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721-04-0

721-04-0

Identification

Synonyms:2-phenoxy-1-phenyl ethanone;2-phenoxyacetophenone;2-Perfluorhexyl-cyclohexanon;phenacyl phenoxide;

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Safety information and MSDS view more

  • Signal Word:Warning

  • Hazard Statement:H302 Harmful if swallowed

  • 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:2-Phenoxyacetophenone
  • Packaging:100mg
  • Price:$ 60
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2-Phenoxyacetophenone >98.0%(GC)
  • Packaging:5g
  • Price:$ 324
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2-Phenoxyacetophenone >98.0%(GC)
  • Packaging:1g
  • Price:$ 94
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  • Manufacture/Brand:Rieke Metals
  • Product Description:2-Phenoxy-1-phenyl-ethanone
  • Packaging:5g
  • Price:$ 1728
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  • Manufacture/Brand:Rieke Metals
  • Product Description:2-Phenoxy-1-phenyl-ethanone
  • Packaging:1g
  • Price:$ 661
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  • Manufacture/Brand:Crysdot
  • Product Description:2-Phenoxy-1-phenylethanone 95+%
  • Packaging:10g
  • Price:$ 316
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  • Manufacture/Brand:Ambeed
  • Product Description:2-Phenoxy-1-phenylethanone 98%
  • Packaging:1g
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  • Manufacture/Brand:Ambeed
  • Product Description:2-Phenoxy-1-phenylethanone 98%
  • Packaging:5g
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  • Manufacture/Brand:AK Scientific
  • Product Description:2-Phenoxyacetophenone
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Relevant articles and documentsAll total 119 Articles be found

Cu(i)-Catalyzed asymmetric intramolecular addition of aryl pinacolboronic esters to unactivated ketones: Enantioselective synthesis of 2,3-dihydrobenzofuran-3-ol derivatives

Ni, Chunjie,Gao, Jihui,Fang, Xianjie

, p. 2654 - 2657 (2020)

An (S,S)-QuinoxP?-supported Cu(i) catalyst has been disclosed for highly enantioselective intramolecular addition of aryl pinacolboronic esters to unactivated ketones under mild reaction conditions. This protocol showcases a broad substrate tolerance and allows access to various chiral 2,3-dihydrobenzofuran-3-ol derivatives in generally good yields with excellent enantioselectivities.

Catalytic C–O bond cleavage in a β-O-4 lignin model through intermolecular hydrogen transfer

Ahsan Usman, Muhammad,Naeem, Maham,Saeed, Muhammad,Zaheer, Muhammad

, (2021/03/22)

A base-free and redox neutral approach for the selective breaking of aryl ether bond (C–O) contained by a lignin model compound mimicking a β-O-4 linkage is reported. A palladium loaded metal-organic framework (MOF) was used as a catalyst for this purpose. The reaction proceeds through dehydrogenation of benzylic alcohol moiety followed by the hydrogenolysis of the ether bonds. Therefore, no external hydrogen source is required for the reaction to take place.

Nickel-Mediated Photoreductive Cross Coupling of Carboxylic Acid Derivatives for Ketone Synthesis**

Brauer, Jan,Quraishi, Elisabeth,Kammer, Lisa Marie,Opatz, Till

, p. 18168 - 18174 (2021/11/30)

A simple visible light photochemical, nickel-catalyzed synthesis of ketones from carboxylic acid-derived precursors is presented. Hantzsch ester (HE) functions as a cheap, green and strong photoreductant to facilitate radical generation and also engages in the Ni-catalytic cycle to restore the reactive species. With this dual role, HE allows for the coupling of a large variety of radicals (1°,2°, benzylic, α-oxy & α-amino) with aroyl and alkanoyl moieties, a new feature in reactions of this type. With both precursors deriving from abundant carboxylic acids, this protocol is a welcome addition to the organic chemistry toolbox. The reaction proceeds under mild conditions without the need for toxic metal reagents or bases and shows a wide scope, including pharmaceuticals and complex molecular architectures.

Mild selective oxidative cleavage of lignin C-C bonds over a copper catalyst in water

Hu, Yuzhen,Li, Song,Ma, Longlong,Wang, Chenguang,Yan, Long,Zhang, Qi,Zhang, Xinghua,Zhao, Xuelai

supporting information, p. 7030 - 7040 (2021/09/28)

The conversion of lignin into aromatics as commodity chemicals and high-quality fuels is a highly desirable goal for biorefineries. However, the presence of robust inter-unit carbon-carbon (C-C) bonds in natural lignin seriously impedes this process. Herein, for the first time, we report the selective cleavage of C-C bonds in β-O-4 and β-1 linkages catalyzed by cheap copper and a base to yield aromatic acids and phenols in excellent yields in water at 30 °C under air without the need for additional complex ligands. Isotope-labeling experiments show that a base-mediated Cβ-H bond cleavage is the rate-determining step for Cα-Cβ bond cleavage. Density functional theory (DFT) calculations suggest that the oxidation of β-O-4 ketone to a key intermediate, i.e., a peroxide, by copper and O2 lowers the Cα-Cβ bond dissociation energy and facilitates its subsequent cleavage. In addition, the catalytic system could be successfully applied to the depolymerization of various authentic lignin feedstocks, affording excellent yields of aromatic compounds and high selectivity of a single monomer. This study offers the potential to economically produce aromatic chemicals from biomass.

Alkylation of monomeric, dimeric, and polymeric lignin models through carbon-hydrogen activation using Ru-catalyzed Murai reaction

Zuleta, Ernesto C.,Bozell, Joseph J.

, (2021/10/05)

In this study, we have assessed directed carbon-hydrogen activation (CHA) for alkylation of monomeric, dimeric, and polymeric lignin models using Murai's catalyst [RuH2(CO)(PPh3)3]. Based on related work from our laboratory showing that isolated organosolv lignin bears benzylic directing groups ideal for CHA reactions, this approach could offer new methodology for the valorization of biorefinery lignin. Monomeric and dimeric models bearing a keto group at the benzylic position undergo Ru-catalyzed alkylation in good to excellent yield. Similarly, models bearing a benzylic OH group also undergo alkylation via a tandem oxidation/alkylation process enabled by the Ru catalyst. Polymeric models show low levels of functionalization as a result of the poor solubility of the starting polymer. With unsymmetrical models, functionalization occurs first at the least sterically hindered ortho-site, but a subsequent alkylation, leading to disubstituted products can occur at the more sterically hindered site, leading to hexasubstituted arenes. The reaction shows sensitivity to free phenolic OH groups, which appears to reduce the yield in some reactions, and is also a contributing factor to the low yields observed with polymeric lignin models. Combining CHA methodology with lignin isolation technology able to introduce appropriate directing groups for catalytic functionalization will form the basis for improved conversion of lignin to high value chemical products.

1,3-Dibromo-5,5-dimethylhydantoin (DBH)/DMSO mediated oxidative difunctionalization of styrenes: Microfluidic synthesis of pentafluorophenoxy ketone

Xu, Jia,Hua, Jiawei,Bian, Mixue,Li, Yuguang,He, Wei,Yang, Zhao,Liu, Chengkou,Fang, Zheng,Guo, Kai

supporting information, (2021/02/27)

A practical and mild synthesis of pentafluorophenoxy ketone in a continuous flow microfluidic reactor has been developed through 1,3-Dibromo-5,5-dimethylhydantoin (DBH)/DMSO mediated oxidative coupling of styrenes with pentafluorophenol. Moreover, a series of pentafluorophenoxy ketone products were provided in moderate to good yields under metal-free conditions. A magnifying continuous flow system was erected to verify the appliance of this method.

Process route upstream and downstream products

Process route

2-phenoxy-1-phenylethanol
4249-72-3

2-phenoxy-1-phenylethanol

2-phenoxy-1-phenylethanone
721-04-0

2-phenoxy-1-phenylethanone

benzaldehyde
100-52-7

benzaldehyde

phenyl formate
1864-94-4

phenyl formate

benzoic acid
65-85-0,8013-63-6

benzoic acid

Conditions
Conditions Yield
With N-hydroxyphthalimide; oxygen; bis(acetylacetonato) oxovanadium(IV); In acetonitrile; at 25 - 40 ℃; for 6h; under 760.051 Torr; Irradiation; Sealed tube;
2-phenoxy-1-phenylethanol
4249-72-3

2-phenoxy-1-phenylethanol

2-phenoxy-1-phenylethanone
721-04-0

2-phenoxy-1-phenylethanone

benzaldehyde
100-52-7

benzaldehyde

phenyl formate
1864-94-4

phenyl formate

benzoic acid
65-85-0,8013-63-6

benzoic acid

Conditions
Conditions Yield
With oxygen; In acetonitrile; for 10h; under 760.051 Torr; Reagent/catalyst; Solvent; Irradiation;
7%
51%
30%
21%
2-phenoxy-1-phenylpropane-1, 3-diol
70110-65-5

2-phenoxy-1-phenylpropane-1, 3-diol

2-phenoxy-1-phenylethanone
721-04-0

2-phenoxy-1-phenylethanone

2-phenoxy-1-phenylethanol
4249-72-3

2-phenoxy-1-phenylethanol

benzaldehyde
100-52-7

benzaldehyde

acetophenone
98-86-2

acetophenone

1-phenyl-propan-1-one
93-55-0

1-phenyl-propan-1-one

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

benzyl alcohol

Conditions
Conditions Yield
carbonyl-bis(trifluoroacetato)bis(triphenylphosphino)ruthenium(II); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 175 ℃; for 6h; Product distribution / selectivity; vacuum-sealed tube;
20 %Spectr.
5 %Spectr.
5 %Spectr.
5 %Spectr.
10 %Spectr.
20 %Spectr.
2-phenoxy-1-phenylethanol
4249-72-3

2-phenoxy-1-phenylethanol

2-phenoxy-1-phenylethanone
721-04-0

2-phenoxy-1-phenylethanone

benzaldehyde
100-52-7

benzaldehyde

phenyl formate
1864-94-4

phenyl formate

Conditions
Conditions Yield
With oxygen; In acetonitrile; for 1h; under 760.051 Torr; Reagent/catalyst; Solvent; Irradiation;
2-phenoxy-1-phenylethanol
4249-72-3

2-phenoxy-1-phenylethanol

formic acid
64-18-6

formic acid

2-phenoxy-1-phenylethanone
721-04-0

2-phenoxy-1-phenylethanone

benzoic acid
65-85-0,8013-63-6

benzoic acid

Conditions
Conditions Yield
With (dipic)V(O)OiPr; In dimethylsulfoxide-d6; at 100 ℃; for 168h; Under air;
methanol
67-56-1

methanol

2-phenoxy-1-phenylethanol
4249-72-3

2-phenoxy-1-phenylethanol

methyl 2-oxo-2-phenylacetate
15206-55-0

methyl 2-oxo-2-phenylacetate

2-phenoxy-1-phenylethanone
721-04-0

2-phenoxy-1-phenylethanone

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

benzoic acid
65-85-0,8013-63-6

benzoic acid

Conditions
Conditions Yield
With oxygen; at 179.84 ℃; for 4h; under 7500.75 Torr; Autoclave;
45.1%
15.4%
14.9%
14.6%
7.1%
With oxygen; at 179.84 ℃; for 4h; under 7500.75 Torr; Autoclave;
26.2%
25.1%
17.4%
14.6%
6.7%
methanol
67-56-1

methanol

2-phenoxy-1-phenylethanol
4249-72-3

2-phenoxy-1-phenylethanol

benzoic acid methyl ester
93-58-3,5705-52-2,80226-58-0

benzoic acid methyl ester

2-phenoxy-1-phenylethanone
721-04-0

2-phenoxy-1-phenylethanone

benzoic acid
65-85-0,8013-63-6

benzoic acid

Conditions
Conditions Yield
With oxygen; at 179.84 ℃; for 4h; under 7500.75 Torr; Autoclave;
24.6%
21.2%
18%
9.5%
With oxygen; at 179.84 ℃; for 4h; under 750.075 Torr; Autoclave;
15.1%
8.3%
5.5%
5.1%
2-phenoxy-1-phenylethanol
4249-72-3

2-phenoxy-1-phenylethanol

2-phenoxy-1-phenylethanone
721-04-0

2-phenoxy-1-phenylethanone

methoxybenzene
100-66-3

methoxybenzene

benzoic acid
65-85-0,8013-63-6

benzoic acid

Conditions
Conditions Yield
With tert.-butylhydroperoxide; In water; at 120 ℃; for 24h; Time;
45.3 %Chromat.
18.3 %Chromat.
18.3 %Chromat.
10.7 %Chromat.
2-phenoxy-1-phenylethanol
4249-72-3

2-phenoxy-1-phenylethanol

2-phenoxy-1-phenylethanone
721-04-0

2-phenoxy-1-phenylethanone

benzoic acid
65-85-0,8013-63-6

benzoic acid

Conditions
Conditions Yield
With PdNi4; In water; at 130 ℃; for 6h;
10 %Chromat.
methanol
67-56-1

methanol

2-phenoxy-1-phenylethanol
4249-72-3

2-phenoxy-1-phenylethanol

benzoic acid methyl ester
93-58-3,5705-52-2,80226-58-0

benzoic acid methyl ester

2-phenoxy-1-phenylethanone
721-04-0

2-phenoxy-1-phenylethanone

Conditions
Conditions Yield
With oxygen; at 179.84 ℃; for 4h; under 7500.75 Torr; Autoclave;
45.3%
31.4%
20.8%

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