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Acetylacetone
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123-54-6 Usage

Preparation

1. ethyl acetate and acetone are condensed in the presence of a metallic sodium reaction; after the recovery of ethyl acetate, and the residue was neutralized with acetic acid, further add a solution of copper acetate which will form the green chelate precipitate of cooper acetylacetonate due to the chelation effect of acetylacetone; take out this precipitate and suspended it in diethyl ether, add diluted sulfuric acid for oscillation, after recycling the ether, the residue was separated by distillation to obtain crude acetylacetone, acetylacetone crude was subject to benzene (or ethanol) extraction refining to obtain the refined product. 2. acetyl chloride and acetone can react in an inert solvent in the presence of aluminum chloride to obtain acetylacetone. 3. ketene and acetone can be taken as raw materials and have reaction at 60~70 °C in the presence of sulfuric acid to obtain propylene acetic acid first, after purification, vaporize it at a high temperature (560~570 °C) to obtain acetylacetone after molecular rearrangement. During this process, the following balance may occur: to get more acetyl acetone, we should minimize the generation of enol as good as possible with a not very high temperature. After obtaining crude acetyl acetone, then vacuum distill for refining. 4. acetone was heated at 700 °C which can directly generate vinyl ketone; acetone is first converted to propylene alcohol; ketones ethylene reacts with propylene alcohol to obtain isopropenyl acetate which can be converted into acetyl acetone at 480~520 °C, then it is further subject to refining and rectification to obtain the fined product. The biggest advantage of this process is that it only needs one raw material-----acetone. Per 1 t product needs 2.55t of raw materials. The above information is edited by the chemicalbook of Dai Xiongfeng.

Extinguishing agent

Dry, dry sand, carbon dioxide, foam, 1211 fire extinguishing agent

Toxicity grading

Poisoning

Health Hazard

Inhalation causes dizziness, headache, nausea, vomiting and loss of consciousness. Contact with liquid irritates eyes.

storage

Acetylacetone should be stored away from heat, sparks, flame, and from sources of ignition. It should be stored in a tightly sealed container, in a cool, dry, well-ventilated area, away from incompatible substances.

Acetone derivatives

Acetylacetone is a derivative of acetone; chemical formula: CH3COCH2COCH3; It is colorless to pale yellow transparent liquid. It is usually the mixture is enol form and keto form which are the tautomers of each other; these two forms are in dynamic equilibrium; enol isomer forms hydrogen bonds inside the molecule; in the mixture, the keto form accounts for about 18% and enol type accounted for 82%. Cool the petroleum ether of their mixture to-78 °C so the enol will be precipitated as a solid and the two forms will be separated with each other. Upon the enol form being returned back to room temperature, the above equilibrium will be restored. Acetylacetonate have a pleasant odor. It is flammable, and has a relative molecular mass of 100.13. Its relative density is 0.9721 (25 °C). Its melting point is-23.5 °C and boiling point is 140.5 °C or 139 °C (99.458 × 103Pa). Its flash point is 41 °C. The refractive index is 1.4494. It has a vapor pressure of 0.800 × 103Pa (20 °C). (At 20 °C 16.9,80 °C at 34) and is soluble in water, ethanol, benzene, chloroform, ether, acetone, ethyl acetate and acetic acid. It is susceptible to hydrolysis to generate acetic acid and acetone. The molecular structure of the acetylacetone is a saturated diketone structure in which two hydroxyl groups are connected by a methylene group; this form is usually referred to as β-diketone. Acetylacetone is also one of the simplest saturated β-diketones and is a derivative of acetone. It has an active chemical property and can react with ferric chloride aqueous solution to exhibit a dark red color. This product can almost react with the hydroxides, carbonates or acetates of all metals to form a complex with a general formula being (C5H7O2) ? M, wherein M corresponds to the metal element and n is the metal compounds. Most of such compounds are stable, and many of them are soluble in many organic solvents. This product can have reaction with chlorine in the presence of light of with only two ends of methyl hydrogen being replaced by chlorine. When this product is reacted with sodium, it can release hydrogen and generates sodium acetylacetonate. Acetylacetonate have a narcotic effect and can stimulate the skin and mucous membranes; at high concentrations (100 × 10-6 or more), it is easy to produce some symptoms of poisoning such as nausea, headache, and dizziness. Rat oral LD50: 970mg/kg.

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.

Incompatibilities

Vapors may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. reducing agents; halogens, aliphatic amines; alkanolamines, organic acids; isocyanates. Strong light may cause polymerization.

Precautions

Occupational workers should only use/handle acetyl acetone in a well-ventilated area, with spark-proof tools and explosion-proof equipment. Workers should not cut, weld, braze, solder, drill, grind, pressurize, or expose empty containers to heat, sparks, or flames.

Air & Water Reactions

Flammable. Soluble in water.

Chemical Properties

This product is colorless or slightly yellow transparent liquid with an unpleasant odor, m.p.-23 °C, bp140.4 °C, n20D:1.4520, the relative density is 0.975, miscible with alcohol, ether, chloroform, acetone, acetic acid and some other organic solvents; it is also soluble in water; this product is flammable and corrosive.

Safety Profile

Poison by ingestion and intraperitoneal routes. Moderately toxic by inhalation. A skin and severe eye irritant. Experimental reproductive effects. Mutation data reported. Flammable liquid when exposed to heat or flame. Incompatible with oxidning materials. To fight fire, use alcohol foam, CO2, dry chemical.

Fire Hazard

Behavior in Fire: Vapor is heavier than air and may travel to a source of ignition and flash back.

Reactivity Profile

Ketones, such as 2,4-Pentanedione, are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4. May dissolve plastics [USCG, 1999].

Chemical Properties

clear liquid

Flammability and hazard characteristics

Easily flammable in case of fire, heat, and oxidants with burning producing irritating smoke irritation

Intermediates of organic synthesis

Acetylacetone is an important intermediate for organic synthesis which is widely used in pharmaceutical, perfume, pesticides and other industries. Acetylacetone is an important raw material in the pharmaceutical industry, such as for the synthesis of 4,6-dimethyl-pyrimidine derivatives. It can also be used as the solvents for cellulose acetate, the drying agent for paints and varnishes, etc., and are also important analytical reagents. Due to the presence of enol, acetylacetone can form chelate with a variety of metals such as cobalt (II), Co (III), beryllium, aluminum, and chromium, iron (II), copper, nickel, palladium, zinc, indium, tin, zirconium, magnesium, manganese, scandium and thorium; it can also be used as fuel additives and lubricant additives. Taking advantage of its chelation reaction with many kinds of metals, it can be used as a kind of metal cleaning agent for micropore; It can also used as a catalyst, a resin cross-linking agent, the resin curing accelerator; resins, rubber additives; for the hydroxylation reaction, hydrogenation reaction, isomerized reaction, and the synthesis of low molecular weight unsaturated ketone as well as polymerization and copolymerization of low-carbon olefins; it can also be used as an organic solvent for dissolving cellulose acetate, ink, and paint; it can also used as paint drying agent; it can also be used as the raw materials for preparation of insecticide, fungicide materials, and animals laxatives as well as feed additives; it can also be used as infrared reflective glass, a transparent conductive film (indium salt), a superconducting thin film (indium salt) forming agent; acetylacetone metal complexes has special colors (green copper salts, iron red, purple chromium salt) and is insoluble in water; it can also be used as pharmaceutical raw materials and raw materials for organic synthesis.The above information is edited by the chemicalbook of Dai Xiongfeng.

Uses

Chemical intermediate, metal chelator, and lubricant additive

Description

Acetylacetone (2,4-pentanedione) is a clear or slightly yellowish liquid with a putrid odour. It is readily soluble in water and in organic solvents and incompatible with light, ignition sources, excess heat, oxidising agents, strong reducing agents, and strong bases. On decomposition, acetylacetone releases hazardous products such as carbon monoxide, irritating and toxic fumes and gases, and carbon dioxide. Acetylacetone is used in the production of anti-corrosion agents and its peroxide compounds for the radical initiator application for polymerisation. It is used as a chemical intermediate for drugs (such as sulphamethazine, nicarbazine, vitamin B6, and vitamin K) and pesticides sulfonylurea herbicides and pesticides. It is used as an indicator for the complexometric titration of Fe (III), for the modification of guanidino groups and amino groups in proteins, and for the preparation of metal acetylacetonates for catalyst application.

Storage Characteristics

Treasury: ventilation, low-temperature and dry; store separately from oxidants

Acute toxicity

Oral-rat LD50: 55 mg/kg; Oral-Mouse LD50: 951 mg/kg

Shipping

UN2310 Pentane-2,4-dione, Hazard Class: 3; Labels: 3-Flammable liquid

Purification Methods

Small amounts of acetic acid are removed by shaking with small portions of 2M NaOH until the aqueous phase remains faintly alkaline. The sample, after washing with water, is dried with anhydrous Na2SO4, and distilled through a modified Vigreux column (p 11) Cartledge J Am Chem Soc 73 4416 1951]. An additional purification step is fractional crystallisation from the liquid. Alternatively, there is less loss of acetylacetone if it is dissolved in four volumes of *benzene and the solution is shaken three times with an equal volume of distilled water (to extract acetic acid): the *benzene is then removed by distillation at 43-53o and 20-30mm through a helices-packed column. It is then refluxed over P2O5 (10g/L) and fractionally distilled under reduced pressure. The distillate (sp conductivity 4 x 10-8 ohm-1cm-1) is suitable for polarography [Fujinaga & Lee Talanta 24 395 1977]. To recover used acetylacetone, metal ions are stripped from the solution at pH 1 (using 100mL 0.1M H2SO4/L of acetylacetone). The acetylacetone is then washed with (1:10) ammonia solution (100mL/L) and with distilled water (100mL/L, twice), then treated as above. It complexes with Al, Be, Ca, Cd, Ce , Cu, Fe2+, Fe3+ , Mn, Mg, Ni, Pb and Zn. [Beilstein 1 H 777, 1 I 401, 1 II 831, 1 III 3113, 1 IV 3662.]

Health Hazard

Exposure to the vapors of acetyl acetone cancause irritation of the eyes, mucous membrane, and skin. In rabbits 4.76 mg producedsevere eye irritation; the effect on skin wasmild. Other than these, the health hazardsfrom this compound have not been reported.However, based on its structure and the factthat it has two reactive carbonyl groups inthe molecule, this compound should exhibitlow to moderate toxicity at high concentrations, which should be greater than that ofthe C5-monoketones.LD50 value, intraperitoneal (mice): 750mg/kgLD50 value, oral (rats): 1000 mg/kgThere is no report on its carcinogenicity inanimals or humans.

Chemical Properties

Acetylacetone (2,4-pentanedione) is a clear or slightly yellowish liquid with a putrid odor. It is readily soluble in water. It is with other incompatible materials, light, ignition sources, excess heat, oxidizing agents, strong reducing agents, and strong bases. On decomposition, acetylacetone releases hazardous products, such as carbon monoxide, irritating and toxic fumes and gases, and carbon dioxide. Acetylacetone is used in the production of anticorrosion agents and its peroxide compounds for the radical initiator application for polymerization. It is used as a chemical intermediate for drugs (such as sulfamethazine, nicarbazine, vitamin B6, and vitamin K), sulfonylurea herbicides, and pesticides. It is used as a solvent for cellulose acetate, as an additive in gasoline and lubricant, as a dryer of paint and varnish. It is used as an indicator for the complexometric titration of Fe(III), for the modifi cation of guanidino groups and amino groups in proteins, and in the preparation of metal acetylacetonates for catalyst application.

Uses

Acetyl acetone is used as a reagent fororganic synthesis and as a transition metalchelating agent. Its organometallic complexes are used as additives for gasoline andlubricants, and in varnishes, color, ink, andfungicides.

Potential Exposure

Acetoacetic acid derivative. 2,4-Pentanedione is used in gasoline and lubricant additives, fungicides, insecticides, and colors manufacture; as a chemical intermediate and in the manufacture of metal chelates

Uses

Forms organometallic complexes which are used as gasoline additives, lubricant additives, driers for varnishes and printer's inks, fungicides, insecticides, colors.

General Description

A colorless or yellow colored liquid. Less dense than water. Flash point 105°F. Vapors are heavier than air. Used as a solvent in paints and varnishes.

Uses

1. Pentanedione, also known as acetyl acetone, is the intermediates of fungicides such as methyl mepanipyrim, mepanipyrim and herbicide pyrazosulfuron-methyl. 2. It can be used as the raw material of pharmaceutical and organic intermediates, as well as solvent. 3. It can be used as a analysis reagent and the aluminum extraction agent from tungsten, molybdenum. 4. Acetylacetone is a kind of intermediate of organic synthesis which produces amino-4,6-dimethyl-pyrimidine with guanidine; it is an important pharmaceutical raw materials. It can be used as the solvent for cellulose acetate, as gasoline and lubricant additives, as desiccants of paints and varnishes, and as fungicides as well as insecticides. Acetylacetone can also serve as a catalyst for cracking petroleum, hydrogenation and hydroformylation reactions as well as being the oxidation promoting agent of oxygen. It can be used to remove the metal oxides in porous solid and used for processing polypropylene. In the United States and Europe, it is used for the antidiarrheal medicine and livestock feed additives in more than 50% of cases. 5. In addition to having the typical properties of alcohols and ketones, it can also exhibit dark red color together with iron dichloride, and form chelate with many kinds of salts. It is produced from the condensation reaction between acetic anhydride or acetyl chloride and acetone, or from the reaction between acetone and diketene. It can be used as metal extraction agent for separation of three or tetravalent ions; it can also be used as paints and inks desiccant, pesticides, fungicides, and the solvent of polymer; moreover, it can also used as reagents for determination of thallium, iron, fluorine and be used as the intermediates for organic synthesis. 6. It can be as a transition metal chelator. It can be used for measuring the content of iron and fluorine with colorimetric determination, or used for measuring thallium in the presence of carbon disulfide. 7. It is the indicator for Fe (III) complex titration; it can be used for modifying the guanidine groups and amino-groups inside a protein.

Chemical Properties

2,4-Pentanedione is a colorless to yellowish liquid with a sour, rancid odor. The Odor Threshold is 0.01 ppm.

Production methods

It can be produced by adopting different processing routes: reaction between acetone and diketene reaction or condensation between acetic anhydride and acetone or acetone-acetate ethyl condensation. Acetone and diketene reaction is actually using acetone as raw materials, undergoing vinyl ketone, isopropenyl acetate, and then converting into acetylacetone; process is as below: introduce the pre-gasified acetone containing 1/1000 of carbon disulfide into the cracking furnace of 780-800°C, making it generate ketene (or using gasified acetic acid for cracking into ketone in furnace of 700 °C at the presence of triethyl phosphate as the catalyst and ammonia as the stabilizer), ketene is further absorbed by acetone and in the presence of sulfuric acid or acetyl sulfonyl, have it react at 61-71 °C with acetic acid to obtain isopropenyl acetate; after the fractionation for purification, the purity of isopropyl acetate propylene is over 93-95%. Then gasify the isopropenyl acetate, introduce it into the reformer preheated to 560-570 °C to obtain acetyl acetone through molecular rearrangement, condense, and fractionate for purifying the products. Every ton of product consumes about 2700kg of acetone. The condensation process of acetone and ethyl is carried out in the presence of sodium metal. Operation Example 1: add 120ml of refined ethyl acetate and 32 ml of ammonia into a cooling beaker. After the completion of addition of sodium amide, keep shaking the ice-water kept for 24h, have the mixture stand overnight at room temperature. In the following day, add 100g of ice, then join the same quantity of ice-water, for which the aqueous layer was made acidic by adding diluted sulfuric acid. Add saturated solution of copper acetate (produced by dissolving 40g of powdered copper acetate in a certain amount of hot water) to the above solution, so that copper acetylacetone is precipitated in the form of copper salts. If the reaction solution is alkaline, adding a small amount of acetic acid. After 2-3h, filtrate the gray acetylacetone and wash twice with water, directly transfer it into a separating funnel, add ether for constantly shaking while adding 50ml of 4N sulfuric acid to break down it. Take the ether solution for extraction of the acetylacetone within ether acid layer, combined the ether solution in two times, and dry with calcium chloride. The ether was evaporated off with the residue being continued for distillation, collecting the fraction within 125-140 °C and have it subject to refined distillation at 135-140 °C with the yield of 15-20 g and boiling point of 139 °C. Operation Example 2: to a 1500ml round-bottomed beaker, add 25g of sodium metal and 20 ml of diethyl ether, and further add 225 ml of cooled ethyl acetate with coolant. Add 73 mL of acetone upon cooling and stirring constantly, stand at room temperature for 4h, add 400ml of water, the water from the upper ethyl acetate, and the aqueous layer was neutralized with acetic acid, separate the acetylacetone at the upper layer of water layer while the water layer was neutralized by acetate solution, then add cooper acetate solution (dissolve 125 g copper acetate in 1500 mL of water) which will generates green acetylacetone chelate. After standing for 2-3h and the completion of precipitation filtrate it; suspend the precipitate in ether, oscillate with 50 mL of 40% diluted sulfuric acid; dry the ether layer with calcium chloride and evaporate out the diethyl ether; distill the oil-like residue, collecting the fraction in 124-140 °C, distillation again and collect the 139-140 °C fraction. The condensation reaction of acetic anhydride and acetone is catalyzed by boron trifluoride which has a relatively high yield. The refining method of acetylacetone: dissolve about 20 ml of acetylacetone crude product in 80ml of benzene, and then oscillate with an equal volume of distilled water for 3h. Water-soluble acid is assigned into the aqueous phase while acetylacetonate is easily soluble in benzene. The acetylacetone in benzene phase can be directly applied or subject to distilling off the benzene. Material consumption amount: acetone (industrial, water <0.5%) 2553kg/t, fuming sulfuric acid (H2SO4 count) 12kg/t, acetic anhydride (95%) 19kg/t, carbon disulfide (chemically pure) 6kg/t. The preparation method is using acetone for absorption of the acetyl-keto produced by the cleavage of acetate, in the presence of sulfuric acid or acetyl sulfonyl acetic acid, make it form isopropenyl acetate at 67~71 °C; after isolation and purification, obtain the acetyl acetone at 500~600 °C through molecular rearrangement and finally get the finished product through fractionation and purification.

Synthesis Reference(s)

Journal of the American Chemical Society, 102, p. 2095, 1980 DOI: 10.1021/ja00526a059Organic Syntheses, Coll. Vol. 3, p. 17, 1955

Health Hazard

Exposures to acetyl acetone cause eye irritation, chemical conjunctivitis, corneal damage, and skin irritation (harmful if absorbed through the skin). At low concentrations for long periods, inhalation/dermal absorption of acetyl acetone causes irritation and dermatitis, cyanosis of the extremities, pulmonary edema, and a burning sensation in the chest. Ingestion/accidental ingestion in the workplace can result in gastrointestinal irritation, nausea, vomiting, diarrhea, and CNS depression. Inhalation of high concentrations may cause CNS effects characterized by nausea, headache, dizziness or suffocation, unconsciousness, and coma. The target organ of acetyl acetone poisoning has been identifi ed as the CNS.

Stimulus data

Skin-rabbit 488 mg with mild effect; Eyes-rabbit 20 mg with mild effect;

Definition

ChEBI: A beta-diketone that is pentane in which the hydrogens at positions 2 and 4 are replaced by oxo groups.

Category

Flammable liquids
InChI:InChI=1/C5H8O2/c1-4(6)3-5(2)7/h3,6H,1-2H3/b4-3-

123-54-6 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (P0052)  Acetylacetone  >99.0%(GC) 123-54-6 25mL 140.00CNY Detail
TCI America (P0052)  Acetylacetone  >99.0%(GC) 123-54-6 500mL 345.00CNY Detail
Riedel-de Haën (00900)  Acetylacetone  puriss. p.a., ≥99.5% (GC) 123-54-6 00900-100ML 507.78CNY Detail
Riedel-de Haën (00900)  Acetylacetone  puriss. p.a., ≥99.5% (GC) 123-54-6 00900-500ML 1,030.77CNY Detail
Sigma-Aldrich (05581)  Acetylacetone  analytical standard 123-54-6 05581-1ML-F 255.06CNY Detail
Sigma-Aldrich (05581)  Acetylacetone  analytical standard 123-54-6 05581-5ML-F 993.33CNY Detail

123-54-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name acetylacetone

1.2 Other means of identification

Product number -
Other names Acetylaeetone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. CBI,Paint additives and coating additives not described by other categories,Solvents (which become part of product formulation or mixture)
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:123-54-6 SDS

123-54-6Synthetic route

3-<1-phenyl-2-(3-methyl-4-nitro-5-isoxazolyl)-ethyl>pentane-2,4-dione
79510-57-9

3-<1-phenyl-2-(3-methyl-4-nitro-5-isoxazolyl)-ethyl>pentane-2,4-dione

A

(E)-3-methyl-4-nitro-5-styrylisoxazole
51978-94-0, 53557-94-1

(E)-3-methyl-4-nitro-5-styrylisoxazole

B

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
With ethylenediamine In acetic acid for 0.5h; Heating; other substrates with o- and p-substituted phenyls as Ar;A 100%
B 100%
diethyl 1-methyl-3-oxobut-1-enyl phosphite
70971-86-7

diethyl 1-methyl-3-oxobut-1-enyl phosphite

acetic acid
64-19-7

acetic acid

A

acetyl diethyl phosphite
3266-66-8

acetyl diethyl phosphite

B

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
at 36℃; Product distribution; other vinyl phosphites;A 72%
B 94.5%
A 72%
B 94%
diethyl 1-methyl-3-oxobut-1-enyl phosphite
70971-86-7

diethyl 1-methyl-3-oxobut-1-enyl phosphite

A

acetyl diethyl phosphite
3266-66-8

acetyl diethyl phosphite

B

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
With acetic acidA 72%
B 94%
C8H15NOS2
1313208-33-1

C8H15NOS2

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
With copper(II) choride dihydrate; water In acetonitrile at 75℃; for 2.5h;89%
bis(acetylacetonato)palladium(II)

bis(acetylacetonato)palladium(II)

Diphenylphosphine oxide
4559-70-0

Diphenylphosphine oxide

cis-2,4-pentanedionato-(hydrogendiphenylphosphinito-P)(diphenylphosphinito-P)Pd(II)

cis-2,4-pentanedionato-(hydrogendiphenylphosphinito-P)(diphenylphosphinito-P)Pd(II)

B

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
In diethyl ether under Ar, stirring for 20 h at room temp.; filtration of ppt., washing with Et2O, drying in vac.; elem. anal.;A 88%
B n/a
acetone
67-64-1

acetone

polystyrylmethyl acetate

polystyrylmethyl acetate

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
87%
acetone
67-64-1

acetone

polystyrylmethyl benzoate

polystyrylmethyl benzoate

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
With n-butyllithium; N-tert-butyl-N-(2-polystyrylmethoxy)-ethyl)amine In tetrahydrofuran for 2h; from -78 deg C to RT;87%
Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 0.05h; Microwave irradiation;87%
bis(2,4-pentanedionato)-nickel(II)

bis(2,4-pentanedionato)-nickel(II)

Diphenylphosphine oxide
4559-70-0

Diphenylphosphine oxide

cis-2,4-pentanedionato-(hydrogendiphenylphosphinito-P)(diphenylphosphinito-P)nickel(II)

cis-2,4-pentanedionato-(hydrogendiphenylphosphinito-P)(diphenylphosphinito-P)nickel(II)

B

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
In diethyl ether under Ar, stirring for 20 h at room temp.; filtration of ppt., washing with Et2O, drying in vac., dissolving in hot benzene and pptn. with Et2O; elem. anal.;A 85%
B n/a
diethyl 1-methyl-3-oxo-1-butenylphosphonate
22752-34-7

diethyl 1-methyl-3-oxo-1-butenylphosphonate

hexan-1-ol
111-27-3

hexan-1-ol

A

diethyl hexyl phosphite

diethyl hexyl phosphite

B

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
for 1h;A 84.6%
B n/a
3,4-epoxy-2-pentanone
17257-79-3

3,4-epoxy-2-pentanone

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); 1,2-bis-(diphenylphosphino)ethane In toluene at 140℃; for 11h;81%
diethyl 1-methyl-3-oxo-1-butenylphosphonate
22752-34-7

diethyl 1-methyl-3-oxo-1-butenylphosphonate

phenol
108-95-2

phenol

A

diethyl phenyl phosphite
4894-60-4

diethyl phenyl phosphite

B

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
A 79.4%
B n/a
5-<2-acetyl-3-oxo-1-(3-nitrophenyl)>butylamino-3-phenylisoxazole
98516-50-8

5-<2-acetyl-3-oxo-1-(3-nitrophenyl)>butylamino-3-phenylisoxazole

A

5-(3-nitrobenzylideneamino)-3-phenylisoxazole
37853-11-5

5-(3-nitrobenzylideneamino)-3-phenylisoxazole

B

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
at 180℃; for 1h; under reduced pressure;A 40.2%
B 78.7%
1,1,1-trichloroethanol
115-20-8

1,1,1-trichloroethanol

diethyl 1-methyl-3-oxo-1-butenylphosphonate
22752-34-7

diethyl 1-methyl-3-oxo-1-butenylphosphonate

A

diethyl β,β,β-trichloroethyl phosphite
82564-87-2

diethyl β,β,β-trichloroethyl phosphite

B

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
A 75.5%
B n/a
(2R,3S)-2-(3-acetoxy-1-benzyl-5-oxo-pyrrolidin-2-yl)-3-oxo-butyric acid methyl ester
174874-85-2

(2R,3S)-2-(3-acetoxy-1-benzyl-5-oxo-pyrrolidin-2-yl)-3-oxo-butyric acid methyl ester

A

acetylacetone
123-54-6

acetylacetone

B

acetic acid (2R,3S)-1-benzyl-5-oxo-2-(2-oxo-propyl)-pyrrolidin-3-yl ester

acetic acid (2R,3S)-1-benzyl-5-oxo-2-(2-oxo-propyl)-pyrrolidin-3-yl ester

Conditions
ConditionsYield
With sodium chloride In water; dimethyl sulfoxide at 100℃; for 5h;A 75%
B 9%
diethyl 1-methyl-3-oxo-1-butenylphosphonate
22752-34-7

diethyl 1-methyl-3-oxo-1-butenylphosphonate

acetic acid
64-19-7

acetic acid

A

acetylacetone
123-54-6

acetylacetone

B

diethyl acetylphosphonate
919-19-7

diethyl acetylphosphonate

Conditions
ConditionsYield
for 1h; Ambient temperature;A n/a
B 72%
pentane-2,4-dione dioxime
2157-56-4

pentane-2,4-dione dioxime

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
With sodium bismuthate; water; silica gel for 0.0166667h;72%
acetylacetone disemicarbazone

acetylacetone disemicarbazone

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
With water; antimony(III) chloride for 0.00305556h; Substitution; microwave irradiation;72%
diethyl 1-methyl-3-oxobut-1-enyl phosphite
70971-86-7

diethyl 1-methyl-3-oxobut-1-enyl phosphite

phenylmethanethiol
100-53-8

phenylmethanethiol

A

S-benzyl O,O-diethyl phosphorothioite
114105-41-8

S-benzyl O,O-diethyl phosphorothioite

B

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
for 96h;A 66%
B n/a
1-butanethiol
109-79-5

1-butanethiol

diethyl 1-methyl-3-oxobut-1-enyl phosphite
70971-86-7

diethyl 1-methyl-3-oxobut-1-enyl phosphite

A

S-Butyl O,O-diethyl phosphorothioite
114082-04-1

S-Butyl O,O-diethyl phosphorothioite

B

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
for 96h;A 64%
B n/a
platinum(II) bis(acetylacetonate)

platinum(II) bis(acetylacetonate)

Diphenylphosphine oxide
4559-70-0

Diphenylphosphine oxide

(Pt(((C6H5)2PO)2H)2)

(Pt(((C6H5)2PO)2H)2)

B

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
In toluene under Ar, reflux for 8 h; hot filtration, evapn. in vac., addn. of Et2O, filtration of ppt., drying in vac.;A 60%
B n/a
manganese(III) acetylacetonate
14284-89-0

manganese(III) acetylacetonate

A

Mn(3+)*2CH3COCHCOCH3(1-)*2(CH3)2SO*ClO4(1-)=(Mn(CH3COCHCOCH3)2((CH3)2SO)2)ClO4

Mn(3+)*2CH3COCHCOCH3(1-)*2(CH3)2SO*ClO4(1-)=(Mn(CH3COCHCOCH3)2((CH3)2SO)2)ClO4

B

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
With dimethyl sulfoxide In dimethyl sulfoxide Kinetics; dissolution of Mn-complex in DMSO in presence of aq. perchloric acid (1.0 M) at 30°C; monitoring spectrophotometrically at 618 nm, extn. with aq. H2SO4 and ether, drying ether soln. over Na2SO4, distn. in vacuo (139°C, 750mm);A n/a
B 60%
manganese(III) acetylacetonate
14284-89-0

manganese(III) acetylacetonate

A

Mn(3+)*2CH3COCHCOCH3(1-)*2(CH3)2NCHO*ClO4(1-)=(Mn(CH3COCHCOCH3)2((CH3)2NCHO)2)ClO4

Mn(3+)*2CH3COCHCOCH3(1-)*2(CH3)2NCHO*ClO4(1-)=(Mn(CH3COCHCOCH3)2((CH3)2NCHO)2)ClO4

B

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
With N,N-dimethyl-formamide In N,N-dimethyl-formamide Kinetics; dissolution of Mn-complex in DMF in presence of aq. perchloric acid (1.0 M) at 30°C; monitoring spectrophotometrically at 618 nm, extn. with aq. H2SO4 and ether, drying ether soln. over Na2SO4, distn. in vacuo (139°C, 750mm);A n/a
B 60%
manganese(III) acetylacetonate
14284-89-0

manganese(III) acetylacetonate

A

Mn(3+)*2CH3COCHCOCH3(1-)*2HCOOH*ClO4(1-)=(Mn(CH3COCHCOCH3)2(HCOOH)2)ClO4

Mn(3+)*2CH3COCHCOCH3(1-)*2HCOOH*ClO4(1-)=(Mn(CH3COCHCOCH3)2(HCOOH)2)ClO4

B

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
With formic acid In formic acid Kinetics; dissolution of Mn-complex in formic acid in presence of aq. perchloric acid (1.0 M) at 30°C; monitoring spectrophotometrically at 618 nm, extn. with aq. H2SO4 and ether, drying ether soln. over Na2SO4, distn. in vacuo (139°C, 750mm);A n/a
B 60%
manganese(III) acetylacetonate
14284-89-0

manganese(III) acetylacetonate

A

Mn(3+)*2CH3COCHCOCH3(1-)*2CH3OH*ClO4(1-)=(Mn(CH3COCHCOCH3)2(CH3OH)2)ClO4

Mn(3+)*2CH3COCHCOCH3(1-)*2CH3OH*ClO4(1-)=(Mn(CH3COCHCOCH3)2(CH3OH)2)ClO4

B

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
With methanol In methanol Kinetics; dissolution of Mn-complex in methanol in presence of aq. perchloric acid (1.0 M) at 30°C; monitoring spectrophotometrically at 618 nm, extn. with aq. H2SO4 and ether, drying ether soln. over Na2SO4, distn. in vacuo (139°C, 750mm);A n/a
B 60%
3-allyl-2,4-pentanedione
3508-78-9

3-allyl-2,4-pentanedione

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
With sulfuric acid; iodine In dimethyl sulfoxide at 60℃; for 0.5h; Acidic conditions;59%
4-methoxypent-3-en-2-one
2845-83-2

4-methoxypent-3-en-2-one

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
With acetic acid; zinc for 20h;58%
2,2'-dimethyl-2,2'-methanediyl-bis-[1,3]dithiolane
19451-23-1

2,2'-dimethyl-2,2'-methanediyl-bis-[1,3]dithiolane

A

(2-methyl-[1,3]dithiolan-2-yl)-propan-2-one
66278-18-0

(2-methyl-[1,3]dithiolan-2-yl)-propan-2-one

B

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
With water; 1-fluoro-2,4,6-trimethylpyridinium trifluoromethanesulfonate In tetrahydrofuran; dichloromethane at 23℃;A 57%
B 15%
1-{1-(4-chlorophenyl)-4-[(4-chlorophenyl)amino]-5-(2-fluorophenyl)-5-hydroxy-2-methyl-4,5-dihydro-1H-pyrrol-3-yl}ethan-1-one

1-{1-(4-chlorophenyl)-4-[(4-chlorophenyl)amino]-5-(2-fluorophenyl)-5-hydroxy-2-methyl-4,5-dihydro-1H-pyrrol-3-yl}ethan-1-one

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

A

4-chloroaniline p-toluenesulfonate
7255-72-3

4-chloroaniline p-toluenesulfonate

B

o-fluorophenylglyoxal
137684-19-6

o-fluorophenylglyoxal

C

acetylacetone
123-54-6

acetylacetone

Conditions
ConditionsYield
In toluene at 80℃; for 2h;A 57%
B n/a
C n/a
acetylene
74-86-2

acetylene

A

1,3,5,7-cyclooctatetraene
629-20-9

1,3,5,7-cyclooctatetraene

B

toluene
108-88-3

toluene

C

acetylacetone
123-54-6

acetylacetone

D

benzene
71-43-2

benzene

Conditions
ConditionsYield
bis(acetylacetonate)nickel(II); calcium carbide In tetrahydrofuran at 85 - 90℃; Further byproducts given;A 56%
B n/a
C n/a
D 33%
furfural
98-01-1

furfural

acetylacetone
123-54-6

acetylacetone

3-(furan-2-ylmethylene)pentane-2,4-dione
4728-04-5

3-(furan-2-ylmethylene)pentane-2,4-dione

Conditions
ConditionsYield
With piperidine; acetic acid In dichloromethane at 0 - 20℃; Michael Addition; Molecular sieve;100%
With L-Lysine hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 3h; Knoevenagel Condensation;98.3%
With cross-linked polystyrene-titanium tetrachloride complex In neat (no solvent) at 60℃; for 2h; Knoevenagel Condensation;98%
4-Hydrazinobenzoic acid
619-67-0

4-Hydrazinobenzoic acid

acetylacetone
123-54-6

acetylacetone

4-(3,5-dimethyl-1H-pyrazol-1-yl)benzoic acid
81282-82-8

4-(3,5-dimethyl-1H-pyrazol-1-yl)benzoic acid

Conditions
ConditionsYield
In isopropyl alcohol for 15h; Reflux;100%
In isopropyl alcohol for 15h; Heating / reflux;99%
With sulfuric acid In methanol at 20℃;90%
(2-nitroethenyl)benzene
102-96-5

(2-nitroethenyl)benzene

acetylacetone
123-54-6

acetylacetone

(+/-)-3-(2-nitro-1-phenylethyl)pentane-2,4-dione
72709-61-6

(+/-)-3-(2-nitro-1-phenylethyl)pentane-2,4-dione

Conditions
ConditionsYield
With N,N-dimethyl-3-trimethoxysilylpropanamine:N-(3,5-bistrifluoromethylphenyl)-N'-(3-trimethoxysilyl-1-propyl)thiourea (1:1) mesoporous silica nanoparticles at 20℃; for 3h;100%
With squaramide-containing Dawson organo-polyoxotungstates In dichloromethane for 13h; Reagent/catalyst; Heating;99%
With C27H18F15N7O3 In dimethyl sulfoxide at 20℃; for 3h; Michael Addition;98%
acetylacetone
123-54-6

acetylacetone

(2-aminophenyl)(phenyl)methanone
2835-77-0

(2-aminophenyl)(phenyl)methanone

3-acetyl-2-methyl-4-phenylquinoline
13337-57-0

3-acetyl-2-methyl-4-phenylquinoline

Conditions
ConditionsYield
With 3-methyl-1-sulfoimidazolium trichloroacetate; trichloroacetic acid In neat (no solvent) at 100℃; Friedlaender Quinoline Synthesis;100%
With sulfuric acid; silica gel at 100℃; for 0.75h; Friedlaender synthesis;99%
With trifluoroacetic acid at 100℃; for 0.116667h;99%
acetylacetone
123-54-6

acetylacetone

3-bromopentane-2,4-dione
3043-28-5

3-bromopentane-2,4-dione

Conditions
ConditionsYield
With bromine at 20℃; for 0.333333h;100%
With N-Bromosuccinimide; toluene-4-sulfonic acid In dichloromethane at 20℃; for 0.166667h;94%
With bromomalononitrile In N,N-dimethyl-formamide at 20℃; for 0.5h; Reagent/catalyst;91%
acetylacetone
123-54-6

acetylacetone

benzylamine
100-46-9

benzylamine

(Z)-4-(benzylamino)-3-penten-2-one
23652-86-0

(Z)-4-(benzylamino)-3-penten-2-one

Conditions
ConditionsYield
In methanol for 12h; Heating;100%
In neat (no solvent) at 120℃; for 2h;100%
With montmorillonite K-10 for 24h; Ambient temperature;99%
acetylacetone
123-54-6

acetylacetone

4-Aminopent-3-en-2-one
1118-66-7

4-Aminopent-3-en-2-one

Conditions
ConditionsYield
With ammonia In water at 20℃;100%
With ammonia; silica gel at 20℃; for 24h;99%
With ammonia at 20℃; for 48h;98%
acetylacetone
123-54-6

acetylacetone

Diacetyldiazomethan
29397-21-5

Diacetyldiazomethan

Conditions
ConditionsYield
With 4-acetamidobenzenesulfonyl azide; triethylamine In acetonitrile at 0 - 20℃; for 1h; Inert atmosphere;100%
With 4-acetamidobenzenesulfonyl azide; triethylamine In acetonitrile at 0 - 20℃; for 1h;100%
With perfluorobutanesulfonyl azide; triethylamine In dichloromethane at 20℃; for 0.25h;98%
anthranilic acid
118-92-3

anthranilic acid

acetylacetone
123-54-6

acetylacetone

2-(2-(2,4-dioxopentan-3-ylidene)hydrazineyl) benzoic acid
74568-19-7

2-(2-(2,4-dioxopentan-3-ylidene)hydrazineyl) benzoic acid

Conditions
ConditionsYield
Stage #1: anthranilic acid With hydrogenchloride; acetic acid; sodium nitrite In water at 0℃; for 1h;
Stage #2: acetylacetone With sodium acetate In ethanol; water at 20℃; for 1h;
100%
Stage #1: anthranilic acid With hydrogenchloride; sodium hydroxide; sodium nitrite In water at -0.16℃;
Stage #2: acetylacetone In water at -0.16℃; for 1h;
81%
Stage #1: anthranilic acid With hydrogenchloride; sodium nitrite In water at 0 - 5℃;
Stage #2: acetylacetone With sodium acetate In methanol; water at 0 - 20℃; for 1h;
78%
With sulfuric acid; sodium acetate; sodium nitrite 1) water, 0 deg C, 2) ethanol; Multistep reaction;
N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

acetylacetone
123-54-6

acetylacetone

3-dimethylaminomethylenepentane-2,4-dione
18856-72-9

3-dimethylaminomethylenepentane-2,4-dione

Conditions
ConditionsYield
for 2h; Reflux;100%
In benzene at 20℃; for 25h; Reflux;87%
for 1h; Heating;86%
carbon disulfide
75-15-0

carbon disulfide

ethylene dibromide
106-93-4

ethylene dibromide

acetylacetone
123-54-6

acetylacetone

3-(1,3-dithiolan-2-ylidene)pentane-2,4-dione
2183-30-4

3-(1,3-dithiolan-2-ylidene)pentane-2,4-dione

Conditions
ConditionsYield
With potassium carbonate100%
Stage #1: carbon disulfide; acetylacetone With tetrabutylammomium bromide; potassium carbonate In water at 20℃;
Stage #2: ethylene dibromide In water at 20℃; for 8h;
97%
Stage #1: carbon disulfide; acetylacetone With tetrabutylammomium bromide; potassium carbonate In water at 20℃; for 1h;
Stage #2: ethylene dibromide In water at 20℃; for 8.25h; Further stages.;
97%
aniline
62-53-3

aniline

acetylacetone
123-54-6

acetylacetone

pentane-2,3,4-trione 3-phenylhydrazone
6134-57-2

pentane-2,3,4-trione 3-phenylhydrazone

Conditions
ConditionsYield
Stage #1: aniline With hydrogenchloride; acetic acid; sodium nitrite In water at 0℃; for 1h;
Stage #2: acetylacetone With sodium acetate In ethanol; water at 20℃; for 1h;
100%
With hydrogenchloride; sodium acetate; acetic acid; sodium nitrite In ethanol; water at 20℃; for 0.5h;100%
Stage #1: aniline With hydrogenchloride; sodium nitrite
Stage #2: acetylacetone With sodium hydroxide; sodium acetate In methanol; water at 0 - 20℃; for 1h; Further stages.;
95%
ethanedinitrile
460-19-5

ethanedinitrile

acetylacetone
123-54-6

acetylacetone

2-(1-amino-2-acetylbut-1-enonyl)-4-carboxamido-5-acetyl-6-methyl-1,3-diazine
77097-65-5

2-(1-amino-2-acetylbut-1-enonyl)-4-carboxamido-5-acetyl-6-methyl-1,3-diazine

Conditions
ConditionsYield
With bis(acetylacetonate)nickel(II) In 1,2-dichloro-ethane for 140h; Product distribution; different times and catalysts;100%
bis(acetylacetonate)nickel(II) In 1,2-dichloro-ethane for 144h; Ambient temperature; further cat.: Cu(acac)2;100%
With bis(acetylacetonate)nickel(II) In dichloromethane for 140h;100%
copper acetylacetonate In 1,2-dichloro-ethane Mechanism; Ambient temperature; var. conc. of reactants and catalysts; further catalysts: Ni(acac)2 and bis(1-cyano-2-(1-iminoethyl)buten-1,3-dionato)copper(II); detreminetion of t1/2;
benzhydryl ether
574-42-5

benzhydryl ether

acetylacetone
123-54-6

acetylacetone

3-benzhydryl-pentane-2,4-dione
19672-37-8

3-benzhydryl-pentane-2,4-dione

Conditions
ConditionsYield
With indium(III) chloride In toluene at 80℃; for 3h;100%
CoCl2 for 1h; Heating;97%
1-Amino-5,6-dimethylbenzimidazole
78288-57-0

1-Amino-5,6-dimethylbenzimidazole

acetylacetone
123-54-6

acetylacetone

2,4,7,8-tetramethylpyridazino<1,6-a>benzimidazole
81889-95-4

2,4,7,8-tetramethylpyridazino<1,6-a>benzimidazole

Conditions
ConditionsYield
With zinc(II) chloride for 4h; Cyclization; Heating;100%
With zinc(II) chloride at 150 - 160℃; for 1.5h;90 % Turnov.
malonamamidine hydrochloride
34570-17-7

malonamamidine hydrochloride

acetylacetone
123-54-6

acetylacetone

2-Amino-4,6-dimethylnicotinamide
7144-20-9

2-Amino-4,6-dimethylnicotinamide

Conditions
ConditionsYield
With potassium hydroxide In methanol at 20℃; Inert atmosphere;100%
With potassium hydroxide In methanol Ambient temperature;92%
With potassium hydroxide In methanol at 20℃; for 24h;79%
2-methyl-1,2,4-thiadiazolo[4,5-a]benzimidazole-3(2H)-one
87504-16-3

2-methyl-1,2,4-thiadiazolo[4,5-a]benzimidazole-3(2H)-one

acetylacetone
123-54-6

acetylacetone

2-(1-Acetyl-2-oxo-propylsulfanyl)-benzoimidazole-1-carboxylic acid methylamide
98154-64-4

2-(1-Acetyl-2-oxo-propylsulfanyl)-benzoimidazole-1-carboxylic acid methylamide

Conditions
ConditionsYield
for 24h;100%
2-cyclohexylbenzimidazo<1,2-d><1,2,4>thiadiazol-3(2H)-one
87504-17-4

2-cyclohexylbenzimidazo<1,2-d><1,2,4>thiadiazol-3(2H)-one

acetylacetone
123-54-6

acetylacetone

2-(1-Acetyl-2-oxo-propylsulfanyl)-benzoimidazole-1-carboxylic acid cyclohexylamide
98183-15-4

2-(1-Acetyl-2-oxo-propylsulfanyl)-benzoimidazole-1-carboxylic acid cyclohexylamide

Conditions
ConditionsYield
for 24h;100%
1-hydrazinophthalazine hydrochloride
304-20-1

1-hydrazinophthalazine hydrochloride

acetylacetone
123-54-6

acetylacetone

1-(3,4-dimethyl pyrazol-1-yl)phthalazine
60519-05-3

1-(3,4-dimethyl pyrazol-1-yl)phthalazine

Conditions
ConditionsYield
100%
5-amino-3-methyl-1-(2,4-dinitrophenyl)pyrazole
91657-52-2

5-amino-3-methyl-1-(2,4-dinitrophenyl)pyrazole

acetylacetone
123-54-6

acetylacetone

A

3,6-Dimethyl-1-(4-nitro-phenyl)-1H-pyrazolo[3,4-b]pyridine
116835-08-6

3,6-Dimethyl-1-(4-nitro-phenyl)-1H-pyrazolo[3,4-b]pyridine

B

1-(2,4-Dinitro-phenyl)-3,4,6-trimethyl-1H-pyrazolo[3,4-b]pyridine
116835-11-1

1-(2,4-Dinitro-phenyl)-3,4,6-trimethyl-1H-pyrazolo[3,4-b]pyridine

Conditions
ConditionsYield
zinc(II) chloride In hydrogenchloride; ethanol for 1h; Heating;A 75%
B 100%
homoalylic alcohol
627-27-0

homoalylic alcohol

acetylacetone
123-54-6

acetylacetone

(Z)-4-But-3-enyloxy-pent-3-en-2-one

(Z)-4-But-3-enyloxy-pent-3-en-2-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene Heating;100%
1-(2-chloro-phenyl)-3-phenyl-2-propen-1-one
144017-77-6, 20426-47-5

1-(2-chloro-phenyl)-3-phenyl-2-propen-1-one

acetylacetone
123-54-6

acetylacetone

2-acetyl-3-(o-chlorophenyl)-5-phenylcyclohexenone

2-acetyl-3-(o-chlorophenyl)-5-phenylcyclohexenone

Conditions
ConditionsYield
With sodium ethanolate In ethanol100%
3-amino-1,2,4-triazole
61-82-5

3-amino-1,2,4-triazole

acetylacetone
123-54-6

acetylacetone

5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine
7681-99-4

5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine

Conditions
ConditionsYield
With acetic acid for 3h; Reflux;100%
acetylacetone
123-54-6

acetylacetone

(E)-1,3-diphenylprop-2-en-1-yl pivalate

(E)-1,3-diphenylprop-2-en-1-yl pivalate

(R)-(E)-3-acetyl-4,6-diphenylhex-5-en-2-one
104637-11-8

(R)-(E)-3-acetyl-4,6-diphenylhex-5-en-2-one

Conditions
ConditionsYield
With (-)-9-pinanyl-BBN; lithium acetate; bis-(trimethylsilyl)acetamide; bis(dibenzylideneacetone)-palladium(0) In 1,2-dichloro-ethane at 40℃; for 48h;100%
carbon disulfide
75-15-0

carbon disulfide

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

acetylacetone
123-54-6

acetylacetone

3‐(1,3-dithiane-2-yl)pentane-2,4-dione
55727-23-6

3‐(1,3-dithiane-2-yl)pentane-2,4-dione

Conditions
ConditionsYield
With potassium carbonate100%
Stage #1: carbon disulfide; acetylacetone With tetrabutylammomium bromide; potassium carbonate In water at 20℃;
Stage #2: 1,3-dibromo-propane In water at 20℃; for 8h;
92%
With potassium carbonate In N,N-dimethyl-formamide for 7h;74%
D-Glucose
2280-44-6

D-Glucose

acetylacetone
123-54-6

acetylacetone

1-(β-D-glucopyranosyl)propan-2-one
215510-13-7

1-(β-D-glucopyranosyl)propan-2-one

Conditions
ConditionsYield
With sodium hydrogencarbonate In water Knoevenagel Condensation; Reflux; Green chemistry;100%
With sodium hydrogencarbonate at 90℃; for 6h; Knoevenagel condensation;96%
With sodium hydrogencarbonate In water at 90℃; for 8h;96%
2-aminoacetophenone
551-93-9

2-aminoacetophenone

acetylacetone
123-54-6

acetylacetone

1-(2,4-dimethyl-quinolin-3-yl)-ethanone
14428-41-2

1-(2,4-dimethyl-quinolin-3-yl)-ethanone

Conditions
ConditionsYield
With 3-methyl-1-sulfoimidazolium trichloroacetate; trichloroacetic acid In neat (no solvent) at 100℃; Friedlaender Quinoline Synthesis;100%
With toluene-4-sulfonic acid In ethanol at 80℃; for 12h; Reagent/catalyst; Friedlaender Quinoline Synthesis; Schlenk technique;99%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate; N,N-dimethyl-formamide at 90℃; Friedlaender reaction;98%
2,4,6-tris[bis(trimethylsilyl)methyl]aniline
115134-78-6

2,4,6-tris[bis(trimethylsilyl)methyl]aniline

acetylacetone
123-54-6

acetylacetone

(Z)-4-[2,4,6-Tris-(bis-trimethylsilanyl-methyl)-phenylamino]-pent-3-en-2-one
926625-25-4

(Z)-4-[2,4,6-Tris-(bis-trimethylsilanyl-methyl)-phenylamino]-pent-3-en-2-one

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; toluene for 8h; Heating;100%
With hydrogenchloride In diethyl ether; toluene for 8h; Heating;99%
acetylacetone
123-54-6

acetylacetone

(1H-benzo[d][1,2,3]triazol-1-yl)(thiophen-2-yl)methanone
301164-69-2

(1H-benzo[d][1,2,3]triazol-1-yl)(thiophen-2-yl)methanone

(Z)-3-hydroxy-1,3-bis(2-thienyl)-2-propen-1-one
127191-99-5

(Z)-3-hydroxy-1,3-bis(2-thienyl)-2-propen-1-one

Conditions
ConditionsYield
Stage #1: acetylacetone With sodium hydride In tetrahydrofuran at 20℃; for 0.666667h;
Stage #2: (1H-benzo[d][1,2,3]triazol-1-yl)(thiophen-2-yl)methanone In tetrahydrofuran at 20℃; for 14h;
Stage #3: With ammonium hydroxide; ammonium chloride In tetrahydrofuran; water for 1h; Heating;
100%

123-54-6Downstream Products

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Fate and implication of Acetylacetone (cas 123-54-6) in photochemical processes for water treatment09/27/2019

Acetylacetone (AA), due to the peculiar enol-keto structures, has attracted wide scientific interests. In terms of photo-decolorization, it works much more efficiently than the well-known H2O2. However, there is very limited information on the photochemistry of AA in aqueous solutions. Herein, t...detailed

Enhanced decomplexation of Cu(II)-EDTA: The role of Acetylacetone (cas 123-54-6) in Cu-mediated photo-Fenton reactions09/26/2019

Cu(II)-EDTA is a stable metal-organic complex in electroplating wastewater and is hard to be removed by the conventional precipitation method. UV decomplexation is a useful strategy for its removal. Here, we report that acetylacetone (AA) can enhance the decomplexation of Cu(II)-EDTA by facilita...detailed

Effects of Acetylacetone (cas 123-54-6) on the photoconversion of pharmaceuticals in natural and pure waters☆09/25/2019

Acetylacetone (AcAc) has proven to be a potent photo-activator in the degradation of color compounds. The effects of AcAc on the photochemical conversion of five colorless pharmaceuticals were for the first time investigated in both pure and natural waters with the UV/H2O2 process as a reference...detailed

Effects of Acetylacetone (cas 123-54-6) on the thermal and photochemical conversion of benzoquinone in aqueous solution09/09/2019

Quinones are components of electron transport chains in photosynthesis and respiration. Acetylacetone (AA), structurally similar to benzoquinone (BQ) for the presence of two identical carbonyl groups, has been reported as a quinone-like electron shuttle. Both BQ and AA are important chemicals in...detailed

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