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2-Hydroxy-2-phenylacetophenone

Base Information Edit
  • Chemical Name:2-Hydroxy-2-phenylacetophenone
  • CAS No.:119-53-9
  • Deprecated CAS:579-44-2,9000-73-1,91845-21-5
  • Molecular Formula:C14H12O2
  • Molecular Weight:212.248
  • Hs Code.:2914.49
  • European Community (EC) Number:204-331-3,209-441-5,232-556-7
  • ICSC Number:1214
  • NSC Number:8082
  • UNII:L7J6A1NE81
  • DSSTox Substance ID:DTXSID1020144
  • Nikkaji Number:J52.646K,J20.621K
  • Wikipedia:Benzoin_(organic_compound)
  • Wikidata:Q426819
  • NCI Thesaurus Code:C77026
  • RXCUI:1406
  • Metabolomics Workbench ID:125293
  • ChEMBL ID:CHEMBL190677
  • Mol file:119-53-9.mol
2-Hydroxy-2-phenylacetophenone

Synonyms:(2R)-2-hydroxy-1,2-diphenyl-ethanone;Benzoylphenylcarbinol;Benzoin tincture;Bitter almond oil camphor;2-Hydroxy-1, 2-diphenylethanone;Acetophenone, 2-hydroxy-2-phenyl-;2-Hydroxy-2-phenylacetophenone;2-Hydroxy-1,2-diphenylethanone;Ethanone,2-hydroxy-1,2-diphenyl-;Phenyl-.alpha.-hydroxybenzyl ketone;(2S)-2-hydroxy-1,2-diphenyl-ethanone;Ketone, .alpha.-hydroxybenzyl phenyl;Anisoin;2-Hydroxy-1,2-diphenyl ethanone;

Suppliers and Price of 2-Hydroxy-2-phenylacetophenone
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • Benzoin
  • 10g
  • $ 175.00
  • TRC
  • Benzoin
  • 1g
  • $ 135.00
  • TRC
  • Benzoin
  • 50g
  • $ 235.00
  • TCI Chemical
  • Benzoin Zone Refined (number of passes:40) >99.0%(GC)
  • 1sample
  • $ 345.00
  • TCI Chemical
  • Benzoin >98.0%(GC)
  • 25g
  • $ 21.00
  • TCI Chemical
  • Benzoin >98.0%(GC)
  • 500g
  • $ 36.00
  • Sigma-Aldrich
  • Benzoin 98%
  • 500g
  • $ 75.20
  • Sigma-Aldrich
  • Benzoin purified by sublimation, ≥99.5%
  • 5g
  • $ 62.00
  • Sigma-Aldrich
  • Benzoin analytical standard
  • 100mg
  • $ 55.40
  • Sigma-Aldrich
  • Benzoin Benzoin for synthesis. CAS No. 119-53-9, EC Number 204-331-3., for synthesis
  • 8017760250
  • $ 33.50
Total 170 raw suppliers
Chemical Property of 2-Hydroxy-2-phenylacetophenone Edit
Chemical Property:
  • Appearance/Colour:light yellow powder or crystals with a camphor-like odour 
  • Vapor Pressure:2.78E-05mmHg at 25°C 
  • Melting Point:134-138 °C(lit.) 
  • Refractive Index:1.609 
  • Boiling Point:342.999 °C at 760 mmHg 
  • PKA:12.28±0.20(Predicted) 
  • Flash Point:154.813 °C 
  • PSA:37.30000 
  • Density:1.18 g/cm3 
  • LogP:2.60290 
  • Storage Temp.:2-8°C 
  • Sensitive.:Moisture Sensitive 
  • Solubility.:0.3g/l 
  • Water Solubility.:Soluble in chlorine. Slightly soluble in water, ethanol and ether. 
  • XLogP3:2.1
  • Hydrogen Bond Donor Count:1
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:3
  • Exact Mass:212.083729621
  • Heavy Atom Count:16
  • Complexity:225
Purity/Quality:

99% *data from raw suppliers

Benzoin *data from reagent suppliers

Safty Information:
  • Pictogram(s): HarmfulXn 
  • Hazard Codes:Xn 
  • Statements: 20/21/22-36/37/38 
  • Safety Statements: 24/25-36-26 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Other Classes -> Other Aromatic Compounds
  • Canonical SMILES:C1=CC=C(C=C1)C(C(=O)C2=CC=CC=C2)O
  • Inhalation Risk:Evaporation at 20 °C is negligible; a nuisance-causing concentration of airborne particles can, however, be reached quickly.
  • Effects of Short Term Exposure:May cause mechanical irritation.
  • Uses Benzoin is used as a flavor, antiseptic and photopolymerization catalyst. It is also used as a raw material in organic syntheses. It serves as a precursor to benzil, which is a photoinitiator. Further, it is used as degassing agent for powder coatings. In addition to this, it is used as an additive and in powder coating to remove the pinhole phenomenon. Degassing for powder coatings benzoin is a fragrant essential oil with bactericidal, anti-irritation, and anti-itching properties. It is considered a good ingredient for reducing skin redness and is a preservative of fats. Although its primary constituent is benzoic acid, it also contains canillin and an oily aromatic liquid. This balsamic resin is extracted by cutting deeply into the trunks of trees that grow primarily in Indonesia and Thailand.
Technology Process of 2-Hydroxy-2-phenylacetophenone

There total 495 articles about 2-Hydroxy-2-phenylacetophenone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With 4-methylmorpholine N-oxide; polyaniline-supported Os; In water; acetone; acetonitrile; at 20 ℃; for 3h;
DOI:10.1002/adsc.200606077
Guidance literature:
With tetra-n-butylammonium cyanide; In tetrahydrofuran; for 1h; Ambient temperature;
DOI:10.1248/cpb.46.6
Refernces Edit

Coordination modes of 2-mercaptonicotinic acid: Synthesis and crystal structures of palladium(II), platinum(II), rhenium(III) and molybdenum(VI) complexes

10.1039/b206101e

The study focuses on the synthesis and crystal structures of complexes involving 2-mercaptonicotinic acid (HnicSH) with palladium(II), platinum(II), rhenium(III), and molybdenum(VI) and (V). The chemicals used include 2-mercaptonicotinic acid, Pd(II), Pt(II), Re(III), Mo(VI), and Mo(V) salts, as well as ligands like PPh3 (triphenylphosphine) and bipy (2,2'-bipyridine). These chemicals serve to form new complexes, which are characterized by vibrational spectroscopy and NMR. The study aims to understand the coordination modes of the ambidentate ligand HnicSH, which can involve either the sulfur or nitrogen atoms in coordination with the metal centers. The complexes were found to exhibit different coordination modes, such as monodentate (S) and chelating (N,S), and were further investigated for their potential in oxygen atom transfer reactions, with the molybdenum complex showing catalytic activity towards the oxidation of benzoin and PPh3 with dmso.

A greener route for the one-pot synthesis of 1,2,4,5-tetraarylated imidazoles

10.1007/s00706-012-0724-6

The research aims to develop a greener and more efficient method for the one-pot synthesis of 1,2,4,5-tetraarylated imidazoles, which are important compounds found in natural products and pharmacologically active compounds with various therapeutic properties. The study introduces the use of anhydrous FePO4 (iron(III) phosphate) as a catalyst for the four-component condensation of benzil (or benzoin), aldehydes, amines, and ammonium acetate in refluxing ethanol. The purpose of this research is to overcome the disadvantages of previous methods, such as the use of expensive reagents, longer reaction times, and the generation of toxic waste. The conclusions drawn from the study highlight the efficiency of the new method, which not only yields excellent results but also avoids the problems associated with catalyst cost, handling, safety, and pollution. The chemicals used in the process include benzil or benzoin, aromatic aldehydes, aniline, ammonium acetate, and FePO4 as the catalyst. The research demonstrates that FePO4 is an eco-friendly, reusable, recyclable, and commercially available catalyst that simplifies the isolation and purification of the products through simple washing and crystallization of the crude products.

The Relative Reactivity of Methylmagnesium Chloride and Dimethylmagnesium

10.1021/ja01874a043

The study investigates the relative reactivities of methylmagnesium chloride and dimethylmagnesium, focusing on their interactions with various carbonyl compounds in different solvents. Methylmagnesium chloride and dimethylmagnesium are the primary reagents used, with dioxane and isoamyl ether serving as solvents. The researchers found that dimethylmagnesium exhibits a preference for reacting with hydroxyl groups over carbonyl groups, forming ene-diol magnesium salts and resulting in less reactivity toward carbonyl functions compared to methylmagnesium chloride. This was demonstrated through reactions with benzoin, acetophenone, desoxybenzoin, and diphenylacetophenone, where dimethylmagnesium showed lower yields and incomplete reactions. The study also highlights the influence of solvents on reaction outcomes and suggests that the presence of dioxane does not alter the reaction course significantly.

Acid-Promoted Cross-Dehydrative Aromatization for the Synthesis of Tetraaryl-Substituted Pyrroles

10.1021/acs.orglett.5b03240

The research aims to develop an efficient and straightforward method for synthesizing tetraaryl-substituted pyrroles, which are important luminophores with potential applications in organic electronic devices. Benzoin is a suitable precursor of desoxybenzoin and plays a crucial role in the acid-promoted cross-dehydrative aromatization reaction to synthesize tetraaryl-substituted pyrroles. The study introduces an acid-promoted cross-dehydrative aromatization reaction between benzoin and deoxybenzion, using acetic acid and ammonium acetate as key reagents. This transformation allows for the synthesis of various aryl group substituted tetraarylpyrroles with good to excellent yields. The researchers found that both electron-donating and electron-withdrawing substituents on the benzene ring of benzoin were well tolerated, and functional groups such as cyano and halogens were also compatible. The method was further extended to synthesize tetraaryl-substituted pyrroles with four different aromatic substituents. The study concludes that this approach provides a facile and highly efficient pathway for constructing unsymmetrical tetraaryl-substituted pyrroles, with potential for further functionalization and modification, such as N-alkylation and N-borylation, to enhance their photovoltaic properties.

Biotransformation of benzoin by Sphingomonas sp. LK11 and ameliorative effects on growth of Cucumis sativus

10.1007/s00203-019-01623-1

The research investigates the biotransformation of benzoin to benzamide by the plant endophyte Sphingomonas sp. LK11 and its effects on the growth and stress tolerance of Cucumis sativus (cucumber). The study found that Sphingomonas sp. LK11 can convert benzoin to benzamide, which acts as an abiotic stress agent when applied to cucumber plants, reducing their agronomic potential. However, when the plants were inoculated with Sphingomonas sp. LK11 along with benzamide, the negative effects were mitigated, and the plants' growth and stress tolerance were improved. The inoculated plants showed higher levels of chlorophyll b and carotenoids, indicating enhanced photosynthetic capacity and stress tolerance. The study also revealed that Sphingomonas sp. LK11 could regulate oxidative stress by reducing the levels of peroxidase, catalase, and glutathione peroxidase in benzamide-treated plants. The findings suggest that Sphingomonas sp. LK11 has potential for plant growth promotion and stress tolerance through its biotransformation capabilities and its ability to modulate plant physiological processes.

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