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Cas Database

495-41-0

495-41-0

Identification

  • Product Name:2-Buten-1-one,1-phenyl-

  • CAS Number: 495-41-0

  • EINECS:207-800-0

  • Molecular Weight:146.189

  • Molecular Formula: C10H10 O

  • HS Code:

  • Mol File:495-41-0.mol

Synonyms:Crotonophenone(6CI,7CI,8CI); 1-Benzoylpropene; 1-Phenyl-2-buten-1-one; 1-Propenyl phenylketone; 2-Butenophenone; Ethylideneacetophenone; NSC 518668; Phenyl 1-propenylketone; Phenyl propenyl ketone

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Safety information and MSDS view more

  • Signal Word:Warning

  • Hazard Statement:H315 Causes skin irritationH319 Causes serious eye irritation H335 May cause respiratory irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:1-Phenyl-2-buten-1-one
  • Packaging:500mg
  • Price:$ 55
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Phenyl 1-Propenyl Ketone >80.0%(GC)
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Phenyl 1-Propenyl Ketone >80.0%(GC)
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  • Manufacture/Brand:AstaTech
  • Product Description:1-PHENYL-BUT-2-EN-1-ONE 95%
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  • Manufacture/Brand:American Custom Chemicals Corporation
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Relevant articles and documentsAll total 133 Articles be found

Solvent responsive self-separation behaviour of Br?nsted acidic ionic liquid-polyoxometalate hybrid catalysts on H2O2 mediated oxidation of alcohols

Kashyap, Niharika,Das, Sukanya,Borah, Ruli

, (2021)

Two solvent responsive self-separative ionic liquid-based POM hybrids [DEDSA]3[PW12O40] and [DEDSA]3[PMo12O40] were prepared by combination of diethyldisulphoammonium chloride [DEDSA]Cl with Keggin phosphotungstic acid and phosphomolybdic acid. Properties like water tolerance, high activity, high thermal stability and reusability in these POM hybrid compounds facilitate a new type of POM based catalysis used for oxidation of organic alcohols using hydrogen peroxide as oxidizing agent. Due to varied solubility of the hybrid with different solvents, the hybrid can effectively catalyze the oxidation reaction in homogenous condition and then can finally switch back to heterogenous system and convert as self-precipitating catalyst on addition of suitable solvent at the end of the reaction, which made the recovery and reuse of the hybrid very convenient. The catalysts are characterized via different analytical and spectroscopic tools like FT-IR, 1H NMR, 13C NMR, 31P NMR, TGA, UV–Visible, Powder XRD techniques, Raman etc. It was found that the prepared material was highly acidic, thermally stable in nature and was recycled up to 7 times without much loss of catalytic activity.

N-Heterocyclic Iod(az)olium Salts – Potent Halogen-Bond Donors in Organocatalysis

Boelke, Andreas,Kuczmera, Thomas J.,Lork, Enno,Nachtsheim, Boris J.

supporting information, p. 13128 - 13134 (2021/08/09)

This article describes the application of N-heterocyclic iod(az)olium salts (NHISs) as highly reactive organocatalysts. A variety of mono- and dicationic NHISs are described and utilized as potent XB-donors in halogen-bond catalysis. They were benchmarked in seven diverse test reactions in which the activation of carbon- and metal-chloride bonds as well as carbonyl and nitro groups was achieved. N-methylated dicationic NHISs rendered the highest reactivity in all investigated catalytic applications with reactivities even higher than all previously described monodentate XB-donors based on iodine(I) and (III) and the strong Lewis acid BF3.

Mild Darzens Annulations for the Assembly of Trifluoromethylthiolated (SCF3) Aziridine and Cyclopropane Structures

Delost, Michael D.,Njardarson, Jon T.

supporting information, p. 6121 - 6125 (2021/08/16)

We report mild new annulation approaches to trisubstituted trifluoromethylthiolated (SCF3) aziridines and cyclopropanes via Darzens inspired protocols. The products of these anionic annulations, rarely studied previously, possess attractive features rendering them valuable building blocks for synthesis platforms. In this study, trisubstituted acetophenone nucleophiles bearing SCF3 and bromine substituents in their α position were shown to undergo [2 + 1] annulations with vinyl ketones and tosyl-protected imines under mild reaction conditions.

Photocatalytic Stoichiometric Oxidant-Free Synthesis of Linear Unsaturated Ketones from 1,2-Disubstituted Cyclopropanols

Laktsevich-Iskryk, Marharyta V.,Krech, Anastasiya V.,Zhabinskii, Vladimir N.,Khripach, Vladimir A.,Hurski, Alaksiej L.

, p. 1077 - 1086 (2020/12/14)

A one-step catalytic oxidant-free synthesis of unsaturated ketones from 1,2-disubstituted cyclopropanols is reported. Previously for this transformation, only two- and three-step protocols have been developed. The reaction proceeds under irradiation with visible light in the presence of catalytic amounts of both an acridinium photocatalyst and a cobaloxime complex. 2-Aryl-substituted cyclopropanols react giving α,β-unsaturated ketones, while dehydrogenative ring opening of 2-alkyl-substituted substrates affords mixtures of α,β- and β,γ-enones. The reaction starts with one-electron oxidation of a cyclopropanol to cyclopropyloxy radical, presumably, by the photoexcited acridinium catalyst. We also found that Co(dmgBF 2) 2(MeCN) 2complex under an air atmosphere and irradiation with blue LEDs or upon heating can serve as a hydroxycyclopropane oxidant.

Modular access to 1,2-allenyl ketones based on a photoredox-catalysed radical-polar crossover process

Du, Chan,Fang, Jianghua,Fang, Yewen,Lei, Wan,Li, Yan,Liu, Yongjun

supporting information, p. 8502 - 8506 (2021/10/20)

Herein, a new protocol dealing with the preparation of 1,2-allenyl ketones has been successfully developedviathe reactions of enynes with radicals enabled by dual photoredox/copper catalysis. Based on the results of a deuteration experiment and the competition reaction between cyclopropanation and allenation, the mechanism based on a photoredox-neutral-catalysed radical-polar crossover process has been proposed. Synthetic applications of allenes have also been demonstrated.

Method for preparing phenyl propenone compound by catalyzing phenylacetylene through molecular sieve

-

Paragraph 0040-0070, (2021/03/13)

The invention belongs to the field of molecular sieve catalysis and organic synthesis, and discloses a method for preparing a phenyl propenone compound by catalyzing phenylacetylene through a molecular sieve, which comprises the following steps: adding a phenylacetylene compound I, aldehyde II and a molecular sieve catalyst into a small reaction kettle without adding an organic solvent and any other assistants; performing stirring to react for 0.25-6 hours under the condition of heating at 30-90 DEG C, cooling the reaction kettle to room temperature, performing diluting with ethyl acetate, andcentrifugally separating the catalyst to obtain the phenyl allyl ketone compound III. The molecular sieve catalyst provided by the invention is H-beta of which the silica-alumina ratios are respectively 14 and 29. The method is simple in reaction process, high in catalytic activity and selectivity, recyclable, environmentally friendly and capable of achieving large-scale industrial production.

Process route upstream and downstream products

Process route

allyl alcohol
107-18-6

allyl alcohol

Benzoylformic acid
611-73-4

Benzoylformic acid

(E)-1-phenyl-2-buten-1-one
35660-91-4,35845-66-0,495-41-0

(E)-1-phenyl-2-buten-1-one

Conditions
Conditions Yield
With triphenylphosphine; bis(dibenzylideneacetone)-palladium(0); In 1,4-dioxane; at 100 ℃; for 16h; Reagent/catalyst; Solvent; Inert atmosphere;
88%
trimethyl[(1-phenylbuta-1,3-dien-1-yl)oxy]silane
73311-48-5

trimethyl[(1-phenylbuta-1,3-dien-1-yl)oxy]silane

3-hydroxy-4-oxo-4-phenyl-butyraldehyde

3-hydroxy-4-oxo-4-phenyl-butyraldehyde

4-oxo-4-phenyl-butyraldehyde
56139-59-4

4-oxo-4-phenyl-butyraldehyde

(E)-1-phenyl-2-buten-1-one
35660-91-4,35845-66-0,495-41-0

(E)-1-phenyl-2-buten-1-one

Conditions
Conditions Yield
trimethyl[(1-phenylbuta-1,3-dien-1-yl)oxy]silane; With 2,6-dichloropyridine N-oxide; [Ru(2,6-Cl2tpp)Cl2]; In chloroform-d1; at 20 ℃; for 0.5h;
With hydrogenchloride; In chloroform-d1; water;
20%
52%
23%
trimethyl[(1-phenylbuta-1,3-dien-1-yl)oxy]silane; With 2,6-dichloropyridine N-oxide; dichlororuthenium(IV) meso-tetrakis(2,6-dichlorophenyl)porphyrin; In chloroform-d1; at 20 ℃;
With hydrogenchloride; In chloroform-d1; for 0.0833333h;
41%
23 % Spectr.
20 % Spectr.
trans-Crotonaldehyde
123-73-9,4170-30-3

trans-Crotonaldehyde

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

(E)-1-phenyl-2-buten-1-one
35660-91-4,35845-66-0,495-41-0

(E)-1-phenyl-2-buten-1-one

Conditions
Conditions Yield
trans-Crotonaldehyde; phenylmagnesium bromide; In tetrahydrofuran; at 0 ℃; for 0.75h; Inert atmosphere;
With manganese(IV) oxide; In dichloromethane;
54%
α-(phenylseleno)butyrophenone
57204-89-4

α-(phenylseleno)butyrophenone

(E)-1-phenyl-2-buten-1-one
35660-91-4,35845-66-0,495-41-0

(E)-1-phenyl-2-buten-1-one

Conditions
Conditions Yield
With pyridine; dihydrogen peroxide; In various solvent(s); at 25 ℃;
100%
With potassium superoxide; 2-Nitrobenzenesulfonyl chloride; In acetonitrile; at -15 ℃; for 18h;
67%
With pyridine; dihydrogen peroxide; In dichloromethane;
Multi-step reaction with 2 steps
1: SO2Cl2 / hexane; diethyl ether
2: 87 percent / aq. NaHCO3 / CH2Cl2 / 4 h / other dichloroselenyl carbonyl compounds
With sulfuryl dichloride; sodium hydrogencarbonate; In diethyl ether; hexane; dichloromethane;
Allyl acetate
591-87-7

Allyl acetate

benzyl alcohol
100-51-6,185532-71-2

benzyl alcohol

(E)-1-phenyl-2-buten-1-one
35660-91-4,35845-66-0,495-41-0

(E)-1-phenyl-2-buten-1-one

Conditions
Conditions Yield
With carbon monoxide; potassium carbonate; tris(triphenylphosphine)ruthenium(II) chloride; In tetrahydrofuran; at 150 ℃; for 12h; under 7355.08 Torr;
60%
Conditions
Conditions Yield
With aluminum (III) chloride; at 20 ℃; for 0.333333h; Inert atmosphere;
68%
With aluminum (III) chloride; Inert atmosphere;
63%
With aluminum (III) chloride; Cooling;
63%
With aluminium trichloride; at 20 ℃; for 0.25h;
61%
With aluminum (III) chloride; for 0.5h; Inert atmosphere;
54%
With aluminum (III) chloride; for 0.333333h;
54%
With aluminum (III) chloride; at 0 ℃; for 1.16667h;
49%
With aluminium trichloride;
With aluminum (III) chloride; at 0 - 10 ℃;
With aluminum (III) chloride; at 0 ℃; for 1h;
With aluminum (III) chloride; at 0 ℃; for 1h;
-butyl vinyl ether
111-34-2,92680-80-3

-butyl vinyl ether

(2E)-1-phenylbut-2-en-1-ol
52755-39-2

(2E)-1-phenylbut-2-en-1-ol

(E)-1-phenyl-2-buten-1-one
35660-91-4,35845-66-0,495-41-0

(E)-1-phenyl-2-buten-1-one

(2SR,3RS)-5-butoxy-2-phenyl-3-vinyl-tetrahydrofuran

(2SR,3RS)-5-butoxy-2-phenyl-3-vinyl-tetrahydrofuran

Conditions
Conditions Yield
With copper diacetate; oxygen; palladium diacetate; In acetonitrile; at 45 ℃; for 15h; under 760 Torr;
42%
37%
1-phenylbut-3-en-1-one
6249-80-5

1-phenylbut-3-en-1-one

(E)-1-phenyl-2-buten-1-one
35660-91-4,35845-66-0,495-41-0

(E)-1-phenyl-2-buten-1-one

Conditions
Conditions Yield
With 1,4-diaza-bicyclo[2.2.2]octane; In isopropyl alcohol; at 20 ℃; for 1h;
74%
With triethylamine; In methanol; for 20h;
31%
With silica gel;
With toluene-4-sulfonic acid; In benzene; for 2h; Yield given; Heating;
With silver hexafluoroantimonate; di(rhodium)tetracarbonyl dichloride; In 1,2-dichloro-ethane; at 75 ℃; for 18h; stereoselective reaction; Inert atmosphere;
72 %Spectr.
propiophenone
495-40-9

propiophenone

(E)-1-phenyl-2-buten-1-one
35660-91-4,35845-66-0,495-41-0

(E)-1-phenyl-2-buten-1-one

3-fluoro-1-phenylbutan-1-one

3-fluoro-1-phenylbutan-1-one

Conditions
Conditions Yield
With sodium nitrate; Selectfluor; In acetonitrile; Inert atmosphere; Electrolysis;
40%
cyclopropyl phenyl ketone
3481-02-5

cyclopropyl phenyl ketone

(E)-1-phenyl-2-buten-1-one
35660-91-4,35845-66-0,495-41-0

(E)-1-phenyl-2-buten-1-one

Conditions
Conditions Yield
cyclopropyl phenyl ketone; With bis(1,5-cyclooctadiene)nickel (0); tributylphosphine; In benzene-d6; at 100 ℃; for 19h;
With carbon monoxide; In benzene-d6; under 3800 Torr;

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