2- Hydroxy-2-phenylacetophenone

Benzil. Ben il [134-81-6] (diphenylethanedione) is a yellow soHd that crystallines from alcohol in hexagonal prisms. Ben nil can be prepared by the oxidation of bennoin [579-44-2] (2-hydroxy-2-phenylacetophenone) (298,299), which is itself prepared by the self-condensation of bennaldehyde (300). Ben nil is commercially produced in Japan and is used as a uv resin curing sensitizer (301). It has also been suggested as a chigger repeUant (302). 

Benzoin, [119-53-9] 2-hydroxy-2-phenylacetophenone, CgH CH(OH)COCgH (mp, 133—137°C bp, 343—344°C at 101.3 kPa), is formed by the self-condensation of benzaldehyde in the presence of potassium cyanide. It is used on a small scale as a polymerization catalyst in polyester resin manufacture. 

Redox initiators have been proposed. The initiation system is composed from iron sulfate, dibenzoyl peroxide, and a reductant. Of the latter, hydroxyacetone, 2-hydroxy-2-phenylacetophenone, ascorbic palmitate, and toluene sulfinic acid are among the most economical. The reaction conditions are such that the cyclic oxida-... 

Hydroxy-2-nitrobenzaldehyde, 2688 4-Hydroxy-3-nitrobenzenesulfonyl chloride, 2139 2-Hydroxy-6-nitro-1 -naphthalenediazonium-4-sulfonate, 3234 2-Hydroxy-2-phenylacetophenone, Benzoin, see 2-Hydroxy-1,2-diphenyletha-... 

Phenylacetophenone has been reduced to ( )-stilbene using elemental sulfur in HMPA at elevated temperatures (Scheme 2) Since (Z)-stilbene is rapidly converted into the ( )-isomer under the reaction conditions, it is unclear whether (Z)-stilbene forms flrst and then isomerizes to the more stable ( )-isomer or whether ( )-stilbene forms directly. These conditions were also found to convert 2-hydroxy-2-phenylacetophenone into ( )-stilbene. 

Benzoin (2-hydroxy-2-phenylacetophenone) [119-53-9] M 212.3, m 137 . Crystd from CCI4, hot EtOH (8mL/g), or 50% acetic acid. Crystd from high purity benzene, then twice from high purity MeOH, to remove fluorescent impurities [Elliott and Radley Anal Chem 33 1623 1961]. Sublimes. 

Benzoin Oxime. 2-Hydroxy-l,2-diphenyiethanone Mime 2-hydroxy -2-phenylacetophenone oxime. C Hts-NOji mol wt 227.25. C 73.99%, H 5.76%, N 6.16%, O 14.08%. Two isomers occor a or anti and /S or syn. Both have been prepd from benzoin and hydroxyl amine hydrochloride. Prepn of a-form Werner, Detscheff, Ber. 38, 69 (1905) F. J. Welcher, Organic Analytical Reagents vol. Ill (Van Nosttand, New York, 1947) pp 239-251. Prepn of 3-form Werner, Detscheff, loc. cit, Configuration of a - and Worms Meisenheimer, Meis, Ber. 57, 289 (1924). 

Beilstein Handbook Reference) Aceto-phenone, 2-hydroxy-2-phenyl- AI3-00851 Benzoin )-Benzoin Benzoin extract (resinoid) Benzoylphenyl-carbinol Bitter-almond-oil camphor BRN 0391839 CCRIS 75 CCRIS 6696 EINECS 204-331-3 EINECS 209-441-5 Ethanone, 2-hydroxy-1,2-diphenyl- FEMA No, 2132 Fenyl-a-hydroxybenzylketon HSDB 384 2-Hydroxy-2-phenylacetophenone 2-Hydroxy-1,2-di-phenylethanone 1)-2-Hydroxy-1,2-diphenylethan-1-one a-Hydroxy-a-... 

Synonyms Benzoylphenylcarbinol Bitter almond oil camphor Ethanone, 2-hydroxy-1,2-dlphenyl- a-Hydroxybenzyl phenyl ketone 2-Hydroxy-1,2-dlphenylethanone 2-Hydroxy-2-phenylacetophenone a-Hydroxy-a-phenylacetophenone Ketone, a-hydroxybenzyl phenyl Classification Aromatic org. compd. 

Benzoin (2-hydroxy-2-phenylacetophenone) condenses with guanidino compounds to form 2-substituted amino-4,5-diphenylimidazoles [383]. These imidazoles are suitable for chromatographic separation and determination by fluorescence measurement (excitation at 325 nm, emission at 425 nm). 

Molybdenum(VI) dioxo complexes have also been used for the catalytic conversion of 1,2-diphenylhydrazine to azobenzene (795), and the oxidation of 2-hydroxy-2-phenylacetophenone (benzoin) to benzil (1025). In the latter, however, the reaction is rapidly deactivated as the catalyst [Mo02(S2CNEt2)2] is converted into the inactive molybdenum(V) dimer, [MoO(p-0)(S2CNEt2)]2-Attempts to oxidize aldehydes using these catalysts have generally been unsuccessful (795). 

Hydroxynicotinic acid, hi 76 a-Hydroxy-a -phenylacetophenone, b46 3-(p-Hydroxyphenyl)alanine, t437... 

The synthetic applications of acyllithiums, generated by reaction of organolithium compounds with carbon monoxide, by treatment with electrophiles started when Nudelman and coworkers found that phenyllithium reacted with carbon monoxide in the presence of alkyl bromides to yield diphenylalkylcarbinols24,27. a-Hydroxy-a-phenylacetophenone was also obtained resulting from the dimerization of the carbene intermediate of type 3. In the absence of electrophiles a,a-diphenylacetophenone was obtained in 94% yield, attributed to the dimerization of the corresponding aroyl anion radical28. 

FENYL-a-HYDROXYBENZYLKETON a-HYDR-OXYBENZYLPHENTL KETONE a-HYDROXY-o-PHENYLACETOPHENONE 2-HYDROXY-2-PHENYH ACETOPHENONE KETONE, O-HYDROXYBENZYL PHENYL NCI-C50011 WY-42956... 

For a comparison the interaction of the initiators 2,2-dimethoxy-2-phenylacetophenone (DMPA), (2-hydroxy-2-propyl)phenone la (bothnon-coreactive) and the epoxide If with silica was also investigated.Silica was treated with 0.5 weight equivalent of these compounds in the same manner as previously described for the silanes Id,e. Ihe resulting materials were analyzed by e.a. (Table III). The results of e.a. are primarily given as percent carbon because the structure of the organic species on silica is not absolutely clear (a trihydroxy compound is assumed as derivative of If). 

Benzophenone p-Chlorobenzophenone 2,2-Dimethoxy-2-phenylacetophenone 1 -Hydroxycyclohexyl phenyl ketone 2-Hydroxy-[4 -(2-hydroxyethoxy) phenyl]-2-methyl propanone... 

Obtained by reaction of benzyl chloride with 4-hydroxy-3-phenylacetophenone in the presence of potassium hydroxide in refluxing methanol (88%) [4184]. 

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