Welcome to LookChem.com Sign In|Join Free

CAS

  • or
PHENYLGLYOXAL is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

1074-12-0

Post Buying Request

1074-12-0 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

1074-12-0 Usage

Chemical Properties

white to light yellow powder

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 830, 1988 DOI: 10.1021/jo00239a027Tetrahedron Letters, 27, p. 5139, 1986 DOI: 10.1016/S0040-4039(00)85154-0

Enzyme inhibitor

This commercially available peptide/protein-modifying reagent (FW = 134.13 g/mol; CAS 1074-12-0), occasionally called benzoylformaldehyde, is a mild oxidant that reacts covalently with guanidinium groups at pH ~ 7, consuming two moles of reagent per mole of reactive arginyl residue. Modified guanidinium groups are relatively stable below pH 4; however, the original guanidinium group is slowly regenerated at neutral or alkaline pH. Upon prolonged incubation with phenylglyoxal, a-amino groups may also be modified. See also Glyoxal; 4-Hydroxyphenylglyoxal; etc. Target(s): To date, over 240 enzymes are inhibited by phenylglyoxal

Check Digit Verification of cas no

The CAS Registry Mumber 1074-12-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,7 and 4 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1074-12:
(6*1)+(5*0)+(4*7)+(3*4)+(2*1)+(1*2)=50
50 % 10 = 0
So 1074-12-0 is a valid CAS Registry Number.
InChI:InChI=1/C8H6O2.H2O/c9-6-8(10)7-4-2-1-3-5-7;/h1-6H;1H2

1074-12-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name PHENYLGLYOXAL

1.2 Other means of identification

Product number -
Other names 2-Oxo-2-phenylacetaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:1074-12-0 SDS

1074-12-0Related news

Mild gold-catalyzed aerobic dehydrogenative coupling of amines and PHENYLGLYOXAL (cas 1074-12-0) derivatives08/02/2019

A simple and efficient gold-catalyzed coupling of secondary amine with phenylglyoxal derivatives has been developed, which provides a practical synthetic strategy for the synthesis of substituted α-ketoamides under mild reaction conditions.detailed

1074-12-0Relevant articles and documents

Palladium/benzoquinone-catalyzed electrochemical oxidation of alcohols under anaerobic conditions

Amatore, Christian,Cammoun, Chama,Jutand, Anny

, p. 2173 - 2178 (2007)

Primary and secondary alcohols are oxidized to aldehydes and ketones, respectively, under anaerobic conditions in DMF at 80°C, in the presence of a base and catalytic amounts of Pd(OAc)2 and p-benzoquinone. The latter oxidizes the transient Pd(0) formed in the catalytic cycle to Pd(II) and p-hydroquinone is re-oxidized electrochemically. Georg Thieme Verlag Stuttgart.

Arylacetylenes as two-carbon synthons: Synthesis of eight-membered rings: Via CC bond cleavage

Zhao, Peng,Yu, Xiao-Xiao,Zhou, You,Huang, Chun,Wu, Yan-Dong,Zhu, Yan-Ping,Wu, An-Xin

, p. 12554 - 12557 (2020)

The first synthesis of eight-membered N-containing heterocycles by oxidative bicyclization/ring extension of arylacetylenes and aryl amines has been achieved. This protocol uses arylacetylene as an unusual two-carbon synthon by incorporating the two parts of the cracked CC bond into the final product, which provides a new method for using arylacetylenes as two-carbon synthons and further enriches CC bond cleavage methodology. Moreover, this multi-component reaction can provide diverse fused elegant eight-membered N-heterocycles under mild conditions with wide substrate scopes.

Four-component reaction of α-naphthol, an arylglyoxal, aniline and a dialkyl acetylenedicarboxylate: A Michael addition of enamines to α,β-unsaturated γ-dicarbonyl compounds

Mehrabi, Hossein,Fadaei, Mohadeseh,Zadeh, Ashrafosadat Beheshti

, p. 640 - 642 (2016)

Seven new tetracyclic diesters [dialkyl 1-Anilino-4-Aryl-3-(1-hydroxynaphthalen-2-yl)-4-oxobut-1-ene-1,2-dicarboxylates] have been prepared in good yield by a one-pot four-component reaction between enamine intermediates (as Michael donors) generated from aniline and a dialkyl acetylenedicarboxylate and α,β-unsaturated β-dicarbonyl intermediates (as Michael acceptors) generated fromα-naphthol and an arylglyoxal without using a catalyst in ethanol at reflux conditions.

Regioselective oxidative cross-coupling of benzo[d] imidazo[2,1- b] thiazoles with styrenes: A novel route to C3-dicarbonylation

Shaik, Siddiq Pasha,Sultana, Faria,Ravikumar,Sunkari, Satish,Alarifi, Abdullah,Kamal, Ahmed

, p. 7696 - 7704 (2017)

A novel I2 promoted, highly efficient metal-free and peroxide-free greener domino protocol for the C3-dicarbonylation of benzo[d]imidazo[2,1-b]thiazoles (IBTs) with styrenes has been developed via oxidative cleavage of the C(sp2)-H bond, followed by C3-nucleophilic attack of IBT and oxidation. Interestingly, under these conditions 2-(benzo[d]imidazo[2,1-b]thiazol-2-yl)aniline gave the benzo[4′,5′]thiazolo[2′,3′:2,3]imidazo[4,5-c]quinoline derivative via oxidative cleavage of the C(sp2)-H bond, followed by Pictet-Spengler cyclization and aromatization. This method offers the advantages of broad substrate scope, ecofriendly feature and high atom economy apart from higher yields.

Synthesis of fused pyrroles containing 4-hydroxycoumarins by regioselective metal-free multicomponent reactions

Mishra, Richa,Jana, Asim,Panday, Anoop Kumar,Choudhury, Lokman H.

, p. 3289 - 3302 (2018)

The reaction of arylglyoxals, 4-hydroxycoumarin, and aromatic amines such as 7-amino-2-methylchromone, 6/7-aminoflavone, 7-amino-4-methylcoumarin, 1-amino-9-fluorenone, 1-aminoanthraquinone and aniline derivatives in acetic acid medium under microwave conditions provides the corresponding regioselective fused pyrroles having hydroxycoumarin and aryl substituents. Alternatively, we have developed another method using in situ arylglyoxals from acetophenone derivatives by I2/DMSO promoted C-H oxidation followed by one-pot three component cyclization reactions to provide similar fused pyrroles. Using both the methods a series of novel pyrroles fused with pharmacologically important chromone, flavone, coumarin, fluorenone, and anthraquinone moieties were synthesized under metal-free reaction conditions in good to very good yields within a short reaction time. The structures of the synthesized fused pyrroles have been unambiguously confirmed by spectroscopic techniques, mass analysis and single crystal XRD.

Synthesis and solid-state luminescence of highly-substituted 6-amino-2H-pyran-2-one derivatives

Karpov, Sergey,Kayukov, Yakov,Grigor'ev, Arthur,Nasakin, Oleg,Kayukova, Olga,Tafeenko, Viktor

, (2020)

A fast and convenient synthesis and solid-state luminescence properties of new highly-substituted 6-amino-2H-pyran-2-one derivatives is described. These compounds were obtained from inexpensive and available 2-acyl(aroyl)-1,3-dicyano-1,3-bis-methoxycarbonylpropenides via regioselective heterocyclization under the action of sulfuric and hydroiodic acid. Compounds containing 6-amino-2H-pyran-2-one moiety are nearly unstudied, but are of interest for obtaining condensed biologically active compounds based on this scaffold.

A highly efficient protocol for the synthesis of new 3-(α-aroylamido)-4-hydroxycoumarin derivatives using SnCl2-SiO2 nanoparticles under solventfree conditions

Arfavi-Safari, Mona,Anaraki-Ardakani, Hossein,Badri, Rashid,Tahanpesar, Elham

, p. 321 - 324 (2017)

An efficient and simple protocol for the synthesis of the title compounds is described via a one-pot, three-component reaction of 4-hydroxycoumarin, aryl glyoxals and amides, using SnCl2-SiO2 nanoparticles as a heterogeneous catalyst

Iodine-promoted five-component reaction using fragment assembly strategy to construct dihydrooxepines

Zhao, Peng,Wu, Xia,Geng, Xiao,Wang, Can,Wu, Yan-Dong,Wu, An-Xin

, p. 4323 - 4330 (2018)

An iodine-promoted fragment assembly strategy for the synthesis of fused heterocycles has been established. It provides an efficient route to construct pyrazolone-oxepine-pyrazoles from phenylhydrazines, aryl methyl ketones and acetoacetate esters. Notably, acetoacetate esters play two distinct pivotal roles in the five-component reaction by realizing the unique reactivities of methyl, methylene and carbonyl groups to construct 3-methyl-5-pyrazolone skeletons and by the reaction of methyl and carbonyl groups to form a C (sp3)-O bond.

Enantioselective Photocatalytic [3 + 2] Cycloadditions of Aryl Cyclopropyl Ketones

Amador, Adrian G.,Sherbrook, Evan M.,Yoon, Tehshik P.

, p. 4722 - 4725 (2016)

Control of stereochemistry in photocycloaddition reactions remains a substantial challenge; almost all successful catalytic examples to date have involved [2 + 2] photocycloadditions of enones. We report a method for the asymmetric [3 + 2] photocycloaddition of aryl cyclopropyl ketones that enables the enantiocontrolled construction of densely substituted cyclopentane structures not synthetically accessible using other catalytic methods. These results show that the dual-catalyst strategy developed in our laboratory broadens synthetic chemists' access to classes of photochemical cycloadditions that have not previously been feasible in enantioselective form.

A NEW FACILE SYNTHESIS OF α-DICARBONYL COMPOUNDS BY OXIDATION OF ALKYNES WITH Mo(VI) PEROXOCOMPLEX PROMOTED BY MERCURIC ACETATE

Ballistreri, Francesco P.,Failla, Salvatore,Tomaselli, Gaetano A.,Curci, Ruggero

, p. 5139 - 5142 (1986)

Mercuric acetate promoted oxidation of diaryl-, dialkyl-, and aralkylalkynes with (HMPA)MoO(O2)2 in 1,2-dichloroethane affords the corresponding α-diketones in good yields.Likewise, terminal alkynes can be converted into α-ketoaldehydes in excellent yields by using the same oxidizing system.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 1074-12-0