Category: 13312-84-0

Gutierrez-Bonet, Alvaro published the artcileFe-Catalyzed Regiodivergent [1,2]-Shift of α-Aryl Aldehydes, Category: nitriles-buliding-blocks, the publication is Journal of the American Chemical Society (2013), 135(34), 12576-12579, database is CAplus and MEDLINE.

An Fe-catalyzed conversion of aldehydes to ketones via [1,2]-shift has been developed. This skeletal rearrangement shows a wide substrate scope and chemoselectivity profile while exhibiting an excellent [1,2]-aryl or [1,2]-alkyl shift selectivity that is easily switched by electronic effects.

Journal of the American Chemical Society published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C8H6ClNO, Category: nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Wang, Yanping published the artcileAn efficient cyanosilylation of aldehydes with trimethylsilyl cyanide catalysed by MgI₂ etherate, COA of Formula: C8H6ClNO, the publication is Journal of Chemical Research (2012), 36(10), 566-567, database is CAplus.

A convenient procedure for the synthesis of cyanohydrins by the addition of Me₃SiCN to aromatic aldehydes, heteroaromatic aldehydes, aliphatic aldehydes and unsaturated aldehydes catalyzed by MgI₂.(OEt₂)_n in good to excellent yields was described.

Journal of Chemical Research published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C8H6ClNO, COA of Formula: C8H6ClNO.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Yosef, Hisham Abdallah A. published the artcileSynthesis and biological evaluation of some novel chiral carbamates and 4-imino-2- oxazolidinones derived from selected optically active cyanohydrins, Application of 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, the publication is Pharma Chemica (2017), 9(16), 6-21, database is CAplus.

The reaction of tert-Bu isocyanate with the optically active cyanohydrins was accompanied with inversion of configuration giving the chiral (S)-enantiomers of the resp. carbamate derivatives On the other hand, reactions of aryl isocyanate reagents Ar-N=C=O with cyanohydrins gave the corresponding optically active 4-imino-2-oxazolidinone derivatives in the form of their S-configuration. Moreover, the same reactions were also applied for the racemic cyanohydrins to afford the corresponding carbamates and/or 4-imino-2-oxazolidinones as racemic mixtures Structures of the new products were elucidated with compatible micro anal. and spectroscopic (IR, ¹H-NMR, ¹³C-NMR and MS) measurements. The X-ray crystallog. anal. provided an efficient tool in confirming the structure and configuration of the new chiral compounds The antimicrobial activity of selected new derivatives against four bacterial species (Bacillus subtilis, Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa) and two fungi (Aspergillus flavus and Candida albicans) were evaluated. Moreover, some of the new products were screened for their in-vitro antitumor activity against the human solid cancer cell lines, human carcinoma (HCT116), human hepatocellular liver carcinoma (HepG2) and human breast adenocarcinoma (MCF-7) cell lines. Generally, most of the investigated compounds were showed moderate to high activities in comparison with the standard drugs. The structure-activity relationship (SAR) was also discussed.

Pharma Chemica published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C2H5BF3K, Application of 2-(2-Chlorophenyl)-2-hydroxyacetonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Cramer, Friedrich published the artcileOcclusion compounds. XVI. Stereospecific reactions with inclusion compounds, HPLC of Formula: 13312-84-0, the publication is Chemische Berichte (1959), 1739-47, database is CAplus.

cf. C.A. 53, 11245h. The following asym. reactions could be carried out with aqueous cyclodextrins (I): (1) asym. conversion of an easily racemizable atropisomeric 4,2-Me(p-MeC₆H₄SO₂)C₆H₃NAcMe (II); (2) synthesis of optically active mandelonitriles; (3) asym. partial oxidation of substituted benzoins; (4) partial saponification of racemic esters to optically active acids. The effect of the I depended on the ratio of the size of the I cavity to the geometric size of the included mol. The analogies to the mode of action of enzymes were discussed. β-I (1.00 g.) in 100 cc. H₂O treated with 0.03 g. II in 60 cc. Et₂O, shaken 7 hrs. at 25°, the Et₂O layer dried briefly, evaporated at 20°, and the residue (0.215 g.) dissolved in CHCl₃ and the rotation measured gave the following values of [α]²⁵_D at the time intervals in hrs. indicated in parentheses: -0.136° (0.33), -0.068° (0.67), -0.007° (15), -0.272° (0) (extrapolated). A similar run with 3.5 hrs. reaction time gave the following values: -0.125° (0.33), -0.063° (0.67), 0.0° (20), -0.250° (0) (extrapolated). α-I (2.0 g.) in 100 cc. pH 9 glycine buffer treated with 2 cc. o-ClC₆H₄CHO then dropwise with 2 g. liquid HCN, stirred 5 hrs. at 22°, extracted with 60 cc. Et₂O, and the Et₂O extract evaporated gave 2.316 g. o-ClC₆H₄CH(OH)CN (III), [α]²⁵_D 0.19° (EtOAc). α-I (1.5 g.) and 2.0 g. powd. p-ClC₆H₄CHO treated in the same manner with 2 g. HCN and stirred 2 hrs. at 22° yielded the p-isomer of III, [α]²⁵_D 0.21° (EtOAc); a portion in 10 cc. concentrated HCl kept 10 min. and worked up gave p-ClC₆H₄CH(OH)CO₂H, [α]²⁵_D -0.37° (EtOAc). 2,2′-Dichlorobenzoin (IV) (2.80 g.) and 1.0 g. α-I in 100 cc. pH 10 glycine buffer shaken 71 hrs. at 25° under O and extracted with 80 cc. Et₂O gave a solution of IV and active (o-ClC₆H₄CO)₂ (V), [α]²⁵_D 0.42; since only 50% active V was present in the oxidation product, the rotation was [α]²⁵_D 0.84°. 4,4′-Dichlorobenzoin (VI) gave similarly during 172 hrs. a solution of 50% VI and 50% (p-ClC₆H₄CO)₂ (VII), [α]²⁵_D 0.32° (EtOAc); pure VII had [α]²⁵_D 0.64°. β-I (1.5 g.) in 100 cc. pH 9 buffer treated with 1 cc. o-ClC₆H₄CH(OH)CO₂Et (VIII), b₁₃ 158-60°, stirred 2.5 hrs. at 58°, basified with 6 cc. 2N NaOH, extracted with EtOAc to isolate the unreacted VIII, the aqueous layer acidified with 25 cc. 4N H₂SO₄, extracted with EtOAc, and the extract evaporated in vacuo at 50° yielded 0.546 g. o-ClC₆H₄CH(OH)CO₂H, [α]²⁵_D 1.19° (EtOAc),and 0.480 g. VlII, [α]²⁵_D -0.73° (EtOAc). PhCHClCO₂Et (IX) (1 cc.), b₁₂ 128-30°, saponified similarly during 3.25 hrs. gave 0.395 g. PhCHClCO₂H, [α]²⁵_D 0.39° (EtOAc), and 0.633 g. IX, [α]²⁵_D -0.20° (EtOH). p-Isomer (X) of VIII (1.35 g.), b₁₆ 167-8°, m. 60-1°, saponified during 2.25 hrs. in pH 9 buffer at 60° yielded 0.417 g. p-ClC₆H⁴CH(OH)CO₂H, [α]²⁵_D 0.38° (EtOAc), and 0.893 g. X, [α]²⁵_D -0.17° (EtOAc). A similar run but at pH 10 and 22° during 6.5 hrs. yielded 0.622 g. acid, [α]²⁵_D 0.16° (EtOAc), and 0.509 g. X, [α]²⁵_D -0.29° (EtOAc). PhCH(OH)CO₂Et(XI) with β-I, and VIII and X with α-I under the same conditions did not yield optically active material. The rates of the ester hydrolyses at constant pH were measured for the following esters (pH, reaction temperature, rates of saponification with 1.32 mmoles β-I and with 1.32 mmoles α-I relative to the rate without I = 1.00, and diameter of ester in A. given): IX, 9.0 ± 0.2, 65°, 1.38, 0.94, 6.7; PhCHBrCO₂Et (b₁₃ 146-8°), 9.0 ± 0.2, 65°, 1.37, 1.01, 6.7; XI, 9.0 ± 0.2, 25°, 1.00, 1.00, 6.2; VIII, 8.0 ± 0.1, 65°, 0.77, 0.94, 8.2; X, 8.0 ± 0.1, 65°, 1.38, 1.05, 6.2.

Chemische Berichte published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C8H6ClNO, HPLC of Formula: 13312-84-0.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Zuck, Donald A. published the artcileStabilization of vitamin B₁₂. II. α-Hydroxy nitriles, Recommanded Product: 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, the publication is Journal of Pharmaceutical Sciences (1963), 63-6, database is CAplus.

α-Hydroxy nitriles and esters of mandelonitrile were effective stabilizers of I except under conditions of prolonged exposure to ultraviolet light when decomposition was more rapid than in the controls.

Journal of Pharmaceutical Sciences published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C10H11NO4, Recommanded Product: 2-(2-Chlorophenyl)-2-hydroxyacetonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Zhang, Zhi-Jun published the artcileCharacterization of a new nitrilase from Hoeflea phototrophica DFL-43 for a two-step one-pot synthesis of (S)-β-amino acids, Formula: C8H6ClNO, the publication is Applied Microbiology and Biotechnology (2018), 102(14), 6047-6056, database is CAplus and MEDLINE.

A nitrilase from Hoeflea phototrophica DFL-43 (HpN) demonstrating excellent catalytic activity towards benzoylacetonitrile was identified from a nitrilase tool-box, which was developed previously in our laboratory for (R)-o-chloromandelic acid synthesis from o-chloromandelonitrile. The HpN was overexpressed in Escherichia coli BL21 (DE3), purified to homogeneity by nickel column affinity chromatog., and its biochem. properties were studied. The HpN was very stable at 30-40°C, and highly active over a wide range of pH values (pH 6.0-10.0). In addition, the HpN could tolerate against several hydrophilic organic solvents. Steady-state kinetics indicated that HpN was highly active towards benzoylacetonitrile, giving a K_M of 4.2 mM and a k_cat of 170 s^-1, the latter of which is ca. fivefold higher than the highest record reported so far. A cascade reaction for the synthesis of optically pure (S)-β-phenylalanine from benzoylacetonitrile was developed by coupling HpN with an ω-transaminase from Polaromonas sp. JS666 in toluene-water biphasic reaction system using β-alanine as an amino donor. Various (S)-β-amino acids could be produced from benzoylacetonitrile derivatives with moderate to high conversions (73-99%) and excellent enantioselectivity (> 99% ee). These results are significantly advantageous over previous studies, indicating a great potential of this cascade reaction for the practical synthesis of (S)-β-phenylalanine in the future.

Applied Microbiology and Biotechnology published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C14H26O2, Formula: C8H6ClNO.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Pagga, Udo published the artcileInhibition of nitrification in laboratory tests and model wastewater treatment plants, Computed Properties of 13312-84-0, the publication is Chemosphere (2006), 65(1), 1-8, database is CAplus and MEDLINE.

Nitrification in wastewater treatment plants is a sensitive microbiol. process, which can be disturbed by toxic substances. Two laboratory methods for nitrification inhibition (ISO standard 9509 and a modification of the respiration inhibition test ISO 8192) were studied with selected substances and compared with results from sewage model plants. For the prediction and prevention of interferences, the simple but reliable laboratory test methods proved to be very suitable. The tests in laboratory plants allowed a much more comprehensive evaluation of nitrification processes and showed their dependence on biodegradation and adaptation processes. The inhibition of nitrification depended on the mode of application and the biodegradability of the potential inhibitory compound and was much less severe with biodegradable substances than with poorly degradable ones.

Chemosphere published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C8H6ClNO, Computed Properties of 13312-84-0.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Perciner, Hulya published the artcileA study on antiviral 2-(α-hydroxybenzyl)benzimidazole derivatives, Application of 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, the publication is Journal of Faculty of Pharmacy of Gazi University (1990), 7(2), 125-40, database is CAplus.

Title compounds I (R = H, Cl, NO₂; R¹ = H, 4-Cl, 2-Cl, 4-F, 2-F, 4-Me) were prepared by cyclocondensation of o-phenylenediamines 1,2-(NH₂)₂C₆H₃R-4 with either DL-mandelic acid or R¹C₆H₄CH(OH)CN. I were tested as virucides against Herpes Simplex-1 (HSV-1) and Coxsackie B virus (CBV-3). All were significantly active against CBV-3 and I (R = R¹ = H) was the most active against HSV-1 compared to amantadine as a reference

Journal of Faculty of Pharmacy of Gazi University published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C8H6ClNO, Application of 2-(2-Chlorophenyl)-2-hydroxyacetonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts