether-petroleumether mix;	100%

: 103-72-0
phenyl isothiocyanate

: 93-91-4
1-phenylbutan-1,3-dione

: C17H15NO3S

Conditions

Conditions	Yield
With potassium hydroxide In N,N-dimethyl-formamide at 20℃;	100%

: [Cd(OAl(isopropoxide)2)2]

: 93-91-4
1-phenylbutan-1,3-dione

: [CdO2Al2(benzoylacetonato)3(isopropoxide)]

Conditions

Conditions	Yield
In benzene byproducts: isopropyl alcohol; addn. of benzoylacetone (3 equiv.) to benzene soln. of Cd(OAl(isopropoxide)2)2 (1 equiv.); reflux for 6 h with the continuous estimation of the liberated isopropyl alcohol in the distillate; removal of volatile components under reduced pressure, elem. anal.;	99.9%

: [Cd(OAl(isopropoxide)2)2]

: 93-91-4
1-phenylbutan-1,3-dione

: [Cd(OAl(benzoylacetonato)(isopropoxide))2]

Conditions

Conditions	Yield
In benzene byproducts: isopropyl alcohol; addn. of benzoylacetone (2 equiv.) to benzene soln. of Cd(OAl(isopropoxide)2)2 (1 equiv.); reflux for 5 h with the continuous estimation of the liberated isopropyl alcohol in the distillate; removal of volatile components under reduced pressure, elem. anal.;	99.9%

: [Ca(OAl(isopropoxide)2)2]

: 93-91-4
1-phenylbutan-1,3-dione

: [CaO2Al2(benzoylacetonato)3(isopropoxide)]

Conditions

Conditions	Yield
In benzene byproducts: isopropyl alcohol; addn. of benzoylacetone (3 equiv.) to benzene soln. of Ca(OAl(isopropoxide)2)2 (1 equiv.); reflux for 9 h with the continuous estimation of the liberated isopropyl alcohol in the distillate; removal of volatile components under reduced pressure, elem. anal.;	99.9%

: [Ca(OAl(isopropoxide)2)2]

: 93-91-4
1-phenylbutan-1,3-dione

: [Ca(OAl(benzoylacetonato)(isopropoxide))2]

Conditions

Conditions	Yield
In benzene byproducts: isopropyl alcohol; addn. of benzoylacetone (2 equiv.) to benzene soln. of Ca(OAl(isopropoxide)2)2 (1 equiv.); reflux for 7 h with the continuous estimation of the liberated isopropyl alcohol in the distillate; removal of volatile components under reduced pressure, elem. anal.;	99.8%

: 93-91-4
1-phenylbutan-1,3-dione

: 3347-62-4
5-methyl-3-phenyl-1H-pyrazole

Conditions

Conditions	Yield
With aluminum oxide; hydrazine hydrate at 20℃; for 1h;	99%
With hydrazine hydrate In ethanol; water for 1h; Heating;	99%
With hydrazine In ethanol; water for 16h;	99.7%

: [Pb(OAl(isopropoxide)2)2]

: 93-91-4
1-phenylbutan-1,3-dione

: [PbO2Al2(benzoylacetonato)(isopropoxide)3]

Conditions

Conditions	Yield
In benzene byproducts: isopropyl alcohol; addn. of benzoylacetone (1 equiv.) to benzene soln. of Pb(OAl(isopropoxide)2)2 (1 equiv.); reflux for 5 h with the continuous estimation of the liberated isopropyl alcohol in the distillate; removal of volatile components under reduced pressure, elem. anal.;	99.6%

: [Cd(OAl(isopropoxide)2)2]

: 93-91-4
1-phenylbutan-1,3-dione

: [CdO2Al2(benzoylacetonato)(isopropoxide)3]

Conditions

Conditions	Yield
In benzene byproducts: isopropyl alcohol; addn. of benzoylacetone (1 equiv.) to benzene soln. of Cd(OAl(isopropoxide)2)2 (1 equiv.); reflux for 4 h with the continuous estimation of the liberated isopropyl alcohol in the distillate; removal of volatile components under reduced pressure, elem. anal.;	99.4%

: [Pb(OAl(isopropoxide)2)2]

: 93-91-4
1-phenylbutan-1,3-dione

: [PbO2Al2(benzoylacetonato)3(isopropoxide)]

Conditions

Conditions	Yield
In benzene byproducts: isopropyl alcohol; addn. of benzoylacetone (3 equiv.) to benzene soln. of Pb(OAl(isopropoxide)2)2 (1 equiv.); reflux for 14 h with the continuous estimation of theliberated isopropyl alcohol in the distillate; removal of volatile components under reduced pressure, elem. anal.;	99.3%

: 104-94-9
4-methoxy-aniline

: 93-91-4
1-phenylbutan-1,3-dione

: 20771-77-1
1-phenyl-3-N-(p-methoxyphenylimino)-1-butanone

Conditions

Conditions	Yield
With potassium hydrogensulfate; silica gel at 20℃; for 0.166667h;	99%
With toluene-4-sulfonic acid In toluene at 20℃; for 24h; Inert atmosphere; Schlenk technique; Reflux; Dean-Stark;	60%
at 150℃;
With toluene-4-sulfonic acid In toluene Reflux;

: 100-63-0
phenylhydrazine

: 93-91-4
1-phenylbutan-1,3-dione

: 3729-90-6
3-methyl-1,5-diphenyl-1H-pyrazole

Conditions

Conditions	Yield
With sodium acetate In ethanol for 3h; Condensation; Heating;	99%
With copper(II) nitrate trihydrate In acetonitrile at 20℃; regioselective reaction;	90%
With aminosulfonic acid at 32℃; for 0.25h; Neat (no solvent);	86%

: 91-01-0
1,1-Diphenylmethanol

: 93-91-4
1-phenylbutan-1,3-dione

: 33925-42-7
2-benzhydryl-1-phenylbutane-1,3-dione

Conditions

Conditions	Yield
With iron (III) perchlorate monohydrate In acetonitrile at 60℃; for 3.5h;	99%
With silica gel supported perchloric acid In toluene at 70℃; for 17h;	99%
With silica gel supported sodium hydrogen sulfate In 1,1-dichloroethane at 60℃; for 0.5h;	99%

: 62-53-3
aniline

: 93-91-4
1-phenylbutan-1,3-dione

: 18594-93-9, 39159-64-3, 39159-65-4
3-phenylamino-1-phenylbut-2-en-1-one

Conditions

Conditions	Yield
With ytterbium trifluoromethanesulfonate at 20℃; for 12h;	99%
With zinc(II) perchlorate; magnesium sulfate In dichloromethane at 20℃; for 5h;	98%
With formic acid In methanol at 85℃; for 4h;	97%

: 93-58-3
benzoic acid methyl ester

: 93-91-4
1-phenylbutan-1,3-dione

: 1467-40-9
1,5-diphenylpentane-1,3,5-trione

Conditions

Conditions	Yield
With sodium hydride In 1,2-dimethoxyethane for 48h; Inert atmosphere; Reflux;	99%
With sodium hydride In 1,2-dimethoxyethane

: 102-96-5
(2-nitroethenyl)benzene

: 93-91-4
1-phenylbutan-1,3-dione

: 82947-13-5
2-(2-nitro-1-phenylethyl)-1-phenylbutane-1,3-dione

Conditions

Conditions	Yield
With squaramide-containing Dawson organo-polyoxotungstates In dichloromethane for 13h; Reagent/catalyst; Heating;	99%
at 20℃; Michael addition; Neat (no solvent); Grinding; optical yield given as %de;	70%
bis(acetylacetonate)nickel(II) In 1,4-dioxane for 46h; Heating;	60%
With triethylamine In dichloromethane at 20℃; for 24h; Michael Addition;

: 7400-27-3
tertbutylhydrazine hydrochloride

: 93-91-4
1-phenylbutan-1,3-dione

: 1-(tert-butyl)-3-methyl-5-phenyl-1H-pyrazole

Conditions

Conditions	Yield
With triethylamine In ethanol for 3h; Heating;	99%

: 93-91-4
1-phenylbutan-1,3-dione

: 209914-48-7
2-{[(E)-(1R,2R)-2-Amino-cyclohexylimino]-methyl}-phenol

: 2-({(E)-(1R,2R)-2-[(Z)-3-Hydroxy-1-methyl-3-phenyl-prop-2-en-(E)-ylideneamino]-cyclohexylimino}-methyl)-phenol

Conditions

Conditions	Yield
In chloroform at 60℃; for 5h;	99%

: 93-91-4
1-phenylbutan-1,3-dione

: 140-88-5
ethyl acrylate

: 131118-47-3
ethyl 4-benzoyl-5-oxohexanoate

Conditions

Conditions	Yield
Stage #1: 1-phenylbutan-1,3-dione With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 0℃; for 0.333333h; Michael condensation; Inert atmosphere; Stage #2: ethyl acrylate In dichloromethane for 48h; Michael condensation; Inert atmosphere;	99%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 0 - 20℃; for 20h;	90%

1-Phenyl-1,3-butanedione Consensus Reports

Reported in EPA TSCA Inventory.

1-Phenyl-1,3-butanedione Specification

The IUPAC name of Benzoylacetone is 1-phenylbutane-1,3-dione. With the CAS registry number 93-91-4, it is also named as 2-Acetylacetophenone. The product's categories are Environmentally-friendly Oxidation; Ligands (Environmentally-friendly Oxidation); Synthetic Organic Chemistry. Besides, it is yellowish crystalline flakes or cryst. powder, which should be stored in sealed place at RT. This chemical is insoluble in water. In addition, when you are using this chemical, please do not breathe dust. And you should avoid contact with skin and eyes.

The other characteristics of this product can be summarized as: (1)EINECS: 202-286-4; (2)ACD/LogP: 2.52; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 2.52; (5)ACD/LogD (pH 7.4): 2.5; (6)ACD/BCF (pH 5.5): 48.33; (7)ACD/BCF (pH 7.4): 46.06; (8)ACD/KOC (pH 5.5): 558.57; (9)ACD/KOC (pH 7.4): 532.35; (10)H bond acceptors: 2; (11)H bond donors: 0; (12)Freely Rotating Bonds: 3; (13)Index of Refraction: 1.515; (14)Molar Refractivity: 45.57 cm³; (15)Molar Volume: 151 cm³; (16)Surface Tension: 38.7 dyne/cm; (17)Density: 1.073 g/cm³; (18)Flash Point: 96.9 °C; (19)Melting point: 54-58 °C; (20)Enthalpy of Vaporization: 50 kJ/mol; (21)Boiling Point: 262.2 °C at 760 mmHg; (22)Vapour Pressure: 0.011 mmHg at 25 °C.

Preparation and Uses of Benzoylacetone: frist, you can use Benzoyl chloride to react with Ethyl acetoacetate in the solvent of Ethyl ether. And you will get Ethyl benzoylacetoacetate. Then please add water to reflux for 5 hours. At last, you would get the product by steam distillation. Furthermore, this chemical is excellent chelating extractants which is used as analytical reagent. It is also used for organic synthesis.

People can use the following data to convert to the molecule structure.
(1)SMILES:O=C(c1ccccc1)CC(=O)C
(2)InChI:InChI=1/C10H10O2/c1-8(11)7-10(12)9-5-3-2-4-6-9/h2-6H,7H2,1H3
(3)InChIKey:CVBUKMMMRLOKQR-UHFFFAOYAW
(4)Std. InChI:InChI=1S/C10H10O2/c1-8(11)7-10(12)9-5-3-2-4-6-9/h2-6H,7H2,1H3
(5)Std. InChIKey:CVBUKMMMRLOKQR-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD	oral	> 500mg/kg (500mg/kg)		National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 28, 1953.
rat	LDLo	unreported	600mg/kg (600mg/kg)		Biochemical Pharmacology. Vol. 14, Pg. 1325, 1965.

Product Name

1-Phenyl-1,3-butanedione

Synthetic route

1-Phenyl-1,3-butanedione Consensus Reports

1-Phenyl-1,3-butanedione Specification

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