579-07-7

Basic information

• Product Name: 1-Phenyl-1,2-propanedione
• Synonyms: 2-propanedione;Phenyl-1,2-propanedinone;1-Phenyl-1,2-propanedione, 98% 5GR;FEMA 3226;ACETYLBENZOYL;1-PHENYL-1,2-PROPANEDIONE;1-phenyl-2-propanedione;1-phenyl-propane-1,2-dione
• CAS NO: 579-07-7
• Molecular Formula: C₉H₈O₂
• Molecular Weight: 148.16
• EINECS: 209-435-2
• Product Categories: Organics
• Mol File: 579-07-7.mol
• Article Data: 147

Chemical Properties

• Melting Point: <20 °C
• Boiling Point: 103-105 °C14 mm Hg(lit.)
• Flash Point: 184 °F
• Appearance: Clear yellow/Liquid
• Density: 1.101 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0752mmHg at 25°C
• Refractive Index: n20/D 1.532(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Soluble), Hexane (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 1-Phenyl-1,2-propanedione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenyl-1,2-propanedione(579-07-7)
• EPA Substance Registry System: 1-Phenyl-1,2-propanedione(579-07-7)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36
• RIDADR: 1224
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 579-07-7(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 579-07-7 differently. You can refer to the following data:
1. 1-Phenyl-1,2-propanedione has a pungent, plastic odor.
2. clear yellow liquid

Occurrence

Reported found as a constituent in coffee, baked potato and butter.

Uses

Pyruvophenone was used in the synthesis of opioid receptor agonists for gastrointestinal disorders. The enantioselective hydrogenation of Pyruvophenone over Pt colloids was also studied.

Definition

ChEBI: An alpha-diketone that consists of 1-phenylpropane bearing keto substituents at positions 1 and 2. It is found in coffee.

Aroma threshold values

Aroma characteristics at 1.0%: creamy, buttery, fatty, slightly vanillalike, slightly walnut nutty, almond and marzipanlike with a woody styraxlike nuance, and having a slightly sour yeasty and fermented nuance.

Taste threshold values

Taste characteristics at 5 ppm: cultured creamy, dairylike and slightly astringent with a slight spicy caraway/ cumin nuance.

Synthesis Reference(s)

The Journal of Organic Chemistry, 36, p. 3553, 1971 DOI: 10.1021/jo00822a019

General Description

1-Phenyl-1,2-propanedione is a volatile flavor compound found in khat leaves and cambará honey.

Synthesis

By oxidation of propiophenone or benzyl methyl ketone with selenium dioxide; by the acid hydrolysis of oximonopropiophenone or other synthetic routes.

InChI:InChI=1/C9H8O2/c1-7(10)9(11)8-5-3-2-4-6-8/h2-6H,1H3

Synthetic route

1-Phenylprop-1-yne (673-32-5) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With sodium periodate; sulfuric acid; C31H29Br2N3Ru*CH2Cl2 In water; acetonitrile at 25℃; for 0.5h; Inert atmosphere; Schlenk technique;	100%
With ruthenium trichloride; [bis(acetoxy)iodo]benzene In dichloromethane; water at 30℃; for 1.5h;	100%
With ferrocene; mercury(II) diacetate; water; triethyloxonium fluoroborate; salicylic acid In acetone at 20℃; for 1.5h; Reagent/catalyst; Solvent;	98.8%

4-phenyl-3-butyne-2-one (1817-57-8) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With HOF* CH3CN In chloroform at 0 - 20℃;	95%

C23H45ClOSi4Sn + acetyl chloride (75-36-5) → 1,1-dichloro-2,2,5,5-tetrakis(trimethylsilyl)-1-stannacyclopentane (392737-29-0) + 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
In hexane at 20℃; for 12h; Schlenk technique; Inert atmosphere;	A 95% B 89%

1-phenyl-1,2-propanedione 2-oxime (119-51-7) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With water; Dess-Martin periodane In dichloromethane for 0.333333h; Ambient temperature;	94%
With 2,6-dicarboxypyridinium chlorochromate In acetonitrile at 20℃; for 0.316667h;	88%
With 2,6-dicarboxypyridinium fluorochromate for 0.5h;	85%

2,3-epoxy-1-phenylpropan-1-one (5650-34-0) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With [(tris(1-pyrazolyl)borate)Ru(P(phenyl)3)(CH3CN)2]PF6 In toluene at 100℃; for 5h;	93%

1-diazo-1-phenyl-2-propanone (3893-35-4) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With 2,6-dichloropyridine N-oxide In dichloromethane at 20℃; for 0.166667h; Molecular sieve; Inert atmosphere;	92%

α-(methylthio)phenylacetone (53475-18-6) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With CuCl2*2H2O In water; acetone Heating;	91%

2-((1-oxo-1-phenylpropan-2-yl)oxy)isoindoline-1,3-dione → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With triethylamine at 90℃; for 16h; Inert atmosphere;	91%

3-acetoxy-3-phenyldiazirine (154197-62-3) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
In pentane for 1h; Irradiation;	90%
In pentane at 25℃; for 2h; Irradiation;

1-phenylbutan-1,3-dione (93-91-4) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With aluminum (III) chloride; Oxone In water at 20℃; for 1h;	90%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; acetic acid; copper(I) bromide at 100℃; for 2h;	85%

2,2-dimethoxy-1-phenylpropan-1-one (38868-78-9) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With sulfuric acid Heating;	87%

1-phenyl-propan-1-one (93-55-0) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With hydrogenchloride; bromine; sodium; aluminium trichloride In methanol; chloroform; water	86%
Stage #1: 1-phenyl-propan-1-one With [hydroxy(p-nitrobenezenesulfonyloxy)iodo]benzene for 0.025h; microwave irradiation; Stage #2: With pyridine N-oxide for 0.00833333h; microwave irradiation;	83%
With (Z/E)-2-bromo-2-[4-oxothiazolidin-2-ylidene]-N-phenylacetamide; dimethyl sulfoxide for 24h; Reflux;	46%

1-phenyl-acetone (103-79-7) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With pyridine; pyridinium chlorochromate In dichloromethane for 15h; Heating;	85%
With 2,6-dicarboxypyridinium fluorochromate In acetonitrile at 20℃; for 1h;	82%
With selenium(IV) oxide Inert atmosphere;	41%

2-methyl-3-phenyl-1,3-propane diol (83909-75-5) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In tetrahydrofuran; dimethyl sulfoxide at 20℃; for 2.8h;	84%

(E)-2-(methoxyimino)-1-phenylpropan-1-one (190434-51-6) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With hydrogenchloride; formaldehyd; water In ethanol at 80℃; for 0.2h; Microwave irradiation;	84%

1-phenyl-propane-1,2-dione 1-oxime (25355-34-4) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With chromium(VI) oxide; silica gel In toluene at 72 - 75℃; for 4h; Oxidation; Deoximation;	83%
With manganese(IV) oxide; silica gel for 0.1h; microwave irradiation;	76%
With sulfuric acid beim Destillieren;

2-benzoyl-2-methyl-1,3-oxathiane (86137-22-6) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With silver(I) nitrite; iodine In diethyl ether; water for 5.5h; Ambient temperature;	83%
With cyanogen iodide	83%

2-acetyl-2-phenyl-1,3-dithiane (36106-45-3) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
In water; acetonitrile electrolysis; Pt-electrode;	82%

acetic anhydride (108-24-7) + benzaldehyde (100-52-7) → dimethylglyoxal (431-03-8) + benzil (134-81-6) + 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
cobalt(II) chloride In acetonitrile for 24h; Product distribution; Mechanism; Ambient temperature;	A 6% B 8% C 81%
cobalt(II) chloride In acetonitrile for 24h; Ambient temperature;	A 6% B 8% C 81%
cobalt(II) chloride In acetonitrile for 24h; Ambient temperature;	A 45% B 65% C 12%

3-phenyl-2-propanol (698-87-3) → 1-phenyl-acetone (103-79-7) + 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With tetrabutylammonium acetate; palladium diacetate; 8-hydroxyquinoline-2-sulfonic acid In toluene at 100℃; under 22502.3 Torr; for 6h;	A 80% B n/a

2-hydroxypropiophenone (5650-40-8) → benzoic acid (65-85-0) + 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With oxygen; 2(μ-O) In dimethyl sulfoxide at 95℃; for 72h;	A 79% B 3%
With oxygen; 2(μ-O) In dimethyl sulfoxide at 80℃; for 25h;	A 39% B 30%

1-Phenylprop-1-yne (673-32-5) → 1-phenyl-acetone (103-79-7) + 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With dimethyl sulfoxide; palladium dichloride at 90℃; for 12h;	A 1% B 77%

iodobenzene (591-50-4) + tert-butylisonitrile (119072-55-8, 7188-38-7) + trimethylaluminum (75-24-1) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions

Yield

Stage #1: iodobenzene; tert-butylisonitrile; trimethylaluminum With 1,3-bis-(diphenylphosphino)propane; palladium dichloride In toluene at 20℃; for 0.0833333h; Sealed tube; Inert atmosphere; Stage #2: With potassium tert-butylate In toluene at 20 - 100℃; for 16h; Sealed tube; Inert atmosphere; Stage #3: With hydrogenchloride; water In toluene at 20℃; for 1h; Catalytic behavior; Reagent/catalyst; Solvent; Sealed tube; Inert atmosphere;

77%

1-phenyl-2-methoxy-2-propen-1-one (54123-71-6) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With hydrogenchloride In acetone for 2.5h; Heating;	75%

tributyl(1-ethoxyvinyl)stannane (97674-02-7) + benzoyl chloride (98-88-4) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride In benzene at 100℃; for 20h;	75%

2-hydroxypropiophenone (5650-40-8) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione at 80℃; for 4h;	75%
With air; magnetic magnetite nanoparticles In ethanol at 80℃; for 9h; Sealed tube; Green chemistry;	60%
With oxygen In acetonitrile at 100℃; under 750.075 Torr; for 10h; Catalytic behavior; Autoclave; Green chemistry; Irradiation;	49%
With (Z/E)-2-bromo-2-[4-oxothiazolidin-2-ylidene]-N-phenylacetamide; dimethyl sulfoxide for 2h; Reflux;	38%
With oxygen In water; toluene at 80℃; for 12h;	25 %Chromat.

2,5-Dihydro-2,4-dimethyl-5-hydroxy-5-phenyloxazole → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With 2,6-dimethylpyridine; methanesulfonyl chloride In dichloromethane at 0℃; for 0.25h;	71%

1-benzoylethylidenetriphenylphosphorane (1450-07-3) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With triphenyl phosphite; ozone In dichloromethane at -78℃; for 1.83333h;	70%
With potassium permanganate; magnesium sulfate In toluene at 50 - 60℃; for 40h;	42%

1-propenylbenzene (873-66-5) → 1-phenylpropylene oxide (23355-97-7) + 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
With dihydrogen peroxide; 1,5-dicyclohexyl imidazole; 2,2′-((1E,1′E)-(1,2-phenylenebis(azanylylidene))bis(methanylylidene))diphenolmanganese(II) In dichloromethane; N,N-dimethyl-formamide at 0℃; for 1.25h;	A 70% B 3%

bromobenzene (108-86-1) + tert-butylisonitrile (119072-55-8, 7188-38-7) + trimethylaluminum (75-24-1) → 1-Phenylpropane-1,2-dione (579-07-7)

Conditions	Yield
Stage #1: bromobenzene; tert-butylisonitrile; trimethylaluminum With 1,3-bis-(diphenylphosphino)propane; palladium dichloride In toluene at 20℃; for 0.25h; Sealed tube; Inert atmosphere; Stage #2: With potassium tert-butylate In toluene at 20 - 100℃; for 16h; Sealed tube; Inert atmosphere; Stage #3: With hydrogenchloride; water In toluene at 20℃; for 1h; Sealed tube; Inert atmosphere;	69%

1-Phenylpropane-1,2-dione (579-07-7) → 3-bromo-1-phenylpropane-1,2-dione (29634-62-6)

Conditions	Yield
With 1-bromo-3-phenyl-2-propanone; bromine In chloroform for 12h; Heating / reflux;	100%
With bromine In chloroform	100%
With bromine In 1,2-dichloro-ethane at 20℃; for 1.5h;	25%

6-(1-methylhydrazino)uracil (68558-26-9) + 1-Phenylpropane-1,2-dione (579-07-7) → 1,3-dimethyl-4-phenyl-4-deazatoxoflavin (83996-25-2)

Conditions	Yield
In N,N-dimethyl-formamide Heating;	100%
In N,N-dimethyl-formamide at 90 - 160℃;	100%

1,2-diamino-benzene (95-54-5) + 1-Phenylpropane-1,2-dione (579-07-7) → 2-methyl-3-phenylquinoxaline (10130-23-1)

Conditions	Yield
With amberlyst-15 In water at 70℃; for 0.166667h;	99%
With iodine In ethanol; water at 50℃; for 0.0166667h; Microwave irradiation;	98%
In chloroform for 4h; Heating / reflux;	98%

aniline (62-53-3) + 1-Phenylpropane-1,2-dione (579-07-7) → C15H15NO + (S)-1-phenyl-2-(phenylamino)propan-1-one

Conditions	Yield
With 2-(naphthalen-2-yl)-2,3-dihydrobenzo[d]thiazole; (R)-3,3'-bis(2,4,6-triisopropylphenyl)binol phosphoric acid In toluene at 30℃; Molecular sieve; Schlenk technique; Inert atmosphere; regioselective reaction;	A 99% B n/a

1-Phenylpropane-1,2-dione (579-07-7) → (S)-phenylacetylcarbinol (53439-91-1)

Conditions	Yield
With Arthrobacter sp. TS-15 recombinant pseudoephedrine dehydrogenase; NADH In aq. phosphate buffer at 25℃; pH=7.5; Kinetics; Green chemistry; Enzymatic reaction; enantioselective reaction;	99%

1-Phenylpropane-1,2-dione (579-07-7) → (R)-1-hydroxy-1-phenyl-2-propanone (1798-60-3)

Conditions	Yield
With Arthrobacter sp. TS-15 recombinant ephedrine dehydrogenase; NADH In aq. phosphate buffer at 25℃; pH=7.5; Kinetics; Green chemistry; Enzymatic reaction; enantioselective reaction;	99%
With cyclohexanone monooxygenase mutant L143F from Acinetobacter sp. NCIMB 9871 in Escherichia coli whole-cell culture medium In acetonitrile at 20℃; Catalytic behavior; Inert atmosphere; Microbiological reaction; Enzymatic reaction; enantioselective reaction;	55%

acetic anhydride (108-24-7) + bis(iodozinc)methane (31729-70-1) + 1-Phenylpropane-1,2-dione (579-07-7) → cis-1,2-diacetoxy-1-methyl-2-phenylcyclopropane

Conditions	Yield
Stage #1: bis(iodozinc)methane; 1-Phenylpropane-1,2-dione In tetrahydrofuran at 25℃; for 0.5h; Stage #2: acetic anhydride In tetrahydrofuran at 25℃; for 0.5h;	98%

Trimethylenediamine (109-76-2) + 1-Phenylpropane-1,2-dione (579-07-7) → (2-methyl-hexahydro-pyrimidin-2-yl)-phenyl-methanone

Conditions	Yield
In diethyl ether for 3h; Heating;	98%

diiodomethane (75-11-6) + acetic anhydride (108-24-7) + 1-Phenylpropane-1,2-dione (579-07-7) → cis-1,2-diacetoxy-1-methyl-2-phenylcyclopropane

Conditions	Yield
Stage #1: diiodomethane With lead(II) chloride; zinc In tetrahydrofuran at 0℃; Inert atmosphere; Sonication; Stage #2: 1-Phenylpropane-1,2-dione In tetrahydrofuran at 25℃; for 0.5h; Stage #3: acetic anhydride In tetrahydrofuran for 0.5h; diastereoselective reaction;	98%

1-Phenylpropane-1,2-dione (579-07-7) → (RS)-1-hydroxy-1-phenylpropan-2-one (90-63-1)

Conditions	Yield
With zinc; 1,1'-dipropyl-4,4'-bipyridinium dichloride In water; acetonitrile for 24h; Ambient temperature;	97%
With Thiamine hydrochloride; triethylamine In PEG400 at 20℃; for 3h;	78%
With acetic acid; zinc for 12h; Ambient temperature;	65%

chloro-trimethyl-silane (75-77-4) + bis(iodozinc)methane (31729-70-1) + 1-Phenylpropane-1,2-dione (579-07-7) → cis-1,2-bis(trimethylsiloxy)-1-methyl-2-phenylcyclopropane

Conditions	Yield
Stage #1: bis(iodozinc)methane; 1-Phenylpropane-1,2-dione In tetrahydrofuran at 25℃; for 0.5h; Stage #2: chloro-trimethyl-silane In tetrahydrofuran at 25℃; for 0.5h;	97%

2,3-Diaminonaphthalene (771-97-1) + 1-Phenylpropane-1,2-dione (579-07-7) → 2-methyl-3-phenylbenzo[g]quinoxaline

Conditions	Yield
With amberlyst-15 In water at 70℃; for 0.233333h;	97%
iodine In acetonitrile at 25℃; for 0.166667h;	93%
indium (III) chloride In water at 20℃;	88%

chloro-trimethyl-silane (75-77-4) + diiodomethane (75-11-6) + 1-Phenylpropane-1,2-dione (579-07-7) → cis-1,2-bis(trimethylsiloxy)-1-methyl-2-phenylcyclopropane

Conditions	Yield
Stage #1: diiodomethane With lead(II) chloride; zinc In tetrahydrofuran at 0℃; Inert atmosphere; Sonication; Stage #2: 1-Phenylpropane-1,2-dione In tetrahydrofuran at 25℃; for 0.5h; Stage #3: chloro-trimethyl-silane In tetrahydrofuran for 0.5h; diastereoselective reaction;	97%

4-Chloro-1,2-phenylenediamine (95-83-0) + 1-Phenylpropane-1,2-dione (579-07-7) → 6-chloro-3-methyl-2-phenylbenzopyrazine

Conditions	Yield
With indium In water at 60℃; under 1241.19 - 2585.81 Torr; for 0.05h; Temperature; Microwave irradiation; Green chemistry; chemoselective reaction;	96%
With niobium pentachloride In acetonitrile at 20℃; for 0.333333h;	82%
With saccharin In methanol at 20℃;

2-(3,4,5-trimethoxyphenyl)-2-oxoacetaldehyde (150114-69-5) + 1-Phenylpropane-1,2-dione (579-07-7) → C20H20N2O4 (1429621-99-7)

Conditions	Yield
With ammonium acetate In ethanol; water at 20℃;	95.4%

ethylenediamine (107-15-3) + 1-Phenylpropane-1,2-dione (579-07-7) → 2,3-dihydro-5-methyl-6-phenylpyrazine (20542-79-4)

Conditions	Yield
In water at 20℃; for 0.5h; Green chemistry;	95%
In dichloromethane for 2h; Reflux; Inert atmosphere; Schlenk technique; Glovebox;	95%
	80%

N,N-dimethylthiourea (534-13-4) + 1-Phenylpropane-1,2-dione (579-07-7) → 4,5-dihydroxy-1,3,4-trimethyl-5-phenyltetrahydroimidazole-2-thione (139386-68-8, 139386-69-9)

Conditions	Yield
With trifluoroacetic acid In tetrahydrofuran; water for 48h; Ambient temperature;	95%

1-Phenylpropane-1,2-dione (579-07-7) → (S)-2-hydroxypropiophenone (5650-40-8, 65646-06-2, 91840-95-8, 65646-07-3)

Conditions	Yield
With D-glucose; Bacillus megaterium glucose dehydrogenase; Pichia glucozyma CBS 5766 recombinant NADPH-dependent benzil reductase; NADPH In dimethyl sulfoxide at 30℃; pH=8; Enzymatic reaction; enantioselective reaction;	95%
With glucose-6-phosphate dehydrogenase; 1,4-dihydronicotinamide adenine dinucleotide; α-D-glucose 6-phosphate; diacetyl reductase; TEA-HCl buffer for 24h;	92%
pH=5, bioreduction by baker's yeast;	80%

1-Phenylpropane-1,2-dione (579-07-7) → 1-phenyl-1,2-propandiol (1855-09-0)

Conditions	Yield
With sodium tetrahydroborate In ethanol at 0℃; for 1h; Inert atmosphere;	95%
With hydrogen; cinchonidine; acetic acid In water at 20℃; under 5171.62 Torr; Autoclave;
With rabbit 3-hydroxyhexobarbital dehydrogenase (AKR1C29); NADPH In aq. phosphate buffer; ethyl acetate at 37℃; for 0.5h; pH=7.4; Catalytic behavior; Kinetics; Enzymatic reaction;
With sodium tetrahydroborate In tetrahydrofuran; water at 20℃;

ethyl 2-cyanoacetate (105-56-6) + 1-Phenylpropane-1,2-dione (579-07-7) → ethyl 2-amino-4-benzoylthiophene-3-carboxylate (1391029-93-8)

Conditions	Yield
With sulfur; triethylamine In N,N-dimethyl-formamide at 20℃; for 12h;	95%

3,3',4,4'-tetraaminobiphenyl (91-95-2) + 1-Phenylpropane-1,2-dione (579-07-7) → 2,3'-dimethyl-2',3-diphenyl-6,6'-dibenzopyrazine

Conditions	Yield
With indium In water at 60℃; under 1241.19 - 2585.81 Torr; for 0.0166667h; Temperature; Microwave irradiation; Green chemistry; chemoselective reaction;	94%

benzaldehyde (100-52-7) + 1-Phenylpropane-1,2-dione (579-07-7) → syn-3,4-dihydroxy-3,4-diphenylbutan-2-one (122171-90-8)

Conditions	Yield
With titanium(III) chloride In acetone at 0℃; for 1h;	93%

ethylenediamine (107-15-3) + 1-Phenylpropane-1,2-dione (579-07-7) → 2-methyl-3-phenyl pyrazine (29444-53-9)

Conditions	Yield
With γ-maghemite-silica nanocomposite In neat (no solvent) at 55℃; for 6h; Green chemistry;	93%
In neat (no solvent) at 20℃; for 6.5h; Green chemistry;	75%
With silica gel In water at 20℃; for 6.5h; Green chemistry;	75%

4,5-dimethyl-1,2-phenylenediamine (3171-45-7) + 1-Phenylpropane-1,2-dione (579-07-7) → 2,6,7-trimethyl-3-phenylquinoxaline (70071-08-8)

Conditions	Yield
With zirconium tetrakis(dodecyl sulfate) In water at 20℃; for 0.333333h;	93%
With acetic acid In ethanol for 24h; Reflux; Inert atmosphere;	86%
In ethanol Heating;	62%
With saccharin In methanol at 20℃;

oxybis(diphenylborane) (4426-21-5) + benzamidine monohydrochloride (1670-14-0) + 1-Phenylpropane-1,2-dione (579-07-7) → 5-methyl-1,3,3,7-tetraphenyl-2,4-dioxa-8-aza-6-azonia-3-boratabicyclo{3.3.3}oct-6-ene (115438-40-9)

Conditions	Yield
With sodium hydroxide In ethanol room temp.; crystn. from reaction mixt., washing (ethanol, ether), or evapn., extraction (hot ethanol), crystn. on cooling; elem. anal.;	93%

Upstream product

• 17019-26-0 (E)-2-(hydroxyimino)-1-phenylpropan-1-one 
• 1855-09-0 1-phenyl-1,2-propandiol 
• 93-55-0 1-phenyl-propan-1-one 
• 3623-15-2 phenyl propargyl ketone 
• 103-79-7 1-phenyl-acetone 
• 2327-99-3 1-phenylpropadiene 
• 40421-51-0 (1R,2R)-1-phenylpropane-1,2-diol 
• 101530-96-5 1-Phenyl-2,2-dipropoxy-propan-1-one 
• 35947-99-0 2-azido-1-phenyl-1-propanone 
• 75-07-0 acetaldehyde 
• 76068-72-9 (α-Acetyl-benzyliden)-triphenylphosphoran 
• 673-32-5 1-Phenylprop-1-yne 
• 2684-02-8 benzenediazonium 
• 83909-75-5 2-methyl-3-phenyl-1,3-propane diol 

Downstream Products

• 37025-57-3 N-ethylnorephedrine 
• 91247-26-6 2-(2-hydroxy-ethylamino)-1-phenyl-propan-1-one 
• 54804-28-3 S 37260 
• 1008-28-2 5-methyl-4-phenyl-oxazole 
• 106510-64-9 6-methyl-5-phenyl-2H-[1,2,4]triazine-3-thione 
• 60812-81-9 1-phenyl-propane-1,2-dione-bis thiosemicarbazone 
• 27913-50-4 1-phenyl-propane-1,2-dione-2-thiosemicarbazone 
• 5650-44-2 methcathinone 
• 90-82-4 rac-pseudoephedrine 
• 90-81-3 ephedrine 
• 29634-62-6 3-bromo-1-phenylpropane-1,2-dione 
• 40421-52-1 (1RS,2SR)-1-phenylpropane-1,2-diol 
• 90-63-1 (RS)-1-hydroxy-1-phenylpropan-2-one 
• 6401-17-8 1-(3-nitro-phenyl)-propane-1,2-dione 

Relevant articles and documents

One-pot cascade synthesis of α-diketones from aldehydes and ketones in water by using a bifunctional iron nanocomposite catalyst

A new methodology for the synthesis of α-diketones was reportedviaa one-pot cascade process from aldehydes and ketones catalyzed by a bifunctional iron nanocomposite using H2O2as a green oxidant in water. The one-pot strategy showed excellent catalytic stability, comprehensive suitability of substrates and important practical utility for directly synthesizing biologically active and medicinally valuable N-heterocyclesviaan intermittent process.

Copper(I)-catalyzed aerobic oxidation of α-diazoesters

A practical Cu-catalyzed oxidation of α-diazoesters to α-ketoesters using molecular oxygen as an oxidant has been developed. Both electron-poor and electron-rich aryl α-diazoesters are suitable substrates and provide the α-ketoesters in good yields. In this oxidative system, α-diazo-β-ketoesters are also compatible as substrates but unexpectedly furnish α-ketoesters via C-C bond cleavage, rather than the vicinal tricarbonyl products.

Palladium-Catalyzed Synthesis of 1,2-Diketones from Aryl Halides and Organoaluminum Reagents Using tert-Butyl Isocyanide as the CO Source

In this work, an interesting and practical procedure for the synthesis of 1,2-diketones from aryl halides and organoaluminum reagents has been developed. Employing tert-butyl isocyanide as the CO source and palladium as the catalyst, the desired 1,2-diketones were isolated in good to excellent yields with good functional group tolerance. Concerning the reaction partners, besides aryl halides, both alkyl- A nd arylaluminum reagents were all suitable substrates here.