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103-79-7 Usage


Phenylacetone (exempt preparation) (Item No. 16444) is an analytical reference standard categorized as a precursor in the synthesis of amphetamine and methamphetamine. Phenylacetone is regulated as a Schedule II compound in the United States. Phenylacetone (exempt preparation) (Item No. 16444) is provided as a DEA exempt preparation. This product is intended for research and forensic applications.

Chemical Properties

clear yellow liquid


Different sources of media describe the Uses of 103-79-7 differently. You can refer to the following data:
1. A metabolite of Lisdexamfetamine dimesylate.
2. In organic synthesis; production of benzyl radicals by photolysis.


ChEBI: A propanone that is propan-2-one substituted by a phenyl group at position 1.

Check Digit Verification of cas no

The CAS Registry Mumber 103-79-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 3 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 103-79:
37 % 10 = 7
So 103-79-7 is a valid CAS Registry Number.



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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017


1.1 GHS Product identifier

Product name phenylacetone

1.2 Other means of identification

Product number -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
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:103-79-7 SDS

103-79-7Relevant articles and documents

Ferrous Ion Catalysis of Reactions of Nucleophiles with Aryl Halides

Galli, Carlo,Bunnett, J. F.

, p. 3041 - 3042 (1984)

Reactions of ketone enolate ions and of diethyl phosphite ion with bromo- and iodobenzene in ammonia or dimethyl sulfoxide solution occur in preparatively useful amounts under catalysis by iron(II) salts, apparently via the SRN1 mechanism.


Kosugi, Masanori,Suzuki, Mikio,Hagiwara, Isao,Goto, Katsuhisa,Saitoh, Kyoko,et al.

, p. 939 - 940 (1982)

The reaction of acetonyltributyltin, prepared from tributyltin methoxide and isopropenyl acetate in situ, with aryl bromide in the presence of a catalytic amount of PdCl2(o-tolyl3P)2 was found to give arylacetones in good yields.



, p. 3740,3742-3743 (1975)


A novel chromium trioxide catalyzed oxidation of primary alcohols to the carboxylic acids

Zhao, Mangzhu,Li, Jing,Song, Zhiguo,Desmond, Richard,Tschaen, David M.,Grabowski, Edward J. J.,Reider, Paul J.

, p. 5323 - 5326 (1998)

A novel CrO3 catalyzed oxidation of primary alcohols to the carboxylic acids is reported. The oxidation proceeds smoothly with only 1-2 mol % of CrO3 and 2.5 equivalents of H3IO6 in wet MeCN to give the carboxylic acids in excellent yield. No significant racemization is observed for alcohols with adjacent chiral centers. Secondary alcohols are cleanly oxidized to ketones.



, p. 4948,4951 (1957)




, p. 227 (1968)


One-pot oxidation of aromatic and cyclic hydrocarbons using the Au (III) and Pd (II) catalyst under microwave irradiation

Srivastava, Manish,Srivastava, Anamika,Goyal, Ashu,Mishra, Aakanksha,Tomer, Preeti,Dwivedi, Jaya,Kishore

, (2017)

We report here in highly efficient one-pot catalytic system which utilizes in situ generated sodium ferrate for the oxidation of aromatic and cyclic hydrocarbons in the presence of Au (III) and Pd (II) metal ions catalyst under ecofriendly green synthetic method. Results of these studies revealed that Au (III) catalytic system gave higher yield as compared with Pd (II) catalytic system because of the higher electrode potential of Au(III) than Pd(II). All compounds were characterized by infrared and NMR spectral analysis. Copyright

Bismuth(III) oxide perchlorate promoted rearrangement of epoxides to aldehydes and ketones

Anderson, Andrew M.,Blazek, Jesse M.,Garg, Parie,Payne, Brian J.,Mohan, Ram S.

, p. 1527 - 1530 (2000)

Aryl-substituted epoxides and aliphatic epoxides with a tertiary epoxide carbon undergo smooth rearrangement in the presence of 10-50 mol% bismuth(III) oxide perchlorate, BiOClO4·XH2O, to give carbonyl compounds. The rearrangement is regioselective with aryl substituted epoxides and a single carbonyl compound arising from cleavage of benzylic C-O bond is formed. BiOClO4·XH2O is relatively non-toxic, insensitive to air and inexpensive, making this catalyst an attractive alternative to more corrosive and toxic Lewis acids such as BF3·Et2O or INCl3 currently used to effect epoxide rearrangements. (C) 2000 Elsevier Science Ltd.

Alcohol oxidation via recyclable hydrophobic ionic liquid-supported IBX

Koguchi, Shinichi,Mihoya, Aya,Mimura, Minato

, p. 7633 - 7637 (2016)

The first ionic hydrophobic liquid-supported 1-hydroxy-1,2-benziodoxole-3(1H)-one-1-oxide (IBX) reagent was prepared for oxidizing alcohols. In this study, a hydrophobic ionic liquid-supported IBX reagent was synthesized and described. This hydrophobic ionic liquid-supported IBX reagent was able to be recovered and used in a recyclable reaction system by re-oxidation and washing.

Silica-supported HgSO4/H2SO4: A convenient reagent for the hydration of alkynes under mild conditions

Mello, Rossella,Alcalde-Aragonés, Ana,González-Nú?ez, María Elena

, p. 4281 - 4283 (2010)

The silica-supported aqueous-phase catalyst (SAPC) approach has proven convenient for efficiently performing the hydration of alkynes with HgSO 4/H2SO4 to give the corresponding carbonyl compounds in dichloromethane under mild conditions. The use of this solid reagent significantly improves the reaction work-up as it merely involves filtering and evaporating the solvent.



, (1907)




, p. 311,322 (1975)


Solvent-free oxidation of alcohols by t-butyl hydroperoxide catalyzed by water-soluble copper complex

Ferguson, Gabriel,Ajjou, Abdelaziz Nait

, p. 9139 - 9142 (2003)

The catalytic system composed of CuCl2 and 2,2'-biquinoline-4,4'-dicarboxylic acid dipotassium salt (BQC), was found to be highly efficient for the selective oxidation of secondary benzylic, allylic and propargylic alcohols to the corresponding ketones, with aqueous t-butyl hydroperoxide under phase-transfer catalysis conditions. The catalytic system is stable and can be recycled and reused several times without loss of activity.

On the Mechanism of the Baeyer-Villiger Oxidation of Ketones by Bis(trimethylsilyl) Peroxomonosulfate. Intermediacy of Dioxiranes

Camporeale, Michele,Fiorani, Tiziana,Troisi, Luigino,Adam, Waldemar,Curci, Ruggero,Edwards, John O.

, p. 93 - 98 (1990)

The Baeyer-Villiger oxidation of cyclohexanone (2a) and of acetophenone (2b) by bis(trimethylsilyl)peroxomonosulfate (1) has been reinvestigated using (18)O-labeling techniques.Starting with doubly labeled Me3Si(18)O(18)OSO3SiMe3, mass spectrometric analyses allowed determination of the amount of label appearing in the carbonyl and the OR moiety of the ester (or of the lactone).It has been observed that 2a also promotes the decomposition of 1 to yield oxygen gas, which was analyzed for its (18)O content.Furthermore, ketones 2a, 4-heptanone, and acetone were foundto enhance significantly the rate of oxidation of 1-methylcyclohexene (10) and of trans-β-methylstyrene (13) by 1, yielding 2-methylcyclohexanone (12) and 1-phenylpropanone (15) derived from the isomerization of the initially formed epoxides.These observations, most notably the (18)O-tracer results, point to a mechanism involving the intermediacy of dioxiranes as the prevailing pathway.

Preparation of cyclopropanediol: Novel [2 + 1] cycloaddition reaction of bis(iodozincio)methane with 1,2-diketones [27]


, p. 12047 - 12048 (2000)


Efficient aerial oxidation of different types of alcohols using ZnO nanoparticle–MnCO3-graphene oxide composites

Adil, Syed Farooq,Assal, Mohamed E.,Shaik, Mohammed Rafi,Kuniyil, Mufsir,Hashmi, Azhar,Khan, Mujeeb,Khan, Aslam,Tahir, Muhammad Nawaz,Al-Warthan, Abdulrahman,Siddiqui, Mohammed Rafiq H.

, (2020)

Graphene–metal nanocomposites have been found to remarkably enhance the catalytic performance of metal nanoparticle-based catalysts. In continuation of our previous report, in which highly reduced graphene oxide (HRG)-based nanocomposites were synthesized and evaluated, we present nanocomposites of graphene oxide (GRO) and ZnO nanoparticle-doped MnCO3 ([ZnO–MnCO3/(1%)GRO]) synthesized via a facile, straightforward co-precipitation technique. Interestingly, it was noticed that the incorporation of GRO in the catalytic system could noticeably improve the catalytic efficiency compared to a catalyst (ZnO–MnCO3) without GRO, for aerial oxidation of benzyl alcohol (BzOH) employing O2 as a nature-friendly oxidant under base-free conditions. The impacts of various reaction factors were thoroughly explored to optimize reaction conditions using oxidation of BzOH to benzaldehyde (BzH) as a model substrate. The catalysts were characterized using X-ray diffraction, thermogravimetric analysis, Fourier transform infrared spectroscopy, field-emission scanning electron microscopy, Energy dispersive X-ray spectroscopy (EDX), Brunauer-Emmett-Teller (BET), and Raman spectroscopy. The (1%)ZnO–MnCO3/(1%)GRO exhibited significant specific activity (67 mmol.g?1.hr?1) with full convversion of BzOH and >99% BzH selectivity within just 6 min. The catalytic efficiency of the (1%)ZnO–MnCO3/(1%)GRO nanocomposite was significantly better than the (1%)ZnO–MnCO3/(1%)HRG and (1%)ZnO–MnCO3 catalysts, presumably due to the existence of oxygen-possessing groups on the GRO surface and as well as a very high surface area that could have been instrumental in uniformly dispersing the active sites of the catalyst, i.e., ZnO–MnCO3. Under optimum circumstances, various kinds of alcohols were selectively transformed to respective carbonyls with full convertibility over the (1%)ZnO–MnCO3/(1%)GRO catalyst. Furthermore, the highly effective (1%)ZnO–MnCO3/(1%)GRO catalyst could be successfully reused and recycled over five consecutive runs with a marginal reduction in its performance and selectivity.

The flavoprotein-catalyzed reduction of aliphatic nitro-compounds represents a biocatalytic equivalent to the Nef-reaction

Durchschein, Katharina,Ferreira-Da Silva, Bianca,Wallner, Silvia,MacHeroux, Peter,Kroutil, Wolfgang,Glueck, Silvia Maria,Faber, Kurt

, p. 616 - 619 (2010)

The bioreduction of aliphatic sec-nitro compounds catalyzed by purified flavoproteins from the old-yellow-enzyme family unexpectedly furnished the corresponding carbonyl compounds instead of the expected amines and thus represents a biocatalytic equivalent to the Nef-reaction. The pathway was shown to proceed via initial reduction of the nitro-group to yield the nitroso-derivative, which spontaneously tautomerized to yield the more stable oxime, which was enzymatically reduced in a second step to furnish a hydrolytically unstable imine-species, which spontaneously hydrolyzed to finally give a carbonyl compound and ammonia.


Trost,B.M. et al.

, p. 438 - 440 (1975)


Efficient synthesis of enantiopure amines from alcohols using resting: E. coli cells and ammonia

Houwman, Joseline A.,Knaus, Tanja,Costa, Magda,Mutti, Francesco G.

, p. 3846 - 3857 (2019)

α-Chiral amines are pivotal building blocks for chemical manufacturing. Stereoselective amination of alcohols is receiving increased interest due to its higher atom-efficiency and overall improved environmental footprint compared with other chemocatalytic and biocatalytic methods. We previously developed a hydrogen-borrowing amination by combining an alcohol dehydrogenase (ADH) with an amine dehydrogenase (AmDH) in vitro. Herein, we implemented the ADH-AmDH bioamination in resting Escherichia coli cells for the first time. Different genetic constructs were created and tested in order to obtain balanced expression levels of the dehydrogenase enzymes in E. coli. Using the optimized constructs, the influence of several parameters towards the productivity of the system were investigated such as the intracellular NAD+/NADH redox balance, the cell loading, the survival rate of recombinant E. coli cells, the possible toxicity of the components of the reaction at different concentrations and the influence of different substrates and cosolvents. In particular, the cofactor redox-balance for the bioamination was maintained by the addition of moderate and precise amounts of glucose. Higher concentrations of certain amine products resulted in toxicity and cell death, which could be alleviated by the addition of a co-solvent. Notably, amine formation was consistent using several independently grown E. coli batches. The optimized E. coli/ADH-AmDH strains produced enantiopure amines from the alcohols with up to 80% conversion and a molar productivity up to 15 mM. Practical applicability was demonstrated in a gram-scale biotransformation. In summary, the present E. coli-ADH-AmDH system represents an important advancement towards the development of 'green', efficient and selective biocatalytic processes for the amination of alcohols.

Metalloporphyrin as an efficient catalyst in the regioselective isomerization of epoxides to carbonyl compounds

Takanami, Toshikatsu,Hirabe, Rina,Ueno, Masayoshi,Hino, Fumio,Suda, Kohji

, p. 1031 - 1032 (1996)

Regioselective ring-opening isomerization of epoxides to carbonyl compounds can effectively be catalyzed by iron (III) tetraphenylporphyrin, Fe(tpp)ClO4.

Selective Wacker-type oxidation of terminal alkenes and dienes using the Pd(II)/molybdovanadophosphate (NPMoV)/O2 system

Yokota, Takahiro,Sakakura, Aki,Tani, Masayuki,Sakaguchi, Satoshi,Ishii, Yasutaka

, p. 8887 - 8891 (2002)

Selective Wacker-type oxidation of long-chain terminal alkenes to methylketones was successfully achieved by using Pd(OAc)2/molybdovanadophosphate (NPMoV)/O2 system. The selectivity of the reaction increased by slow addition of the alkenes to the catalytic solution. The oxidation of α,ω-dienes was also examined, and the selectivity of the oxidation was found to depend on the chain length of the dienes used.



, p. 6889 (1968)



Mukaiyama,T. et al.

, p. 3787 - 3790 (1968)



Pelter, Andrew,Singaram, Saraswathi,Brown, Herbert

, p. 1433 - 1436 (1983)

Dimesitylborane, 1, is a readily available, solid, stable borane that is the most selective known reagent for the regioselective hydroboration of unsymmetrical alkynes.In addition all-alkynes are selectively hydroborated compared with even terminal alkenes.The hydroboration of alkenes with 1 is slow and sensitive to steric factors, thus giving promise of good selectivity between different types of alkene.



, p. 1622 (1940)


Highly ordered mesoporous hybrid silica functionalized with ionic liquid framework supported copper and its application in the oxidation of alcohols

Rajabi, Fatemeh,Bahrami, Nazli,Vessally, Esmail,Luque, Rafael

, (2021/10/27)

A highly ordered organic-inorganic hybrid nanomaterial containing copper N-heterocyclic carbene complex (Cu-NHC@Pyrm-OMS) was synthesized and characterized using various techniques including FTIR, MAS NMR, XRD, TGA, SEM, and TEM. Cu-NHC@Pyrm-OMS nanomaterial is highly efficient heterogeneous system towards the selective oxidation of primary and secondary alcohols to corresponding aldehydes and ketones under mild conditions. Moreover, the supported copper nanocatalyst exhibited outstanding stability and could be reused at least ten times, remaining almost unchanged from initial activity. This work has focused on sustainable and green chemistry that use recoverable nanocatalyst, clean oxidant and aqueous media.



, (2021/01/29)

The present invention relates to compounds of formula (I). The compounds may be used to modulate the acetyl coenzyme A synthetase short chain 2 (ACSS2) protein and may thereby treat, ameliorate or prevent a disease selected from cancer, bacterial infection, viral infection, parasitic infection, fungal infection, neurodegenerative disease, neurological disorder, cerebrovascular disease, cardiovascular disease, non- alcoholic fatty liver disease and obesity. Alternatively, or additionally, the compounds maybe used to promote healthy ageing.

2-Iodosylbenzoic acid activated by trifluoromethanesulfonic anhydride: Efficient oxidant and electrophilic reagent for preparation of iodonium salts

Huss, Christopher D.,Kitamura, Tsugio,Saito, Akio,Yoshimura, Akira,Zhdankin, Viktor V.

supporting information, p. 16434 - 16437 (2021/10/01)

2-Iodosylbenzoic acid in the presence of trifluoromethanesulfonic anhydride is an efficient oxidant and electrophilic reagent useful for preparation of the corresponding alkenyl and aryliodonium salts. Compared to the previously reported methods of electr